•  •EPA/742/R-95/Q12
       Pollution Prevention
Educational Resource Compendium:

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It'l
                           S=^n^tlutlonPiweii^^^y2&°?s?^
             ©CopyngfctlSSS fy tfte Regents ofthe University ofMichigan.                                          "

             &fuaiOT moy./}^ repofoce tf^
             Cta^ljmxfc^onHOTnn«nrafl^                                              ;     .  •
               recycled -paper mdefnm debited old newspapers and magazines.
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                 ampcn&m was produced with support Jhwtfe NOT Jersey Jw«i^ of T«^^
            Published by:
            Th» National Pollution Pravwttlon Center
            for Higher Edueatloit
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            430EMtUniv«mtyAv«.
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            • Phoo«: 313-7S4-U12
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             by «Jucmting s&jdwtt. faculty, and pro<«*sionaii about po«utk»
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             July199S

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•pollution Prevention
       and Chemistry  ,
     :ENTES so*.HIGHER.EDUCATION j
                         Table of Contents

                         Explanation of Compendium Contents

                         Introductory Materials
                         .D .Overview of 'Environmental Problems, [expected Fa/11995/
                         a  Pollution Prevention Concepts and Principles '[expected Fall W5]
                         D  Pollution Prevention Applications to Chemistry [expected Winter 19961

                         Pollution Prevention and Chemistry Resource List
                          NPPC Resource*
                          d   Annotated Bibliography of Oiemistry-Reiated
                              Pollution Prevention Source
                          d   Case Studies and Other Student Assignments [expected Winter 1996J
                                                                                July 1995

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           Pollution  Prevention
                 and Chemistry
                                    Explanation of  Compendium Contents

                                    Introductory Materials
                                    D   Overview of Environmental Problems.  Each chapter highlights'
                                        a major area of environmental .concern: energy use, global.
                                        change, resource depletion, land use and development, waste,
                                     '"  air quality, water quality and quantity, ecological health, and
                                        human health. Includes definitions of concepts and terms, cur-
                                       . rent data and research findings oh the state of the environment,
                                        tables, figures, and guidance on obtaining more information.
                                        This document is designed to help faculty in all disciplines pre-.
                                        pare course materials and lectures. For people who may not
                                       - have extensive knowledge of environmental issues, it provides
                                        background information; for'those'already familiar with environ-
                                        mental problems! it is a convenient, concise source .of current
                                        data. The formal allows individual topic areas to be easily re-
                                        produced for distribution to students; all figures and tables are
                                        provided in a full-page format suitable for overhead projection.

                                     D  Pollution Prevention Concepts and Principle*. This shorter
                                        paper introduces the concepts, terminology, objectives, and
                                        scope of pollution prevention. It discusses how government
                                         and the private sector are currently perceiving and implement-
                                         ing pollution prevention and describes the barriers and benefits
                                         encountered in implementing pollution prevention activities.

                                     D   Pollution Prevention Application* to Chemistry. Chemistry
                                         plays a critical role in advancing key principles of pollution pre-
                                         vention and sustainable development This introduction will
                                         provide a framework for improving me designand management
                                         of chemicals and chemical processes; present tools for designing
                                         environmentally preferred; synthetic pathways and less toxic
                                   ~' -''  chemicals; and introduce methods for environmental assessment
                                         to assist faculty in incorporating pollution prevention concepts
                                         and practical toolsinto chemistry curricula:   ,


                                   t  NPPC Resource*
                                      Q  Pollution Prevention andChemistry Resource List. A list^of all
                                          rdevantresduices known to tteOTIKlT^
                                          section lists three articles; the "Reference Materials" section lists
                                          146 artides^threebooks, three reports, five publishers,, five on-
                                          line services, four faculty involved in pollution prevention edu-
                                          cation, and five organizations. Includes summary matrix. Most
                                           of the materials listed are commonly found in college libraries
                                           or bookstores; for others, the list explains how to obtain mem.
                                       D  Annotated Bibliography of Chemistry-Related Pollution
                                           Prevention Sources. Alphabetically lists and describes all
                                           materials cited in the Resource List
JulytSSS

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                Pollution Prevention
                        in Chemistry
             BOSVedlON CENTER fOfl HKSHEH EDUCATION
                                        Pollution  Prevention  and Chemistry
                                        Resource List

                                        Prepared by Kellie  DuBay and Jason Schweitzer, NPPC Research Assistants,
                                       : under the direction of Thomas Dunn, Professor, Department of Chemistry;
                                        Gregory A. Kedleian, Assistant Research Scientist, School of Natural Resources
                                        and Environment;  and Nancy A: Osborn, Publications Manager, NPPC
Table of Contents
Using This Compendium...	
Terminology and Framework...
Classification of Resource Materials ..........
Educational Tools............——..«
                                           ••••• 1
                                           !•••» &
                                           . . .
                        „.„„„,,	     !•••«• *
Reference Materials
L"'' Incorporating pollution prevention into curricula	4-
ft. Less-toxic alternatives in chemical syntheses
   -A. Alternatives to phosgene in industrial syntheses ..5
   B. Supercritical CO, as an altemative solvent:........... 5
   C. d-Glucose as an altemative starting material.«~«. 6
   D. Use of biocatarysis or biological reagents.	7
   e. Development of new, non-biological catalysts...... 7
   F. Miscellaneous alternative routes and
      altemative chemicals	.—-••	•	:—•;••»• j*
 III. Computer or mathematical modeing—:—:.-~~~—1»
 IV. Pollution prevention: related programs
 V. Overviews or general oTscussten

 Periodicals/Publishers ~.~—~

 Online Services ..M^~~«~«-~-.

 Faculty Involved in Piand Ch«

 Organization* .^....;........~~~~^

  Matrix	...~^.~~«
                                              ..11
                                              ..12
                                               .13
                                 ntetry.
,14
                                        WM...*..^. ' •
it will help people get a good start on.incorporating
pollution prevention into the chemistry curriculum.

In mis Resource List, we have grouped all citations
under several main themes. Then, to more specifically
describe me contents of the citations, we have assigned
codes to them.  Finally, each citation has a number cor-
responding to its audience leveL (For a description of
these themes and codes, see "Classification of Resource
Materials" on the page 3.)

At me end of the Resource List is a summary matrix
An alphabetical list of the citations runs down me left
side of the matrix. Codes run along the top. The num-
bers In me cells represent me audience level

Thus, youmayapproach mis set of resources from any
 angle. K you want to examine everything within a
 theme, start with.the text of the Resource List  If you
 would prefer to keep a narrower focus, start wim the
 appropriate column in the'matrix^you wulbe able
 to quickly identifiy all citations pertaining to a general
 topic (eg* "alternative synthesis"), a specific subject
 (e.g., ^a synthesis emplqyingbiotogical systems^, or a
  combination (eg, "alternative biological catalysts' or
  'toxicity/risk assessments oiE solvent alternatives").
  Using This Coinpendttm

  There are many ways to incorporate poDution prevent
  tion principles into me field of chemistry—industrial
  applications, academic research, educational curricula.
  These are illustrated in the Journal articles,.reports,
  books, conference proceedings, and educational tools
   cited in this Resource List We recognize mat mis list
   does not identify every source relevant to the topic of
   pollution prevention in chemistry. But we believe mat
      Complementing me Resource List is our Annotated
      Bibliography, .which.describes all Resource tist
      materials in more detail; it is arranged alphabeticaUy
      by author name. Once you have chosen citations from
      either the Resource List^ its matrix, you may turn
      to the Annotated Bibliography for a more detailed
      description. The Resource List, its matrix, and the
      accompanymg Annotated Bibliography are designed
       to make this.compendium easily accessible by a wide
       range of users.
   Phoo« 313.7S».1412«
   National PoOuBon PwwnUon Canttr tor Hftfw
   OaraBottfti* 430 Emtt Uniwwrty. Ann Arbor
                                               Augurt1996

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Terminology and Framework

When evaluating the content of these documents, it is
important to understand that pollution prevention
within the chemistry discipline is relatively new, with
little uniformity in the use of terminology. Phrases
and words such as "benign," "non-toxic," "benign by ^
design," "green chemistry," "environmental chemistry/
safer chemical design, and clean processes are often
used synonymously to describe very different concepts.
Specific criteria for definitions are usually not given,
and  frameworks for definitions are rarely explicitly
stated. This lack of uniform definitions becomes a
problem when chemicals or chemical syntheses are
evaluated. For example, a certain chemical may be
ecologically safe and deemed a "benign" alternative,.
but  the synthesis of that chemical may involve highly'
 toxic intermediates or by-products.

 To label a chemical substance or process with a word
 like "benign," one must consider all aspects of the
 chemical and its synthesis. A comprehensive examina-
 tion encompasses all of these issues: material process-
 ing, xrunufacruring, use, material or energy recovery,
 and disposal. The following framework1 defines sev-
 eral important criteria for th« design and management
 of chemical substances and processes.
                                           »
  * Environmental Criteria. Resource depletion (re-
    newable and nonrenewable), energy consumption;
     waste generation (air and water pollution, solid and
     hazardous waste), human health risk* (worker*,
     consumers, communities), ecological degradatioft
     (sensitive species, habitat resiliency^
• Performance. Chemicals are required to serve a
  variety of functions within the economy: as cleaning
  agents, lubricants, solvents, flavorings, pharmaceuti-
  cals, etc They must perform effectively and efficient-
  ly to be accepted by consumers as a viable product
  Performance requirements often influence and con-
  strain environmental requirements; inadequate per-
  formance can result in more negative impacts, .

 « Cost Regardless of how well a product performs
  and meets environmental criteria, economics
  strongly influences how one produces a chemical.
  Costs to.consider over the product's life cycle
   include: commodity chemical prices, monitoring
   and permitting, the explicit energy costs ofrnanu-
   facruring, potential liability and remediation costs,
   and costs associated with treatment and disposal.

 •  LegaL Compliance with mandatory regulations is
   an important "must" requirement for a chemical
   product system. Legal requirements include local,
   state, and federal environmental, health, and safety
   regulations. As a preventative measure, pending
   legislation should also be taken into consideration.
   In order .to avoid regulatory conflicts, new chemi-
   cals and processes mat exceed current regulations
   should be developed.

 Of course, few chemicals or processes will be in perfect
 accord with all of these criteria. Tradeoffs will occur1,
 and the outcome of design and management decision*
 wiU depend on how one weights the individual issue*
 W« encourage readers to make thekjwn judgments
 aboutthe "envirorimentally.preferabte" alternatives
 presented in this compendium based ori the above
 ' -Life Cycle Design" criteria.
                                    _
    Cincinnati: RiskRtd«aooEngtae«tagUboi»t«y.
    US, Environmental f»o*eaoit Agency. May 199*.

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 Classification of Resource Materials

 The citations in this Resource List are grouped into
 five main themes. The citations themselves have been
 assigned General and Subject codes to further describe
 the information they cover. Also, in order to give the
 reader an idea of a citation's complexity, numerical
.codes indicate each document's intended audience.  .
 MAIN THEMES:
 I.  Incorporating Pollution Prevention into Curricula

 II. Less-toxic Alternatives in Chemical Syntheses

 m. Computer or Mathematical Modeling

 IV. Pollution Prevention: Related Programs

 V. Overviews or General Discussion
 GENERAL CODES              -
 A: Describes a new, mote environmentally responsible
 synthetic route to a product One example is the sub-
 stitution of supercritical COj for organic solvents when
 synthesizing polymeric materials; another is the syn-
 thesis of polyurethane from the catalytic carbonylation
 (as opposed to the phosgenation) of nitrparomatic _
 compounds.

  B: DescribesmerepUcementOfa'productwithanew,
  lessrtoxic alternative. An exampleisthei substitationr
  of isocyanate sealants with acetoacetate**sed sealants
  in the adhesive industry.

  C: Presents broader.oi?eryjew»orfapk»rekwant to
  pollution prevention inchemistryi These document*
  may provide information on the history, future, and/.,
  or recent developmentaof a chemical synthesis, indus-
  trial process, or research program. Often included  are
  general discusstawofcost waste, and toxicity.
SUBJECT CODES
Bio.  A synthesis or catalysis employing biological sys-
tems (e.g., the synthesis of catechol from a biocatalytk/
enzymatic pathway as opposed to benzene alkylation).

Cat  Chemical design incorporating alternative catalysts.

CS  An industrial application of pollution prevention
principles—a case study providing readers with a dem-
onstration of how P2 principles can be incorporated
into  industry.

Econ. The economic aspects of chemical production. /

EU  Assessments of chemical substitutes for end-use
applications based on performance, toxicity, and other
issues.                                         '
      ' •           "*. •    ..       '•    ••
F/R  Chemical design incorporating alternative
feedstocks or reactants.

Opt Approaches for optmaaig a synthetic procedure
so that yidd is enhanced and/or the generation of
harmful by-products is reduced or eliminated.

 SAR Mathematical relationships between a chemical's
 structure and its measurable behaviors. [These docu-
 ments may address structure-activity relationships or
 quantitativestrucrure-activityrelationships (QSARs).]

 Sim. The use of computer modeling or simulation in
 the development of new synthetic pathways or novel
 compounds         .       .             .

 Sol. Chemical design incorporating^tentative solvents.

 T/K Toxicity or risk assessment of chemicals,


  AUDIENCE LEVEL CODES
  1:  Requires some elementary sdence'backgrourui:

  2:  Requires undergraduate knowledge of chemistry/.

  3: Requires advanced knowledge of chemistry
     (intended audience is moat likely to be faculty,
     industry professionals; degreed chemists).
                                                                                          RMMR»U«*3
                                                                                             AugurtlMS

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Educational Tools

Goller, Edwin J., and Joh'n.H. Miller.            . .
Qualitative Analysis." Journal of Chemical Education
70, no. 6 (June 1 993): A1 S9-A1 60.        .
Reel, Kevin. -Hydrogen Sulfide Is Not Such a
Rotten Idea.' Journal of Chemical Education 70,
no. 10 (October 1993): 854.
Wilcox, Mary F., and Judith G. Koch. "A Freshman
Laboratory Program Without Chromium." Journal
of Chemical Education 70, no. 6 (June 1 993):  488.

Reference Materials
\. Incorporating P2 Into Curricula

Caray, Francis A., and Andrew F. Carey.
"Environmentally Benign Synthesis in the Introductory
Organic Chemistry Lecture Course.' American
 Chemical Society Preprint of Papers, Division of
 Environmental Chemistry**, no. 2 (August 1994):
 180.  Presented at the 208th ACS National Meeting,
 Washington, August 21-25, 1 994. [C] [Econ, 2]
 Huheey, James E.  "Incorporating Environmental
 Issues into the Inorganic Chemistry Curriculum.
 American Chemical Society Preprint of Papers,
 DMsfan of Environmental Chemistry 34, no. 2
 (August 1994): 181, Presented at the 208th ACS
 National Meeting, Washington, August 21-25, 1994.
 (CH2]
Smith, Leverett R. "Securing Environmental
Concerns in the Chemistry Curriculum." Amencan
Chemical Society Preprint of Papers, Division of
Environmental Chemistry 34, no. 2 (August 1994):
1 98-200. Presented at the 208th ACS National
Meeting, Washington, August 21-25, 1994.  [C] [2]

Steinfeld, J. I., and D. S. Bern.  'Graduate Research
and Training in Chemistry of the Environment at
M I.T." American Chemical Society Preprint of
Papers, Division of Environmental Chemistry 34, no. 2
(August 1994): 187-190. Presented at the 208th
ACS National  Meeting, Washington, August 21-25,
1994. [C][2]
Szafran, Zvi, Mono M. Singh, and Ronald M. Pike.
The Microscale Inorganic Laboratory: Safety,
Economy, and Versatility.*  Journal of Chemical
Education 66, no. 11 (November 1989):  A265NA267.
                                                                                                   •-*••?
  Keotelan, Gregory A., and Jonathan W.      .
  "Incorporating Pollution Prevention Into the Chwrf*
 • try Curriculum: New Challenges and Opportunities.
  American Chemical Society Preprint of Papers,
  Division of Environmental ChemistryQ4,no.2,
  (August 1994):  186. Presented at the 2Q8tti iACS
  National Meeting. Washington, August 21-25, 1994.
  [CH1]
  Singh, Mono M., Ronatt M. PHw, and 2tA Szafran.
  Pollution Prevention In the Organic and Inorganic
  Chemistry Laboratoryr Mfcroscate Approach.
  American Chemical SocMy Preprint at Papers,
                     .        .
 Tully, J. C. "Environmental Education From an
 Industrial Perspective." Amencan ChemicaJ Society
 Preprint of Papers. Division of Environmental Cfcem-
 &fcy 34, no. 2 (August 1994): 203. Presented at the
 208th ACS National Meeting, Washington, August
 21-25,1994. [C][CS,3]
 Vellaccio, Frank. "Making a Place for Environmen-
 tally Benign Synthesis in the Introductory Chemistry
 Curriculum: Is it a Moral imperative?" American
 Chemical Society Preprint of Papers, DMsion of
 Environmental Chemistry 34, no, 2 (August 1994):
 179. Presented at the 208th ACS National Meeting,
 Washington, August 21-25, 1994. 101121
 Zwaaid, A. W., H. P. W. Vermeeren, and
 R deGekter. "Safety Education for Chemisliy
 Students: Hazard Control Starting at the Source.
  Journal of Chemical Education 66, no. 4(April 1989).
  A1 12-A1 14. [Cl [F/R, Cat, T/R, 11
   (August 1994): 194-197.  Presented at the 208ttj
   ACS National Meeting, Washington, August 21-25,
   1994, [AH2]         .....   '

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II. Less-Toxic Alternatives in     •
   Chemical Syntheses

II.A  ALTERNATIVES TO PHOSGENE IN
     INDUSTRIAL SYNTHESES
Waidman-, T., and W.McGhe'e  "Isocyanates From
Primary Amines and Carbon Dioxide: 'Dehydration'
of Carbamate- Anions." Journal of the Chemical
Society-London, Chemical Communications (1994):
957-958. [A] .[F/R, CS, 3]
DePompei, M. F. "Non-lsocyanate Sealants."
American Chemical Society Preprint of Papers,
Division of Environmental Chemistry 34, no. 2
(August 1994): "393-394. Presented -at the ,208th ,
ACS National Meeting, Washington; August 21 -25,
1994. [BltELT.CS, 3]
Gargulak, J., and W. Gtadfelter. "Homogeneous
Catalytic Carbohylation of Nitroaromatics." Journal-
of the American Chemical. Society 1 1 6 (1 994):
8933-8495.  [A] [Cat, Opt, 3]   '
Komiya, Kyosuke, Muneaki Aminaka, Kazumi   •
Hasegawa, Hiroshi Hachiya, Hiroshige Okamoto,
Shinsuke Fukuoka, Haruyuki Yoneda, Isaburo
Fukawa, and Tetsuro Dozono. "New Process for
Producing Polycarbonate Without Phosgene and
Methylene Chloride." American Chemical Society
Preprint of Papers, Division of Environmental Chem-
istry 34, no. 2 (August 1994): 343-346. Presented
at the 208th  ACS National Meeting, Washington,
August 21-25, 1994. [A] [F/R, CS, 3]
McGhee, W., ParvYi, and D. Riley. "Highly Selective
Generation of Urethanes from Amines, Carbon-
 Dioxide, and Alkyl Chlorides." Journal of the Chem-
 ical Society-London, Chemical Comrnunicatton&
 (19941699-700. [A] [F/R, 3>

 McGhee, William D., Mark Pater, Dennis Riley, Ken
 Ruettimann, John Solodar, and ThornaiWakiman. •
 "Generation of Organic Isocyanates From Amines,
 Carbon Dioxide and Electrophilfc Dehydrating
 Agents: Use of o-SuKobenzofc Add Anhydride/
 American Chemicat Society Preprint of Papers*
 • Division of Environments/ Chemistry 34, no. 2
 (August 1994): 2^210. Presented at the 208th
 ACS National Meeting. Washington, August 21-25r
  1994., [A] [F/R, 3J                        ,
  Riley, Dennis, William D. McGhee, and Thomas
  Waidman. "Generation of Urethanes and Isocyan*
  ates from Amines and Carbon Dioxide." In Benign
  by Design: Alternative Synthetic Design for Pollution
  Prevention, edited by Paul T. Anastas and Carol A.
  Farris, 122-132. Washington: American Chemical  .
  Society, 1994. [A][F/R, CS, 3]
II.B  SUPERCRITICAL CARBON DIOXIDE AS
     AN ALTERNATIVE SOLVENT
Aresta, Michele. "Perspectives of Utilization of
Carbon Dioxide as a Building Block." American
Chemical Society Preprint of Papers, Division of
Environmental Chemistry 34, no. 2 (August 1994):
31 6-319. Presented at the 208th ACS National
Meeting, Washington, August 21-25, i 994.
[A] [F/Rt Cat; 3]
B.radley, David. "Solvents Get the Big Squeeze."
New Scientist -i 43 (6 August 1994): 32-35.
[C] [Sol, Cat, 2]    /..;"';.-'•[.    . \
Combes, J. R., Zhibin Guan, and John M. DeSimone.
"Homogenous Free-Radical Polymerizations
in Carbon Dioxide: Tetomerizations of
1,1-Difluoroethylene in Supercritical Carbon Dioxide."
Macromo/eco/es27(1994): 865-867. [A] [Sol, CS, 2]
DeSimone, J. M., E. E. Maury, ZGuan, J. R. Combes,
Y. Z. Menceloglu, M. R. Claric, J. B. McClain, T. J.
Romack, and C. D, Mistele. "Homogeneous and
Heterogeneous Polymerization In Environmentally
Responsible Carbon Dioxide."  American Chemical
Society Preprint of Papers, Division of Environmental
 Chemistry^, no. 2 (August 1994): 212-214.
Presented at the 208th ACS National Meeting,
Washington, August 21-25, 1994. .[A] [Sol, CS, 31
 DeSimone, John M., Zhibin Guan, and C. S. Eisbemd,
 "Synthesis of Rubropolymers in Supercrftical Carbon
 Dioxide." Science 257 (August 14, 1992): 945-947.
 [AHSot, CS, 2]
 Donohue, Marc D.t and Jennifer LGeiger.
 "Reduction of VOC Emission During Spray Painting
 Operations: A New Process Using Supercritical
 Carbon Dtoxide." American Chemical Society
  Preprint of Papers, Division of Environmental
  Chemistry 34, no. 2 {August 1994): 218r21 9.
  Presented at the 208th ACS National Meeting,
  Washington, August 21-25, 1994. [Al [Sol, CS. 31
  "Gassy Plastics." O/scover16, no. 6 (June 1995):
  80.[A}[Sol,CS,1]
                                                                                    Resource List* 5
                                                                                       Augutt1999

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Guan. Zh,«n. and Jcnn M. DeS-mone. Fluo ocarbon-
Based Heteroohase Polymeric Materials -,  *™*
Copoiymer Surfactants for Carbon Dioxide Appl.ca
(ions.' Macramo/ecu/es27(l994): 5527-5532.
(A] [Sol, 3]
Johnston K P. "Safer Solutions for Chemists."
           lT March 1994): 187-188. [A] [Sol, 2]
    P
         "Environmentally Benign Oil-Water
intertactai Synthesis." American Chemical Society
Preprint of Papers, Division of-EnvironmentalChem-
fefr/34, no. 2 (August 1994):  238. Presented at the
208th ACS National Meeting,  Washington, August.
21-25,1994. [A] [Sol, Cat, CS, 3]

Sawan Samuel P., Yeong-Tamg Shieh, and
jSSrii Su  Evaluation of the Interactions Between
Supercritical Carbon Dioxide and P°^f™ Materials.
Los Alamos National Lab Report #LA-«7™£"-
Available from the National Techn^l formation
Service, 5285 Port Royal Road. Spnngfield, VA,
22161, 703) 487-4650 ,or the Office of SoeoMto^and
Ttohn&fltal Information, P-O; Box 62, Oakndge,
TN 37831, (615) 576-8401.  [Cl [Sol, CS, 31
 Tanko, James M, Joseph F.
 Sadeghipour. "Supercritical Carbon Dioxide as a
 Medium tor Conducting Free-Radic* FtaMbons.  Irr
 Benign by Design: Alternative Syndetic Des^ tar
 Pollution Prevention, edited by PaulT. Anastas and
 Carol A-Farris, 98-1 13. Washington: American
  ChernicalSoclety, 1994. [AUSol,21

  Tanko, James M., KamrudJn N. Suteman.
  Glenn A. Huh/ey, Anna Par
  -Solvent Pressure Effects i
  A Selectivity Inversion in Free ^
  Induced by Solvent." Journal of th0 A/nencan
 . Ctwteal Society US (1993^4520-452^
  [A][Cat, Opt, 3]
   DavidMo
   Carol Bums,
   Burk. and
    Environmental Cherristrya*
    211. Presented at the 208tti
    Washington, August 21-25,
 IIC  D-GLUCOSE AS AN            ^
  '   ALTERNATIVE STARTING MATERIAL

 DelF K A and J. W. Frost. "Identification and
 Removal of Impediments to Biocatalytic Synthesis of
 Aromatics from D-Glucose: Rate-Liming Enzymes ^
. in the Common Pathway of Amino Acid Biosynthesis. .
 Journal of the American Chemical Society 115
 (1993): 11581-11589. [A] {Cat, Opt, 3]

 Draths, K. M., and J. W. Frost. "Conversion of
 D-Glucose into Catechol:  The Not-So-Common
 Pathway of Aromatic Biosynthesis." Journal of the
 American Chemical Society 113 (1991): 9361-9363.
 [A] [Cat, Bio, 3]
 Draths, Karen M., and John W. Frost, ^nviron-
' mentally Compatible Synthesis of Adipic Acid from
 D-Glucose/ Journal of the American Chemical
  Society 116 (1994): 399-400. [A] [F/R, Cat, Bio, 3]

  Draths, Karen M., and John W. Frost. "Microbial
  Biocatalysis: Synthesis of Adipic Acid; from
  D-GIucose/ in Benign by Design:  Alternative
  Synthetic Design for Pollution Prevention, edited
  bv Paul T. Anastas and Carol A. Farris, 32-45.
  Washington: American Chemical Society, 1994.
  [AJ [F/R, Cat, Bio, Econ, 31
  Draths, Karen M., Q. L Pompliano, D. L. Conley.
  j W. Frost A. Berry, G. L. Disbrow, R. J. Stayersky,
  and J. C. Lievense. "Blpcatalytic Synthesis oil
  Aromatics from D-Glucose: The Role of Trans
  lase/ Journal of the American <
  (1992): 3956-3962: [Al [Opt Bio, 31
   Draths, K. M., T. L Ward, and J. W. Frost
   "Biocatalysis and Nineteenth-Century Organic
  .Chemist^ Conversion of D-Glucose Into Qu.r.
   Organtes/ Journal of the American Chemical Society
   1-14(1992): 9275-9276. fJBl [F/R, Bfo, 21

   Emsley.John.  "A Cleaner Way to Make Nylon/
   /vewSe/entfetl41 (12 March 1994):  15.
   IA1IF/R. Bio, CS, 31
    Frost, John W., and Jeff Lievense. "P^Pff; for
    Btocatalytks Synthesis of Aromatics in the 21st
    Century." New Journal.of Chemistry 18 (1994):
    341-348. lAl [F/R, Cat, BlO, CS, Econ, 21
    Frost, John. "Green Chemistry at Worte Products
    Can Be Made From Glucose Instead of Benzene,
    EPA Jouma/20, no. 3 (Fall 1994): 22-23.
     [Aj [F/R. Cat Bto, 11

-------
 II.D  BIOCATALYS1S OR
      BIOLOGICAL REAGENTS            -

 Anders, M.'W. "Designing Safer Chemicals: Role
 of'Bioactivation in Chemical Toxicity."  American
 •Chemical Society Preprint of Papers, Division of
 Environmental'Chemistry34, no. 2 (August 1994):
 366-368. Presented at the 208th ACS National
 Meeting, Washington, August 21-25,1994.
 '[B] [T/R, CS, 3]
 Bertini, Ivano, and Claudio Luchinat. "Biodegrada-
 tion, Enzymes and Mechanisms.' American Chemh
 cal Society Preprint of Papers, Division of Environ-
 mental Chemistry 34, no. 2 (August 1994): 352-354.
 Presented at the 208th ACS National Meeting,
 Washington, August 21-25,1994. [A] [Cat Bfo, CS, 3]
 Draths, K. M., and J. W.  Frost. "Synthesis Using
 Plasmid-Based Biocatalysis:  Plasmid Assembly and
 3-Deoxy-D-araft/no-heptulosonate Production."
 Journal of the American Chemical Society 112
 (1990):  1657-1659. [AJ [Cat, Opt, Bfo, 31
. Frost, John W., and Karen M. Draths.- 'DHS:  A New
 Intermediate for Oxychemical Synthesis." American
  Chemical Society Preprint of Papers, Division of
  Environmental Chemistry^ no. 2 (August 1994):
 225-226. Presented at the 208th ACS National
  Meeting, Washington, August 21-25,1994,
  [A] [F/R, Cat, Bto, 3)                       _
  Glasser, Wolfgang G. "Structural Materials From
  Naturally Occurring Polymers." American Chemical
  Society Preprint of Papers, Division of Environmental
  C/jem/sfry34,no.2(August1994): 410, Presented
  at the 208th ACS National Meeting. Washington,
  August 21-25,1994. [Bl [Bto, CS, 3|
  Hudlidcy,Tomas. ^kxatalytteCoiwerstonofHakK'
  genated Aromatic Compounds to CaAohydrates and
  Other Chiral SynthonsJ1 AmertawCrwnfc^SocfeJjf
   Preprint of. Papers, DMston of Environmental Chem-
   istry^, no.Z(Augostl994): 227. Presented at the
  . 208th ACS NattonatMeeting, Washington, August
   21-25,199*. [AJtCat, Bto, 3|
   Marotta, SteprwitP.. and Rfcteid D. Sheardy.
   "Mg2+/K+ Induced Saw-Assembly of G-Rldt DMA OI-
   gomers Into High Molecular Weight Species." Ameri-
   can Chemical Society Preprint of Papers, Division of
    Environmental Chemistry 34, no. 2 (August 1994):
    408-409. Presented at the 208m ACS National Meet-
    ing, Washington, August21-25,1994. [BHCat. Bto; 3]
    Rotman. David. "The Quest for Reduced Emissions.
    Greener Processes."  ChernJca/iyee/t153(7/14JuJy
    1993):  117-118.  [AHF/R. Bto. CS. 11
 I.E  DEVELOPMENT OF NEW,
     NON-BIOLOGICAL CATALYSTS
Arzoumanidis, Gregory G., and Nicholas M.
Karayannis. "Fine-tuning Polypropylene."
Chemtech 23 (July 1993): 43-48. [A] [Cat, CS, 3]
Bao, Rong, W. Scott Dodson, Thomas C. Bruton,
and Yuzhuo Li. "New Applications of Photoiriduced
Redox Reactions on TiO2 in Organic Synthesis."
American Chemical Society Preprint of Papers,
Division of Environmental Chemistry 34, no. 2
(August 1994): 411-415. Presented at the 208th
ACS National Meeting, Washington, August 21 -25,
1994.  [A] [Cat, CS, 3]
Bell, A.T., L E. Manzer, N. Y. Chen, V. W. Weekman,
L. L Hegedus, and C. J. Pereira. "Protecting
the Environment Through Catalysis." Chemical
Engineering Progress 91 (February 1995):  26-34.
[B]CaLT/R,CS,2]
Chynoweth, Emma. "Shaping Environmental Solu-
tions With Clay-Based Catalysts." Chemical Week
 148 (26 June 1991): 57-58. [Bl [Cat, CS, 21

 Clerici, M. G., G. Bellussi, and U. Romano.
, "Synthesis of Propylene Oxide From Propylene and
 Hydrogen Peroxide Catalyzed by Titanium Sitealite."
 Jou/TW/o/Caia/xsa 129 (1991): 159-167.
 [Al[Cat,bpt,CS, 31
 Clerici, Mario G., Patrizla Irigailina, and Luigi Rossi.
 •Clean Oxidation Technologies: New Prospects in
 the Epoxidation of Otefins." American Chemical
 Society Preprint of Papers, Division of Environmental
 Cnemfetry 34, no. 2 (August 1994):-325-327.
 Presented at the 208th ACS National Meeting,
 Washington, August 21-25,1994. [Al [Cat, CS, 31

  Dartt, Christopher B,, and Mark E. Davis. "Catalysis
  for Environmentally Ben^nProcessing."  Industrial &
  Engineering Chemistry Research 33^ no. 12 (1994):
  2887-2899. [Al [Cat, CS, 31                   ,

  Dwyer,F.G., P.J. Lewis, and F.H. Schneider.
  •Efficienti, NonpoUuting Ethyteenzene Process."
  Chemical Engineering 83 (5 January 1976): 90-911.
  PHCat.CS.31
" Eptthg. Gary A., and Qingxi Wang. "Preparative
   Reactions Using Visible Light High Yields From
   Pseuctoetactricochemical Transformation." \nBenign
   by Design: Alternative Synthetki Design for Pollution
   Prevention, edited by Paul T. Anastas and Carot A.
   Farris. 65-75; Washington: American Chemical
   Society, 1994. [AHF/R, Cat, Econ, 31

-------
      , Joseph. '
                       Critical to Benign
Rotman  David. "Successes Emerge in Search (or
Ser'pScesses." Chemical Week 1 51 (9 Decem
ber 1 992):  66. [A]. [Cat, CS, Econ, 2]
News 72, no. 7 (14 February 1994): 22-30.
[A] [Cat, CS, 11
Haoaln Joseph. -Catalytic Process Cuts Isobutene




no. 16 (18 April 1994): 5. [A] [Cat, OS, 3]


                ^
 to          Safer Chemicals, edited by Roger L.
 Gand -Stephen C. DeVitc ^Wash,n^on:
 African Chemical Society, scheduled tobePf-
 nsrHtd in fail 1995. For infonnation, call the ACS at
 (202)8724564. [BltT/R.21
                 '
 Johnson, Roy, and'eany Sharply.
 Asymmetric Epoxldatton of Altaic Alcohols. In
 CataJytic Asymmetric Syntheses, edrted by I. Ojima.
 •          VCHInc.,1993.  [AHOpt.21
               . •Predicting Rates of Cytochrorhe.
  P4Med Bioactivatkjn, and its Application to
  inf ormatlon, ca!
  [Bl[t/R,SAR,CS,3]
Tundo, Pietro, Carlos Alberto Marques
Selva  "Selective Mono-Methylation of Arylaceton -
triles and Methyl Arylacetates by Oimethylcarbor,ate:
A Process Without Production of Waste." Amencan
Chemical Society Preprint of Papers  DMStonof
Environmental Chemistry 34, no. .2 ^August 1994).
336-339. Presented at the 208th ACS National
Meeting, Washington, August 21-25; 1 994.
[A] [Sol, CS, 3]        '
IIP  MISCELLANEOUS ALTERNATIVE ROUTES
AND ALTERNATIVE CHEMICALS

 -Applications of Electrochemical. Synthesis , 'of Organ-
 4PShowPromfce.' Chemical W **»""* N*»S
 63, no. 2 (14 January 1985): 29-31. [AJ [F/R,
 Bolzacchinl, Ezto, Anna Maria Brarnbilla.
       Ortandl, and Bruno Rlndone.  The
  With Dtoxygen." American Cherrocai ^y™^
  ^print of Papers. Division of Environmental Chemsty
  34no. 2 (August 1994):  355X358.  Presented at the
  208th ACS National Meeting, Washington, August
  21-25,1994. [A] [F/R, CS, 3]
                      (,a0dJ.J.Ma|. •App*aJk>ns
            p^^
           AE!^21-25.1994. PHCat.3].
   Marizer, Leo E. 'Chemtetry and C?^
 ' Environmentally Safer r™**'*
  Borman. Stu. 'Aromatic Amine Route L «....-..
  nSS Safer." Chemk* & EnajneerirgNewsn,
  no. 48 (30 November 1992): 26-27, [AHCS.31
  But*. Robert R., and Takashl KashiwagL -Silfcones
  and SBfcone Additives for Improved FImpertot-
  mance." American ChemicalSodefy'Preprint of

   Papers. P^^fff^pS^^e.
   2^(ACSlNational'Meeting. Washington, August
   21-25,1994. [AHEU,CS,3J
   Chapman, OrvSlteL.
   . _ _ *-__._I*»A e*%f»«fc«ui
    r'iBvcriiM'wt «**««*^'~ **y
    Farris, 144-154.  Washington:
    Society, 1994. [A] [Cat, Opt, 21
    Maxwell, I. E., and J. E. Naber. -New and' •rnproved
    Catalytic Processesifor Clean-Pueto. ^^L*8^
    lifters 12 (1992):  105-116. [Al [F/R. Cat, CS, 3]
                                                   1994. tAl{F/R,CS,*Econ,31

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•Czekaj, C. L, K., A. High, G. H..Laule, and    . ,,  ...
 L L. Phegiey.  'Waste Minimization and Elimination
 in Industrial Process Chemistry: The Case of   •_
 Sulfolane." American Chemical Society Preprint of
 Papers Division of Environmental Chemistry 34, no.
 2 (Augusf 1994): 232-233. Presented at the 208th.
'ACS National Meeting, Washington D.C., August 21-
 25, 1994. [II.FT.       .       •
 DeVito^Stephen C. • "Designing Safer Nitrites."
 In Designing Safer Chemicals, edited by Roger L.
 Garrett and Stephen C. DeVito. Washington:'
 American Chemical Society, scheduled to be pub-
: lished in fall 1.995.  For information, call the ACS at
 (202) 872-4564. [B] (T/R, SAR, 2]  ,  .
 DiCarlo, Frederic J. "Designing Safer Carboxylic
 Acid." In Designing Safer Chemicals, edited by   :
 Roger L Garrett and Stephen C. DeVito. Washingr
 ton: American Chernical Society; scheduled to be
 published in fall 1995. For information, call the ACS
 at (202) 872-4564.  [Bl [EU, 21

 Flam, Faye. "Laser Chemistry: The Light Choice.'
 Science 266 (14 October 1994): 215-217.
 [A][0pt,31
 Haggin, Joseph. "New Processes Target Methanol
 Production, Off-gas Cleaning." Chemical & Engi-
  neering News 72/no." 13 (March 28,1994): 29-3T.
  [A] [F/R, CS, 3}                             ,
  Hall, Nina.  "Chemists Clean Up Synthesis WHh One-
  Pot Reactions " Science 266 (7 October 1994): 33-34.
 . [A] [Sol, Cat, Opt, Bio, 31
  Harris, N., M. W. Tuck, and Davy McKes. "Butanedlot
  via Maleic Anhydride/ Hydrocarbon Processing€»r
  no. 5 (May 1990):. 79-62. [A} [F/R, CS, "Econ, 3}
  HendershoVDennis C. "Cheirtstty-The Kefc
  to Inherently Safer Manufacturing Processes,"
 'American Chemical Society Preprint of Papers^
   Division of Environmental Chemistry 34, no. 2
   (August 1994V: 273-275. Presented at the 208th
   ACS Natiorkl Meeting Washington, Augu3t21-25, .
   1994. [CI[Sc4;CafcT/R,CSr3]      •
   Kraus, George&, MasayuWWrihaira, andYusheng
   Wu.  "APhotcx^emtealAttemativetotheFriedefc
   Crafts Reaction." In Benign by Design: Alternative
   Synthetic Design for Pollution Preventfoa edited?
   by Paul T. Anastas and.Carol A, Farris»76-83i
   Washington: American Chemical Society, 1994.
   [A] [F/R, CS, 31
Misono, Makoto, and Toshio Okunara.  "Solid   ,
Superacid Catalysts." Chemtech 23 (November
1993): 23-29.. [A][Cat, 3]              ^

Nikles, David E., Alan M. Lane, Song Cheng, and
Hong Fan. "Pollution Prevention in the Magnetic
Tape Industry:  Waterbome Coating Formulations
for Video Tape Manufacture." American Chemical
Society Preprint of Papers, Division of Environmental
Chemistry 34, no. 2  (Augusf,1994): 417-418,
Presented at the 208th ACS National Meeting,
Washington, August .2 1-25, 1994. [A] [Sol, EU, CS; 3]
Sheldon, Roger A. "Consider the Environmental
Quotient." Chemtech 24 (March 1 994); 38-46.
[C] [CS, "Econ, 31                     ,
Sherrington, David C. Torymer-Supported Systems:
Towards Clean Chemistry?" Chemistry and Industry
no. 1(7 January 1 991): 15-19. [AHCatSl   .
Sieburth, Scott McN. "Isosteric Replacement of
Carbon With Silicon  in the Design of Safer Chemicals/
In Designing Safer Chemicals, edited by Roger L
Garrett and Stephen C. DeVito. Washington:
American Chemical Society, scheduled to be pub-
lished in fall 1995. For information, call the ACS at
(202)872-4564. [BHEU.3]
Snider, Barry B., and Bridget A. McCarthy. "Mn(lll)-
Mediated Hectrochemical Oxidative Free-Radical
Cydizations."  In Benign by Design: Alternative
Synthetic Design for Pollution Prevention, edited
by Paul T. Anastas and Carol A. Farris, 84-97.
Washington: American Chemical Society, J994.
 Stem, Michael £ "Nucieophillc Aromatic SubstiteJ-
 tion for Hydrogen: New HaiWe-Free Routes for
 Production of Aromatic Amines." \nBenignby
 Design- Alternative Synthetic Design for Pollution
 Prevention, edited by Paul T. Anastas andCarol A.
 Farris; 133-143. Washington: American Chemical
 Society, 1994.
  Stem, Michael K., and Brian K. Cheng. "Amination
  of Nitrobenzene .via Aromatic Substitution for Hydro-
  gen: Direct Formation of Aromatic Amide Bonds"
  Joumalof Organic Chemistry 58 (1993): 6883-,
  6888. [A1I21
  Stem. Michael K, Brian K. Cheng, Frederick D, •.
  Hiteman, and James, M. Allmart "A New Route to 4-
  Amlnodlphenylamlne via Nucieophillc Aromatic
  Substitution for Hydrogen: Reaction of Aniline and
  AzobenzeneJ* Journal of Organic Chemistry 59
  (1994): 5627-5632. [A1CRR.2]
                                                                                         AuguM1995
                                                                                                   13

-------
 Stem, Michael K., Fredrick D. Hileman. and
 James K.Bashkm.  -Direct Coupling of Aniline and
 Nitrobenzene: A New Example of Nucleoph He
 Aromatic Substitution for Hydrogen. Journal or m
 Amencan Chemical Society 114(1992):
 [A] [F/R, CS, 3]
« Stinson, Stephen.  "Cleaner Routes Found to Rubber
 Anttozonants.' Chemical & Engineenng News 7i,
 no. 36 (6 September 1993): 30-31. [A] [CS, 3j
 Sundaresan, Sankaran, Michael Simpson, and
 James Wei. "Alkylation of Isobutane With 2-Butene
 Over Zeolites."  American Chemical Society Prepnnt
 of Papers, Division of Environmental Chemistry^,
 ho. 2 (August 1994):  236-237. Presented at the
 208th ACS National Meeting, Washington, August
 21-25,1994. [A] [Cat, CS, 3],
  Sundeff. Mats J., and Jan H. Nasman. "Anchoring
  Catalytic Functionality on a Polymer.  ^ernfecn a
  (December 1993): 16-23. [A] [F/R, Cat, Opt, 31

  Tanto. James M., and Joseph F. BJackert..  .
  myfaromatfcs in Supercritical' Cajbor^to^de,
  Sctax»263 (January 14,1994): 203-205. [A][Sol, 31
  Wilson, Sharon. Teroxygen Technology in the
  Chemical Industry.'  Chemistry and Industtyrn. 7
  (4 April 1994): 255-258. [Al [F/R, 'Econ. 21
  Zhang, Zhouyao, Min J. Yang, and Janusz
   Pawlfezyn.  "Solid-Phase Mfcroextraction:
   Free Alternative for Sample Preparation/
   Chemistry 66 (1  September 1994):
   [A] Sol, 31

   III. Computer or Mathematical Modeling

   Anastas, Paul.T., J.
   DaVito. "Computer.-
   •Design for Pollution Pr
      	*_t r^.^_.*.«.«h*1*«vh AtiMt
                                           Bodor, Nicholas. "Design of Biologically Safer ^
                                           Chemicals Based on' Retrometabolic Concepts.
                                           \nDesigning Safer Chemicals, edited by Roger L
                                           Garrett and Stephen C. DeVito. Washington:
                                           American Chemical Society, scheduled to be pub-
                                           lished in fall' 1995. For information, call the ACS at
                                           (202) 872-4564. [B] U/R, SAR, CS, 3]
                                           Bodor, Nicholas.  "Soft Drugs: Principles and    '
                                           Methods for the Design of Safe Drugs.  Medicinal
                                           Research Reviews 4, no. 4 (1984): 449-469.
                                           [C] [Opt, SAR, 2]
      Protection Agency." In
Alternative Synt^0^*
edited by PaulT. *******l'
184. Washington: Aimiican Chemical Society,
1994. [Cl[Sim,3J
&tUi«  M W -structurerActttfityRelaiJonshlpspf
             Lrican O^m^S^^p
 of PapWs. D/vfeton;bf Envimnmental Ch&nsOy^,
 no,i (August 1994):' 377-378. Presented attfw
 208fii ACS National Meeting, Washington, August
• 21-25,1994. 1C] [T/R,SAR,CS. 31
 BaumeUrwinP. "Design of Safer Chemicate-^n
 EPA Goal.B  DnjgMetai»/femftevjewsl5,nQ.3
 (1984): 415-424. [CUSAR.21
Casanova, Joseph.  "Computer-Based
Modeling in the Curriculum/ Journal of Chemcal
Education 70, no. 11 (November 1993): 904-909.
[B] [Sim, 2]
DeVito, Stephen C.  "Using Structure-Activity Rela-
tionships for the Design of Safer Chemicals. In
Designing Safer Chemicals, edited by Roger L.
Garrett and Stephen C. DeVrto. Washington:
American Chemical Society, scheduled o be pub-
lished in falM 995. For information, call the ACS at
(202)872-4564.  [BHSAR.CS, 21
Hansch, Corwin. "The QSAR Paradigm in the
Design of Less Toxte Molecules.- Drug Metabolism
 Reviews 15, no. 7 (1984-85):  1279-1294.
 [Bl fT/R, SAR, 21          .
 Hendrickson, James B. The SYNGEN Program for
 Teaching Alternative Syntheses." American Chemi-
 cal Society Preprint of Paoe/s, Divjsionof Bwon-
 mental Chemistry!*, no. 2 (August 1994):  1(33-185.
 Presented attiw 208th ACS National Meeting,
 Wa1Sn1ton;A^ust21--25,1994. P[Sim,CS,21
  Milne George W. A.* and Shaomeng Wang. 'Use of

  ccK.^SS^l'SS^Un
  C DeVito. Washington:  American ChemicaUaoci-
  etv  scheduled to be published in fall 1995. For
  Kaiton, call the ACS at (202) 872-4564.
  PUT/R,SAR,CS,21

  XS&S2S3£tt£Z&
                                                                                         52+.
                                                  rjBl[Cat,SJm»31
                                                  Rotman. Davkt -Molecular Modeling Takes ori
                                                            Chemical Wee/c147 (17 Octobar 1990):
                                                  28,30. [BHSim,1l

-------
Stone J Eric, Paul T. Anastas, Stephen C. DeVitp.
•Using Computer .Assisted Organic Synthesis in the
U.S. Environmental Protection Agency's Premanu-
facture Notification Program: A Case Study -in . .
Pollution Prevention.' American Chemical Society
Preprint of Papers, Division of Environmental Chem-
istry^, no. 2 (August 1994): 221-223. Presented
at the 208th ACS National Meeting, Washington,
August 21-25, 1994. [A] [Sim, 3]             '
Timbertake, Dennis L, and Rakesh Govind. "Expert
System for Solvent Substitution.' American Chemi-
cal Society Preprint of Papers, Division of Environ-
mental Chemistry 34, no. 2 (August 1994): 215-217.
Presented at the 208th ACS National Meeting,
Washington, August 21 -25, 1994, [B] [Sol, EU, CS, 3]

Veith, Oilman D., David De Foe, and Michael Knuth.
•Structure-Activity Relationships for Screening
Organic Chemicals for Potential Ecptoxidty Effects.
Drug Metabolism Reviews 15, no. 7 (1984^85):
1295-1303.
 l.  POLLUTION PREVENTION:
     RELATED PROGRAMS

 Ainsworth, Susan . J.f and Ann M. Thayer. "Chemical
 Manufacturers Welcome Challenges of Product
 Stewardship." Chemical & Engineering NewsTi
 (17 October 1994); 10-31. IC11EU,CS, 11

 Amato, Ivan. The Stow Birth of Green Chemistry.'
 Science 259 (12 March 1993): 1538-1541.  IPltfll
 Gavanaugh, Margaret A. "NSF» Environmental
 Research in the .Chemical Sctenceat EnvironmentaBy :
 Benign Synthesis and Processing Program.' Amerh
 c^ Chemical Society PreprM^Papoa, Division of
 Environmental C«efrislry 34, no. 2 (August 1994fc
 224. Presented at the208ttv ACS National Meeting.
 Washington, August21-25i 1994.  iq [11

  Farrjs, Carol A.. Harold E. Podall, and PaulT.
  Anastas. «Meinaliv*Svntheses and Other Source
  Reduction Opportunities for Premanufacture Notifica-
  tion Substances atthe U.S. Environmental Protection
  Agency-" to Benign by Design: AltomaBw Synthetie
  Design for Pollution Prevention, edited by Paul T.
  Anastas and Carol A. Farris, 157-165.  Washington:
  American Chemical Society, 1994. [Cl [CS, 3f
  Ram, Faye. "EPA Campaigns for Safer Chemicals."
  Science 265 (9 [September 1994): 1519.
  [BirT/R,EU,1l
Hancock, Kenneth G., and Margaret A. Cavanaugh.'
"Environmentally Benign Chemical Synthesis and
Processing for the Environment." In Benign by
Design: Alternative Synthetic Design for Pollution
Prevention, edited by Paul T. Anastas and Carol A.
Farris, 23-30. Washington: American Chemical
Society, 1994. [C][1]       ; .'  >   .  .      ,
Mitchell, James W.  "Alternative Starting Materials for
Industrial Processes." Proceedings of the National
Academy of Sciences, USA 89 (February 1992):
821-826.  [CJ [F/R, T/R, 1]
Moss, Ken, and Ray Kent "Chemical Categories In
EPA's New Chemicals Program."  American Chemi-
cal Society Preprint of Papers, Division of Environ-
mental Chemistry34, no. 2 (August 1994): 285-288.
Presented at the 208th ACS National Meeting,
. Washington, August 21-25,1994.  LC][3]
Thayer, Ann M. "Growing Exchange of Information
Spurs Pollution Prevention Efforts.* Chemical &
 EngineeringAte*w71,no.30(26 July 1993):  8-25.
tcitcs,2i           :..
' Tobin, Paul S. •Risk Management Through Inher-
ently Safe Chemistry.' American Chemical Society
 Preprint of Papers, Division of Environmental Cftem-
 istry 34, no. 2 (August 1994):  268-270. Presented.
 at the 208th ACS National Meeting, Washington,
 August 21-25,1994. {Cl 12]
 United States Environmental Protection Agency.
 Office of Research and Development and Office of
 Pollution Prevention and Toxic Substances; and the
 National Science Foundation. Proceedings Docu-
 ment  Workshop on Green Syntheses and Process-
 ing in Chemical Manufacturing. EPA/BOO/R-94/125
 Washington: EPA, October 1994. (For a free copy,
 call the NCEPI at 513-891-6561.) [B] (Bio, Sim. CS, 31

 Watts, Daniel J. "Emission Reduction Research
  Center Pollution Prevention in Batch Chemical,
  Processing Through Selection of Synthesis Condition
  and Process Design.' tmerican Chemical Society
  Preprint of Papers, Division of Environmental Chem-
  &&y34; no. 2 (August 1994): 220. Presented at the
  208th ACS National Meeting, Washington, August
  21-25,1994. [AHSd, Sim, CS, 21
  WSifiamsocv Tracy C.. and PaulT. Anastas.Incorpo-
   rating Alternative Synthetic Pathway Design Into the
   Synthetic Chemistry Curriculum: EPA Perspectives.'
   Arnerican Chemical Society Preprint oi'Papers, DM-
   sion of Environmental Chemistry 34, no. 2 (August
   1994):  177-178.  Presented at 2Q8th ACS National
 ',  Meeting/Washington, August 21-25,1994. [Cl [21
                                                                                    RMOWCCUSfll
                                                                                        Augwt199S
                                                                                                 /5

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V. Overviews or General Discussion

Anastas, Paul T. "Benign by Design Chemistry/
in Ben,gn by Design: Alternative S^theto Design
for Pollution Prevention, edited by Paul T., Anastas  ,
and Carol A. Fams. 2-22. Wash.ngton:  Amencan
Chemical Society, 1994. [C] [1 ]
Anastas Paul T., and Carol A. Farris, eds'. Benign
by Design: Alternative Synthetic Design for Pollution
Prevention. Amencan Chemical Society Symposium
Series, no. 577. Washington: American Chemical
Society, 1994.  [C] [CS, 2]
Ariens, E. J. Drug Design. New York, Academic
Press, 1980. [Cirj/R,EU,2]
Boathting, Robert S. "Designing Biodegradable
Chemicals.- In Designing Safer Cne/n/cafe, edrted
 by Roger L. Garrett and Stephen C. DeVito.
 Washington: American Chemical Society, sc
 to be published in fait 1995 ^ff^Sfea 31
 ACS at (202) 872-4564. PI FJ/R. Bto, EU, CS, 3]
 ClarkB Eric A. -Evaluation of th» Molecular Design
 Approach in the Development d- NM'Dyes." Drug
  Mstalxj^m Reviews 15, nos. 5 4 6 (1984):  997-
  1009. PHSAR.CS, 31
                                             Garrett Roger L.  "Designing Safer Chemicals:
                                             fNew Approach to Pollution Prevention." In Des,gn-
                                             ing Safer Chemicals, edited by Roger L Barrett and
                                             SteohenC  DeVito. Washington: Amencan Chemical
                                             IS scheduled to be published in         p-
                                             information, call the ACS at (202) 872-4564.

                                             Garrett, Roger L, and Stephen C. DeVito, eds.
                                              Designing Safer Chemicals. Wash.ngton: .
                                              American Chemical Society, scheduled to be
                                              published in fall 1995. For information, ca the
                                              ACS at (202) 872-4564. [B] (T/R, SAR, EU, 2]
Dambach, Barry F.
Into Design for Environment (DfE).
Chemical Society Preprint of Papers
Environmental Ctemfeiry 34, no. 2
239-242.  Presented at^^o
Meeting, Washington, August21-25, 1994
 DeVtto, Stephen C.
 Design of Safer Chemicals:
                   ^
                 Garrett and. Stephen C
' Waaiiniyiuii. n«ti«i«»—• —• —
 to be published in fat 1995.
 ACS at (202) 872-4564. PI FJ/R.
 Drexter,
                  I.EU.;
•Molecular Manufacturing: A
        Joseph. -Principtee
      DeSglifor Environment'
  toctoty Sprint of Papen. Dt
  Cftan^fty 34, no. 2 (August 1994):
  Presented at the 208th ACS National Meeting,
  Washington, August 21-25. 1994. [C] [21
                                              Hirschhom. Joel S. "Enabling
                                              of Industrial Pollution Prevention." .
                                              cat Society Preprint .of Papers, Division
                                              .SS?SL«£y 34,.no. 2 (August W 266 ^267.
                                              Presented at the 208th ACS National Meeting,
                                              Washington, August 21-25, 1994. [C] [2]
                                              Hlman, Deborah L. "Green1 Tefchnotogy Presents
                                              Challenge to Chemists.' Chemical &. engineering
                                              Wews 71. no. 36 (6 September 1993): 26-30.
                                              1C] [Sim, CS, 1]
                                                   n Deborah L 'Environmentally Benign Chemte-
                                                                                e//r
                                                    no. 36 (5 September
                                22-27. [CHBto, 11
                                         Abe, Daniel Lin, Dorothy Cannon, and C-
                                                                    American
                                Environmental Cftemtsfty 34,
                                271-272. Pr
                                   -.
                                 Meeting. Washington. August2l-€S, 1994.  iqiCS.31
                                 Newman. Alan:
                                 mental Scfence A Technology 28. no.
                                                  Newaome, Larry D.
                                                  •Reducing/——'
                                                         • In
                                                                                        be
                                  o             en*sodety, scheu
                                 SlshS in fall 1995. For information. caB«Hi ACS
                                  at (202) 872-4564. PI [T/R. EU, 31
                                  Richman JackE. The Rational Design of /Active
                                  Ste SysS- American Chemical Society Preprint
                                  Tp^D^^Envi^rnenl^a^^
                                  no 2(Auaust 1994): 404-407. Presented at the
                                  S^t( J^Sutonal Meeting. Washington, August
                                  21-25,1994. PI [Cat, CS. 3|

-------
 Rotman. David.  uChemi§is Map Greener Synthesis
 Pathways."  Chemical Week 153 (22 September   .
 1993):  56-57.  [C] [CS, 2]      .
 Spitzer, Martin A. "EnvironmentalAccounting."
 American Chemical Society Preprint of Papers,
 Division of.Environmental Chemistry.34, no. 2
 (August 1994):  -247, Presented at the 208th ACS
 National Meeting, Washington, August 21-25,1994.
' [C] [Econ,'2] '             •   '   ;
 Trogler, William C., John  D. Simon, and Harry Gray. f
 "Integrating  Environmental Chemistry Into Introductory
 Chemistry for Majors and Nonmajors." American
 Chemical Society Preprint of Papers, Division of
' Environmental Chemistry 34, no. 2 (August 1394):
 182. Presented at the 208th ACS National Meeting,
 Washington, August 21-25,1994^ [C] [2]   .
 Trbst, Barry M.  "the Atom Efficiency—A Search for
 Synthetic Efficiency."  Science 254 (Dec. 6,1991):
 1471-1477. [A] [Opt, 2]
 United States Environmental Protection Agency,
 Office of Research and Development.  Guides to
 Pollution Prevention:  Research arid Educational
 Institutions. EPA/625/7-90/010 Washington: EPA,
 June 1990.  (To obtain a free copy, cajl NCEPI,
 513-891 -6561.) [C][1]               .
 Wallace, Michael J. "A Company Program to
 Introduce Pollution Prevention (P2) Concepts
 Into Chemical  Process Development" Ame/fcan
 Chemical Society Preprint of'Papers, Division of
  Environmental Chemistry 34, no. 2 (August 1994):
 201-202.  Presented at the 208th ACS National   .
  Meeting, Washington, August 21-25,<1994,
  [C][CS,2]                   .-•>••--•.--- ;--

  Periodicals/Publishers

 'ChemEcology      -            .
  Chemical Manufacture** Association
  2501 M Street NW
  Washington, DC 2003F
  (202) 887-123SK    -.
  Contains stories about industry pollution prevention
  initiatives, current issues in.the policy arena, science
  education, new technologies, and recent trends in the
   environment, health, and safety field; It is published
   nine times a year, with most of its 75,000 circulation
  "going to educators for use in the classroom,- Other
   subscribers include certain CMA member company
   employees, government officials, environmental
   inCerest groups/ and reporters.
Chemosphere        '   •
ElsevierScience.lnc.               .     .    .    .
660' White Plains Road     ...    .      •  .
Terrytown, NY  10591-1513          -'        :
(914),524-9200          '            ,   '
fax(914)333r2444        .
An international, multi-disciplinary journal written to.
cover issues pf environmental protection, health, and
safety. Critically reviews new areas of environmental
protectioa Covers new developments, current research,
books, meetirigs, industrial practices, and government
decisions.  Articles under the topic "Environmental  •
Chemicals and Analysis" will investigate composition
of industrial products, production, and synthesis of
chemicals and their properties. Audience includes
environmental scientists, chemists, chemical engineers,,
biologists, lexicologists.             .-. '        _ •


Clean Fuels Report               -V  •          ,
P.O. Box 649    -                                .
Niwot,CO 80544
(303)652-2632
A business and technical journal devoted to clean-
burning alternative transportation fuels.  Covers
worldwide activities concerning compressed natural
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ethanol, biofuels, hydrogen, reformulated gasoline,
and electric vehicles. Each issue contains ah update of
government regulations pertaining to alternative trans-
portation fuels at the federal, state, and local levels.
The journal is published five times per year at $395.


 Environmental Toxicology & Chemistry
 Elsevier Science, Inc.
 660 White Plains Road
 Terrytown, NY 10591-1513
 (914)524-9200
 fax (914) 333-2444   •.'.'.
 The official journal pf me Society of Environmental
 Toxicology and Chemistry.  Geared toward professionals
 in education, industry, and government who are con-
 cerned about environmental toxicology and chemistty.
 Contains integrative articles involving organic, environ-
  mental and analytical chemistry; ecology; toxicology;
  biology; and economics^ •          ".•'..
                                                                                         RMOuraUsi'13
                                                                                            Augutt1995

-------
Online Services
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° ctemicai Abstracts Serv.ce Source Index
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phone: (804)924-3512
e-mail: fac6q@virginia.edu

Thomas Dunn
Chemistry Department
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University of Michigan                •
'Ann Arbor, Ml 481 09-1 055
Phone:(313)764-7333
e-mail: tomozdun@umich.edu
                    . Sciences and Engineering
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 University of North Carolina - Chapel Hill
 CB#7400, 106 Rosenau Hall
 Ghapel Hill, NC 27599-7400
 phone: (919)966-1024
 fax:  (919)966-2583
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  phone: (617)253-5081
  fax:  (617) 253-0354       .
  e-mail: mmolinaamit.edu

-------
Steve Pedersen
Department of Chemistry        ,
B84 Hildebrand 1460
University of California-Berkeley
Berkeley. CA 94720-1460
phone: (510) 642-9146
e-mail: pedersen@cchem.berkeley.edu

W.Harmon Ray  '
Department of Chemical Engineering
University of Wisconsin-Madison
-1415 Johnson Dr.
Madison Wl 53706
phone: (608)263-4732
e-mail: ray@engr.wisc.edu

Samuel P. Sawan
Department of Chemistry
University of Massachusetts, Lowell
One University Avenue.
Lowell, MA 08154-2881
phone: (508) 934-3680
fafc (508)943-3028
e*naik sawans9woods.uml.edu

AtecScranton
Department of Chemical Engineering
Michigan State University
A202 Engineering Building
East Lansing Ml 48824-1226
phone: (517) 353-3516
fax: (517)336-1105
e-mail: scrantonOegr.msu.edu
 Leverett Smith              •
, Department of Chemistry ,
 Contra-Costa College
 2600 Mission Bell Drive
 San Pablo, CA 94806
 phone: (510) 235-7800, ext. 389     .

 Thomas Spird
 Chemistry Department  /
 Princeton University
 Princeton, NJ 08540
 phone: (609) 258-3907
 fax: (609) 258-6746
 e-maii: spiro@chemvax.princeton.edu

 James Tanko
 Department of Chemistry
 Virginia Tech   r
 107 Davidson HaJI
 Blacksburg, VA  24061-0212
 phone: (703)231-6687
                                                                                      Augu«199S
                                                                                                /f

-------
Organizations

American Chemical Society
1155 16th Street NW
Washington, DC 20036
phona: (202)872-4600
The Division of Environmental Chemistry in the
American Chemical Society (ACS) seeks to promote
research, disseminate information and improve educa-
tion and public awareness regarding chemistry of the
environment Symposium topics have inc!   >d benign
synthesis/design for the environment ana  . ..sign of
safer chemicals.

American Inst'rtuta of Chemists
SOlWythaSt
Alexandria, VA 22314-1917  .
 phona: (703) 836-2090    ,
 fax:(703)836-2091
 e-mal: 76744.2677Ocompuseive.coni  -
 Th* American Institute of Chemists (AIQ is a non-
 profit association that represents more than 5,O»
 chemists, chemical engineers and biochemists. Mem-
 bers keep* informed of developments in the chemical
 field through the AIC publication The Chemist. At
 moughnotdirectiyinvorvedwimpoUutionprevention,
 AIC will refer inquiries regarding pollution prevention
 In the chemistry field to an appropriate member.
Chemical Manufacturers Association
2501 M Street NW
Washington, DC 20037   .
phone: (202)887-1100
The Chemical Manufacturers Association (CMA)
requires all member companies to join the CMA-
sponsored Responsible Care Program, which includes
the pollution prevention code of management. t.MA s
mutual assistance program gives new members the
opportunity to link up with members who have been
successful in achieving their pollution prevention goals.
         •                                    K
National  Microscale Chemistry Center
Merrimack College •
N. Andover, MA 01845
phone: (508) 837-5137                      .      •
fax: (508)837-5017
 e-mail: msingrvarnerrirnack.edu
 The mission of the National Microscale Chemistry
 Center (NMC?) is to "implement the ideas of chiorucal-
 use reduction, air-quality improvement, exposure
 limitation, recycling, and waste reduction intoevery
 diemical worker's and every students minlong.
 NMC? has published numerous laboratory textbooks
 and manuals for nucroscate organk and inprgainic
 chemistry. Contact NMG1 for a list of publications.


  Synthetic Organic Chemical Manufacturers Association
  1330 Connecticut Avenue NW, Suite 300
  Washington, DC 20036
  phone: (202)659-0060
  the Synthetic Organk Chemkal Manufacturers Asso-
  ciation  (SOCMA) is currently developing a prc«ram
 •modeledafterC3^'sResrx«s*teCareProgram.    -
          's version of Responsfcta Care will be deigned
                     spedfk to SOCMA's members.

-------
Matrix   .

Themes:
I.  Incorporating P2 into curricula
II.  Less-toxic alternatives in synthesis
II.A.  Alternatives to phosgene
II.B.' Supercritical CO,
II,C;  D-Glucose
II.D.  Biocatalysis/biological reagents
H.E.: Non-biological catalysts
II.F.  Miscellaneous rbutesVchemicals
III. Computer/mathematical modeling
IV,  P2-related programs  ',   •
V.  Overviews/general discussion
Subject Classifications:
A = Alternative synthesis
B = Alternative chemical
C = Background info/gen, discussion
Audience Codes:
O Some elementary science
@ Undergraduate knowledge of science

® Advanced knowledge (faculty, etc.)
 Content Classifications:
 F/R Feedstock/Reactant
 Sol Solvent
 Cat Catalyst  ,
 Opt Optimization
 T/R Toxkaty/Risk Assessment
 SAR Structure-Activity Relationships
 Bio Biological
 Sim Computer Simulation
. EU End-Use
     Economic      •         ,
 CS Case Study    ,
 Ainsworth 4 Thayer
 Anastas 4 Farrii
 Ana*6w, Nkw, & D«Vtto
 AmW« (1994; "Dotgning
 And«rs(1994;"SAR».-If)
  Appltoations of Electro.

 Aresta
 Arzoumanidis & Karayanni*
  BaoetaJ.
  i,.™—.^^—^^*—
  Baumal
  Bartlni & Luehinat
  Bodor(1995)
  Bodor(1984>
  Bbethllng

  Boizacchinietat,>
  __B«^^BB«**«^«
  Borman
   Buch & Kashiwagi
   Caray&Caray
   Cavanaugh
   Chynoweth
                                                                                                       Augu*t199»

-------
Cleric!. Bellussi, & Romano
nielrici, Ingallina, & Rossi
         	          ••••"•
Combes, Guan, A DeSimone
Czekaj et al.
 DeSimone et ai.
 DeSimone, Guan, & Elsbemd
 DeVKo (1995; "Designing...")
             "General...")
 DeVUQ fl99S; "Using SABS.-")
                                             C  I F/R ' Sol  CatidptlT/BSSARJ
 u^u.^ A Frost (1991)           "-C
 Df«th»&Ffost(1990)	»^_
 Dnrth« & Frost (1994; "Environ...") U.C_
 Dralhs & Frost (1994; "Mterob^")* »•<
  Dntth»et«l.
  Dr»thstW>fd,&l
       tf      	
       f, Uwl«t & Schneider
  femsley
  Epllng & Wang*
  Farrts, Podall,
   Ftem (1994;
   Frost 'It
    Frost	
    Gargulak & Gladfefter
    Garret*
    Garmtt & DeVito
    1S«RwoureaUtt
    AuguKiaes

-------
                                                     Sot  Cat; Opt i TVR  SARj Bio ,i Sim  EU
CS
 Gassy Plastics."
Guan & DeSimorre
Haggin (1994; "Cat Critical
Haggin (1994; "Cat Gains...")
Haggin (1993; "Cat. Process ...")
Haggin (1994; "Direct...")
Haggin (1994; "New,..")
Hancock & Cavanaugh
Harris, Tuck, i McKee
         —
Hendershot
 Hendrickson
 Hirschnorn
 Illman (1993)
 Illman (1994)
 Jacobson &WUlingham
 Johnson & Sharpless
  Keoleian 4 BulWey
             •
  Komiyaetat.
  Krau»,Kirihara,&Wu
  Lee, Garces, &
  Marotta & Shaardy
  Maxwall & Nab«r
  McGhee.Yi.&RUey
   MeGha««ta|.
   MilrM&Wang
   Misono & Okuhara
                                                                                     RMOUIC*U«t>19
                                                                                        Augut19flS

-------
                                                               'T/R !SAR! Bio! SimiEU  CS
Mittelman etal
Moss & Kent
Newman
Newsome, Nabholz, & Kim
Nikies et at.
      —
Rlchman
Rltey, McGhee, & Waldman
Rotman (1993; "Chemists...")
Rotman (1991)
Rotman (1990)
 Rotman (1992) *
 Rotman (1993; "The Quest .„")
 Sawan, Shieh, & Su
 Sheldon *
 _
 Sharrington
 Stoburth
 Singh, Plte, & Saafran
 SIorv», AnaaUw, & DeVfto
 Snitter & McCarthy
  StalnfaW & B«m
  Stem&Chtng
  Stem «t al.
  Sum, Hltoman, &
  V««««B«*"**«>H
  Stinson
  Sund«ll 4 Nasman
Szafran. Singh, & Plk»
Tanko anil Blackart
              &§ad«ghipour  U.B
                             \\3
                              IV
   Tankortal.
   Thay«r
   Tlmb«rtak» & Govind

-------
'. • Theme
Trogler, Simon, and Gray V
Trost , . V
Tully ... 1
Tumas et al. H.B
f undo, Marques, and Selva 11.-E
U. S. EPA and NSF IV
U.S. EPA V
Veith, De Foe, and Knuth l»
Vellaccio 1
Waldman and McGhee H.A
Wallace V
Watts IV
Williamson and Anastas IV
W1l«on* B.F
	 a — : 	 . . . . .
Zhan$ Yang, and Pawiiszyn H.F
Zwaart, VenrMMsren, and d« Geldef 1
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               Pollution' Prevention
                        in Chemistry
                               EDUCATION
                                       Annotated Bibliography of Chemistry-
                                       Related Pollution  Prevention Sources

                                       Prepared by'Keltic. DuBayand Jason Schweitzer, NPPC Research Assistants',
                                       under the direction of Thomas Dunn, Professor, Department of Chemistry;
                                       Gregory A. Keoleian, Assistant Research Scientist, School of Natural Resources
                                      ' and Environment; and Nancy A. Osborn, 'Publications Manager, NPPC
                                       [Bracketed information indicates the -corresponding section in the Chemistry
                                       Compendium Resource list.]
Ainsworth, Susan J., and Ann M. Thayer. "Chemical
Manufacturers Welcome Challenges of Product
Stewardship." Chemical & Engineering News 72,
no. 42 (17 October 1994):  10-31.  [IV]
•Provides a detailed review of the chemical industry's
implementation of the product stewardship code from
die Chemical Manufacturers Association's Responsible
Care Program. Discusses industry initiatives to ana-
lyze product life cycles with involvement from suppli-
ers, employees, and customers. A section on greener
 products and processes specifically addresses alterna-
 tives to toMC substances in manufacturing.


 Amato, Ivan. The Stow Birth of Green Chemistry."
 Science 259 (12 March 1993): 1538^1541.  [IVJ
 Discusses chemists' role in environmental protection
 through:the discipline of environmental chemistry.
 Examines the historical reasons why the chemistry
 community has not embraced this field. Also touches
 on the relationship between the National Science Foun-
 dation and the U. S. Environmental Protection Agency
  in promoting greeachemistry reisearch,


  Anastas, PautT- "Barton by Design Chemistry* In
  Benign by Designs Alternative Synthetic Design for
  Pollution Prevention edited by Paul T; Anastas and
  Carol A. Farris, 2-22. Washington: American
  Chemical  Society, 1994; [VJ      .
  Provides a thorough introduction to me concepts of
  'pollution prevention, benign-by-desigs chemistry, and
   the important role die synthetic chemist plays in envi-
   ronmental protection^
Anastas, Paul T., and Carol A. Farris, eds.  Benign
by Design: Alternative Synthetic Design for Pollution
Prevention. American Chemical Society Symposium
Series, no. 577. Washington: American Chemical
Society, 1994. [V]
Developed from symposium sponsored by the Division
of Environmental Chemistry at the 206th national
meeting of the American Chemical Society, mcluded in
this book are original papers on benign chemistry that
discuss toob for assessment                  •

Anastas, PaufT., J. Dirk Mies, and Stephen C. DeVito.
"Computer-Assisted Alternative Synthetic Design for
Pollution Prevention at the U.S. Environmental Pro-
tection Agency." in Benign by Design: Alternative   .
Synthetic Design for Pollution Prevention, edited
by Paul T: Anastas and Carol A. Farris, 16&-184.
Washington: American Chemical Society, 1994. {Ill]
 Provides a comparison between three programs
 (CAMEO, LHASA, and SYNGEN) designed to assist
 in identification of benign synthetic pathways to
 commercial chemicals.                  :

 Anders, M.W. 'Designing Safer Chemicals:  Role
 of Bioactivation in Chemical Toxicity." American   !
  Chemical Society Preprint of Papers; Division of
  Environmental Chemistry 34, no. 2 (August 1994>:
  366-368. Presented at the 208th ACS National
  Meeting, Washington, August 21-25,1994* [II.D]
  Defines both receptor-and bioactivation-dependent
  toxicity and describes several mechanisms of the latter.
  Discusses the implications of safer chemical production
  based on the manipulation of bioactivation reactions.
   National PoHution Pmv**on c««w teHigftw Education-1Jniwiity crt.MkShigtn
                         y.AnnArOcirMI48109t-111S
                                AnnrtattdBibHographyl
                                         August 1995

-------
 Anders. M. W, -Structure-Activity Relationships of^
 Haloalkanes." American Chemical Society  reprtn
 of Papers, Division of Environmental chf™y(^>
 no 2 (August 1994): 377-378. Presented at the
 208th ACS National Meeting, Washington, August
 21-25  1994. [IH]
 n«»-   • musses generalizations, about the relationship,
' bTtween'ihe structure and metabolism of haloalkanes,
 specificallv monohalomethyt, dihalomethyl, and
 trihalomethyl groups.



 flews 63, rio. 2 (14 -January 1985): 29-31.  0I.F]   ,
 Explores the synthesis of ethylene glycol, explosives,
 ^T.±s and food additives through electrochemical
                                     en
'Q[UVIUUL1W»M * * •••—j — - -
sb is that new processes often kci^ «~~ --"-?'.
generate less waste while providing high selectivity.

ArasfeMleheta. "Perspectives of Utilization of Carbon

•^SUS^^S2-

 Washington, August 21-25,1994.  [II.B]
 Discusses the advantages of using carbon dio3^f

 "rovWeTevaluation criteria, present and future uses
 of carbon dioxide, and new synthetic procedures.


 Artens,E.J. DrugDtsign. New York: Academic -
  Press, 1980. IV]
  The toxlcity associated with every aspect oijrug. _
  design is discussed using several examples of pesticides
  — a life cycle assessment of drug manufacturing;

'  Aaoumanidis, Greyly, ami N^
  "Fine-tuning Poryprppylen< Chemtecft 23 (July 1993).
  43-48.  III.E]                        •    "
           -innovations in polyolefm catalysis for
            ., „ _r ^nunertial isotactic bolvpropyl
 Bao, Rong, W. Scott Dodson, Thomas C. Bruton,
 and Yuzhuo Li. "New Applications of Photoinduced
 Redox Reactions on TiOa in Organic Synthesis.
 American Chemical Society Preprint of Papers,
 Division of Environmental Chemistry 34, no. 2
 (August 1994): 411-415. Presented at the 208th
' ACS National Meeting, Washington, August 21-25,
 1994. [II.E]
 Describes a simple new method for photoinduced
 transformations of organic compounds using participate
 semiconductors as catalysts, specifically reductions
 of nitro compounds to hydroxylamines and azido.
 compounds to amintts.

  Baumel, Irwin P. "Design of Safer Chemicals-
  An EPA Goal."  Drug Metabolism Reviews 15, no. 3
  (1984): 415-424. [Ill]
  Explains in detail what structure-activity relationships
  are and how their evaluation is'relevant to the reduction
  of environmental burdens in chemical manufacrunng.
  Presents reviews of some EPA-funded projects that
  focus on structure-activity relationships.

  Bell A T., L E. Manzer, N. Y. Chen, V. W. Weekmart,
  L UHegedus,andC.J.Pereira. "Protecting the
  Environment Through Catalysis."  Chemical Engineer-
   ing Progress W (February 1995): 26-34. [II.E]
   Provides examples of novel catalytic technologies
   designed to produce chemicals and fuels that are less
   harmful to the environment This article addresses safer
  . products, toxic materials management waste minimiza-
   tion, fuel reformulation, and air pollutant control.
                                                    Bertini, Ivano, and Claudio Luchinat
                                                    Enzymes and Mechanisms." Amen
                                                    Society Preprint of Papers, Division - -----
                                                    cSlry 34, no. 2 (August 1994): 352-354,
                                                    Presented at the 208th ACS National Meeting.
                                                    Washington, August 21-25,1994. [II.D]
                                                     Discusses the implications of enzymatic mechanisms for
                                                     SSSU---52SSEK
   Examines the four generations ot«mmerewil~.ji'*-r/                               '-,,.««  rhomi.
   i*n* eatilvsts the fourth of which generation possesses   Bodor jsjjcnotas, "Design of Biologically Saier unarm-
   environmental benefit such as "full exploitation ofthe        ^   RetrometabOlic Concepts." In Design-
   SlvlnS^porymertoticmprocess.'- Includes industrial   JJ-^ Crtflmfcate, edited by Roger L. Garrettand
    examples of catalyst support preparation.              suwhan C. DeVitO. Washington: American cnerra-
                                                      ng a            ,
                                                      Stephen C.DeVrto. Washington: An«r«aiCherr«-
                                                                 scheduled to be published in fall 1995.
                                                                        the ACS at (202) 872-4564,
      2. Annotated BltoHognpny

-------
 Bodof, Nicnolas.  'Soft Drugs:  Principtes and
 Methods for the Design of Safe Drugs." Medicinal ,
,Hesearc/7flewews4,-no.4.(1984): 449-469. [ill]
 Discusses processes that optimize structure-activity
 and structure-metabolism relationships and presents
 case studies and background information on the evolu-
 tion of "soft" drugs.                  .'

 Boethling,  Robert S, "Designing Biodegradable  .
 Chemicals." In Designing Safer Chemicals, edited
 by Roger L.Garrett and Stephen C. DeVito.
 Washington: American Chemical Society, scheduled
 to be published in fall 1995.  For information on   .
 publication date,  call the ACS at (202) 872-4564.  [V]

 Bolzacchini, Ezio, Anna Maria Brambilla,
 Marco Orlandi, and Bruno Rindohe. The        .
 Bis(Salycilideneimino)Ethylenecqbalt(ll)-Cataiyzed
 Side Chain Oxidation of Lignin Model Compounds
 With Dioxygen,"  American Chemical Society Preprint
 of Papers; Division of Environmental Chemistry 34,
 no. 2 (August 1994): 355-358. Presented at the
 20fth ACS National Meeting, Washington, August
 21-25,1994. [II.F]
 Discusses  the problems of current pulp and paper
 chlorine bleaching processes and describes an alterna-
 tive bleaching process that uses a metal-centered system
 and dioxygen. The by-products of this alternative
 process are examined with a lignin model.


  Borman.Stu.  "Aromatic Amine Route Is Environ-
  mentally Safer."  Chemical &  Engineering News 70,
  no. 48 (30 November1992):  26-27. [11.FJ  :      ,
  Describes a new reaction for producing two
  intermediates in the production of rubbe? antioxidants:
  4-nitrodiphenylamine and 4^rdtrosodiph«nylanune
  This new reaction generates less halogenated waste.


   Bradley,  David. "Solvents Get the Big Squeeze/
   New Scientist "(43 (SAugust 1994): 32-35. |1I.B1
   A report on advance* in green chemistry achieved
 .  through  the use of supercritical fluids (SCFs). Dis-
   cusses the properties, applications, arid environmental
   benefits  of SCFs, particularly wa*er> carbon didxide>
   randxerion;.  Examines me work that J. DeSimone and
   M. Poliakpff have done with supercritical COj. Provide*
   an easy-to-understand history and explanation of
    supercritical fluids.'           .
•Such, Robert R., and Takashi Kashiwagi.  "Stlicones
 and Silicone Additives for Improved Fire Performance." ,
 American Chemical Society Preprint of Papers,
 Division -of Environmental Chemistry 34, no. 2
 (August 1994): 277-279.  Presented at the 208th
 ACS National Meeting, Washington, August 21 -25,    ,
 1994. [II.F]   .               :
 Examines the problems of halogen-based .fke retardant
 .agents currently used in the plastics industry: Provides
 a ,listing of alternative fire retardants and discusses the
 benefits of silicpne additives.


 Carey, Francis A., and Andrew F. Carey. ."Environ-
 mentally Benign Synthesis in the Introductory Organic
 Chemistry Lecture Course.* American Chemical
" Society Preprint of Papers, Division of •Environmental.
 Chemistry 34, no. 2 (August 1994):  180.  Presented
 at the 208th ACS National Meeting, Washington,
 August 21-25, 1994. [I]   .              ;  .
 Addresses the shortcomings of traditionat introductory
 organic chemistry courses in relation to environmental
 concerns. Points out that real-world issues involving
 economics and ethics in synthetic design may have a
 place in these courses.

 Casanova, Joseph.  "Computer-Based Molecular
 Modeling in the Curriculum."  Journal of Chemical
  Education 70, no. 11 (November 1993):  904-909.
 [HIJ
 .Provides a historical background of computer-based
  molecular modeling in structural chemistry and  .
  examples of computational exercises for an organic
  chemistry course. Describes the "early stages of
  routine use of theory to predicfljxucture and chemical
  behavior for classroom use from computer-based
  methods."               "

  Cavanaugh, Margaret A.  "NSFs Environmental
  Research in the Chemical Sciences:  Environmen-
  tally Benign Synthesis and Processing Program."
  American Chemical Society Preprint of Papers,
   Division of Environmental Chemistry 34, no. 2
   (August 1994): 224. Presented at the 208th ACS
   National Meeting, Washington, August 21-25,  1994.
   Provides a quick review of various research programs
   funded by the National Science Foundation mat target
   the reduction of toxic chemical*.
                                                                                    Annotated BiWogmphy * 3
                                                                                             August 1995

-------
Chapman, Orvrtle L. The University of California.
Los Angeles Styrene Process." In Benign by Design.
Mernatlve Synthetic Design for Pollution P^vention,
edited by Paul Anastas and Carol Farris, ll^120;
Washington: American Chemical Soc.ety, 1994. [II.F]
Describes the UCLA-styrene process: replacing benzene
SB mixed xylenes. The author.states that thus process
is more efficient and economical than an existing sty-
m process threatened by a possible ban on benzene.
 Chynoweth, Emma. "Shaping
 tfons With Clay-Based Catalysts.
 148 (26 Jurief 1991): 57-58. [II.E]
 Discusses replacement of Fnedel-Crafts catalysts with
 L toxic clay-ba^ catalysts. *™ ?*?£«*£
 catalysts as well as zeolites are examined along with
 industrial acceptance of the new catalysts.


           c A "Evalua&n of the Molecular Design

         sm RevtewsAS. nos. 5 & 6 (1984). 997-
  1009.
      .
  Discusses the use of molecular design principles m ^
  LdesignofsafersyntheticdyeS,specificallyazodye9.
  due to tSir toxic synthesis. Calls for the less to«c
  compounds, risk reduction activities, and I"**"
  of the limitations associated with the molecuUr ^design
  approach when developing alternative substances.
        , M. Q, a Btllussl, and.U.
                    From
 Combes, J. R., Zhibin Guari, and John M..DeS.rnone.
 "Homogenous Free-Radical Polymerizat.ons in Carbon
 Dioxide- Telomerizations of 1,1-Oifluoroethy ene in
• Supercritical Carbon Dioxide.' Macrornolecales 27
 (1994).: 865-867. [II.B]                 •   •
 This paper explains the use of supercritical carbon
 dioxide as a replacement for CFC-based *° ven* £ *<
 homogenous free-radical polymerizations of fluonmated
 acrylic and styrenic monomers.

 Czekai C. L., K. A. High, G. H. Laule, and L. L
 Pheg2y. "Waste Minimization and Elimination ,n
' industrial Process Chemistry: The Case of Sulfolane,
 American Chemical Society Preprint of Papers,  ,
 Division of Environmental  Chemistry!* no 2   _
 (August 1994): 232-233.  Presented at the 208th
 ACS National Meeting, Washington, August 21-25,
 1994.  [II.F]
 Introduces the benefits of sulfolane but alsd addresses
 the waste generation problems associated with its
 production.  Discusses current research to understand
  reactions which occur during the hydrogenation step,
  creating liquid and solid by-products.


  Dambach, Barry F.  Translating Industrial Ecology
  Into Design for Environment (DfE).' American
  Chemical Society Preprint of Papersvftvwan.of
  environmental Chemistry*, no..2iguajj1994).
  239-242. Presentedatthe208thACSNat.onal
  Meeting, Washington, August 21-25,1994.  [VI
   Provides a good background on &e concepts of des^n
   FortheenvSonmentandindustrialecology. Presents
   applications of these concepts witninAT&T.
    Dartt Christopher B.,
    °
                                                                                  . Davis. "Catalysis
                                                                                         Musm ,&
                                                                                        . 12 (1994).
              1(1991): 159^-167.
This paper examines thecatalyti
nium s'.tcalite (TS-l) in several q^s	
^te.Thedatas&^beuseMinoptin^^8i^-   ^gineering
t   lh j"  ^.^Aj^Mtf T»«*4«jfaMta 
-------
 Dell .K  A  and J. W. Frost.  "Identification and
 Removal of Impediments to Biocatalytic Synthesis of
 Aromatics from D-Glucose:  Rate-Limiting Enzymes _.
 in the Common Pathway of Amino Acid Biosynthesis
 Journal of the American Chemical Society 115 (1993):
 11581-11589.  [H.C]
 One challenge confronting microbial aromatic amino
 acid biosynthesis from D-glucose is the rateTlimiting
' effects of common pathway enzymes. In this paper,
 the authors Identify several rate-limiting enzymes and
 describe techniques that can be used for their removal.

 DePompei, M.F. "Non-lsocyanate Sealants.'
. American  Chemical Society Preprint of Papers,
 Division of Environmental Chemistry 34, no. 2
 (August 1994)* 393-394'. Presented at the 208th  -
 ACS National Meeting, Washington, August 21-25,
 1994."[II.-AJ  >
 Provides a brief introduction to the chemistry of
 ac*oacetate based sealant-adhesives developed by
 Tnjmcolnc.  Includes a review of environmental
 priblems associated with isocyanate.sealants.
    t     ' •    ''•'-.

  DeSimone, J.  M., E. E. Maury, Z. Guan, J. R. Combes,
  Y Z  Menceloglu, M. R. Clark, J. B. McClain, T. J.
  Romack,  and C. D. Mistele. 'Homogeneous and
  Heterogeneous Polymerization In Environmentally
  Responsible Carbon Dioxide." American Chemical
  Society Preprint of Papers, Division of Environmental
  Chemistry^, no. 2 (August 1994): 212-214,
  Presented at the 208th ACS National Meeting;
  Washington, August 21^25,1994. [11.8}
.   Discusses the preparation of fluoropdlymers in super-
   critical fluids as opposed to CFC* Provides a brief
-  overview of homogeneous and heterogeneous k**^'
   radical polymerization studieswith supercritical GO* •
   DeSlmone, John M., ZWbinQuan, aridC;
   -Synthesis of Ruocdpofymers in Supercritk^Carbori
   Dioxide.' SderK*25t (Aug. 14,1992): 945-947. DIB]
   This paper explain*Aeiise of supercriticalcarbon
   dioxide as a replacement for CFC-based solvents in
    the hompgenou»(5««adkai pplymerizatiorB o£
   .". fluorimated acrylic and styrenic monomer*;
 DeVito, Stephen C, "Designing Safer Nrtnles.'.  In   ...
 Designing Safer Chemicals, edited by .Roger Garrett
 and Stephen DeVito.-Washington: Amencan Chem-
 ical Society, scheduled to be published in fall 1995.
 For information, call ACS at (202) 872-4564. [».F]  •

 DeVito, Stephen C. "General Principles for the
 Design of Safer Chemicals: lexicological Consider-
 ations for Chemists."  \nDesigningSaferChemicals,
 edited by Roger Garrett and Stephen DeVito:
 Washington:. American Chemical Society, scheduled
, to be published in fall 1995.  For information, call the
 ACS at (202) 872-4564. [V]      '_..._

 DeVito, Stephen C. "Using Structure^Activrty
 Relationships for the Design of Safer Chemicals."
 In Designing Safer Chemicals, edited by  Roger
 Garrett and Stephen DeVito. Washington:  Amencan
 Chemical Society, scheduled to be published in
 fall 1995. For information, call the ACS at
 (202) 872-4564. [Ill]

 DiCario,  Frederic J.  'Designing Safer Carboxylic
 Acid.' In Designing Safer Chemicals, edited by
 Roger Garrett and Stephen DeVito. Washington:
 American Chemical Society, scheduled to be
 published in fall 1995. For information, call the
 ACS at (202) 872-4564. {II.FJ

  Donot?ue, Marc D., and Jennifer L. Geiger.
  "Reduction of VOC Emission During Spray Painting
  Operations: A New Process Using Supercritical Car-
  bon Dioxide.' American Chemical Society Prepnnt
  of Papers, Division of Environmental Chemistry 34,
  no. 2 (August 1994): 218-219. Presented at the
  208th ACS National Meeting. Washington, August
  21-25,1994. [II.B1
  Describes the replacement of organic solvents in paint
   formulations witfi supercrijdcal COr Although spray
   atomization viscosity is reduced, the authors note that
   existinglimitations merit further^investigation.

    Draths, K. M., and J. W. Frost  -Conversion of
    D-Glucos»intoCatechol: The Not-So-Common
    Pathway of Aromatic Biosynthesis,- Journal of the
    American Chemical Society 113 (1991): 9361-9363,
    [II.C1
    Describes a biocatalytic route to catecholthat does not
    use the high temperatures* caustic solutions, metals,
    and^^peroxides typically employed to catechol synthesis.
                                                                                    Annotattd Bitttognpfty • f
                                                                                             Augu*t 1895

-------
        s K M  and J. W. Frost. "Synthesis Using
   P,asm^ased Biccatalysis: Plasmid Assembly and
   S-Oeoxy-D-araWno-heptulosonate Production.
   Journal of the American Chemical Society 112
   (1990):  1657-1659. [II.D]
   The authors report their success in localizing the genes
   encoding transketdlase and DAHP synthase to a single
   plasnud; the result is an E: :oli. strain t*"4^™9^
   substantially elevated levels of DAH and DAHP. The*
-   „:* single-step plasmid-based biocatalysis has advan-
      K over traditional multistep enzymatic synthesis
      I may have implications for biosynthenc routes that
    use D-glucose.,
    r>G!ucose." Journal of the  menca  Chemical
    Society 116 (1994): 399-400. [II.C]
                     into adipic acid. «*»»»«• —r-—
            i greenhouse gases are not generated, and
            1 temperatures and pressures are needed.


     «^^^SSj£-
     mBenSnbyDes/gn: Alternative Synthetic Design
     for Pollution Prevention, edited by Paul T. Anastas
     and Carol A. Farris, 32-45. Washington: American
     Chemical Society, 1994. [II.C]
                              »'research in developing
            n            .

      However, economics may be a
      industrial acceptance.
         ** I         I   '

      Draths, K. M./D.LPo^Oai^aLConfey.J.W. Frost-
               G- L. Disbrow, a J. Staversky, and J. C,
                -B
       D glucc«
       ? JTconverVinto a^matic
Draths, K. M.. T. L Ward, and J. W. Frost.  Bwca-
talysis and Nineteenth-Century Organic Chemistry:
Conversion of D-Glucose Into Quinoid Organics.
Journal of the American Chemical Society 114
(1992): 9275-9276. [II.C]
Quinoid organics such as quinic acid, benzoquinone,  •
and hydroquinone can now be derived from D-glucose,
a non-toxic feedstock derivable from renewable
resources such as cornstarch and biomass.

Drexler,  Eric K. "Molecular Manufacturing: A
Sustainable Basis for Global Wealth."  Leaders _
(October/November/December 1993): 9&-99. M
Molecular manufacturing (also known as nanotechno-
 lo'iv) may provide new avenues for reducing the envi-
 ronmental burdens of chemical syntheses and greatly
 improve the efficiency of existing alternative energy
 sources (such as solar energy). This.paper is a bnef
 overview of the history, potential, and current develop-
 ments in the field of molecular manufacturing.

 Dwyer,  F., P. Lewis, and F. Schneider. "Efficient;
 Non-Polluting ^^n^ze^^^s^Pilhe,TlS
 Engineering 83 (5 January 1976): 90-91. [IKE]
 Describes the alkylation of benzene with ethylene to
 make ethylbenzene using a newly developed, solid,
  non-Friedel-Crafts catalyst. The process has the advan-
  tages of more efficient energy usage, simpler design,
  lower cost, and reduced environmental burden.

                •A Cleaner Way to Mate Nylon."
   ranrocKpniw 141 (12 March 1994): 15. IJI.CI
   Describes the work of Frost and prathsonme synthesis
   of adipic add from D-glucose and ite i»Pu^™f"
   nylon production. Compared to synthesis from ben-
   zene adipic add production via biocatalytic pathways
   requires less fossil fuel and generates less nitrous oxide.

         I Gary A., and Qingxi Wang.  "Preparative
         l,«ary«.. _ __ f ^^ High Yields From
                              sformatkwv' In Benign
                        Synthetic i
                   .
        two-fold increase in the con
        amplifying catalytic levels of transketolase.
    Prwoo. e«          .
    Farris, 65-75. Washington: American Chemical
    Society, 1994. [II.E1
    Discusseshow dye catalysts and photbcatalyste can be
    ^^thetJtransfonnations to avoid heavy metal
    pollution from toxic metal oxidants. These tjrpes ot
    catalyses often lead to reductions in cost toxoty, and
     quantity of reactants.
        6*
        Augu*H995

-------
 Farris, Carol A., Harold E. Podall, and Paul T.  ..  ;
 Anastas.  "Alternative Syntheses and Other Source
 Reduction Opportunities for Preman'ufacture Notifica-
 tion Substances at the U.S. Environmental Protection
 Agency."  \nBenignbyDesign: Alternative Synthetic
 Design for Pollution Prevention, edited by Paul T. ,,'
 Anastas and Carol A. Farris, 157-165. Washington:
 American Chemical Society, 1994. [IV]   ,.      •  -  •
 This paper describes EPA's assessment methodology
• for new chemical substances.losing Premanufacrure .
 Notifications.  Methodology includes evaluation of
 feedstocks, solvents, by-products, and impurities .to
 identify opportunities to reduce or eliminate potential
 waste streams.

 Fiksel, Joseph. 'Principles of industrial Ecology
 and Design for Environment."  American Chemical
 Society Preprint of Papers, Division of Environmental
 Chemistry 34, no. 2 (August 1994):  243-246.
 Presented at the 208th ACS National Meeting,
 Washington, August 21 -25,1994. [V]           ;
 RelaW the concepts of IE and DfE more closely to
 chemistry and the activities of chemists. Describes DfE
 practices and environmental metrics, an important tool
 for establishing DfE infrastructure;

 Flam, Faye., "EPA Campaigns for Safer Chemicals."
 Science 265 (9 September 1994): 1519. [IVJ
 Discusses the EPA's "Designing Safer Chemicals" pro-
 gram, which promotes research on chemical tenacity
 to aid the redesign of compounds to decrease environ-
 mental burden. Techniques used in drug design are
  described as feasible approaches to novel design of
  chemical substitutes. This article emphasizes the need
  for chemists to understand toxicology and synthesis.

  Flam, Faye.  MLas«r Chemistry: TheUght Choice."
  Science 266 (14OctOb« 1994): 215-217. 0>-F]
  Despite past frustrations in laser-controlled chemistry,
  the lure of increasedeffitieney and decreased waste ,
  has led to continued research in this are& This article
.  examines the principle of laser-controlled reactionr
  and describes advancesin this technique using simple
 . molecules, such as HOD.    • -.
 Frost, Joha W., and Jeff Lievense. Prospects for Bio-
 catalytic Synthesis of Aromatics in the 21 st Century."
 New Journal of Chemistry 18 (1994): 341-348. [U.C]
 Biocatalytic syntheses of indigo and quinoid organics  ,
 from D-glucose are discussed in relation to currently
 employed industrial chemical routes. Background in-
 formation on biocatalysis is presented as well as a con-
"cise discussion of the cost-effectiveness of biosynthesis.
                                    *
 Frost, John W., and Karen M. Draths. "DHS:  A New •
 Intermediate for OxychemicaJ Synthesis.* American,
 Chemical Society Preprint of Papers, Division of
 Environmental Chemistry 34, no. 2 (August 1994,):
 -225-226.  Presented at the 208th ACS National
 Meeting, Washington, August 21-25,1994. [II.D]
 Provides an introduction to research into new routes to
 various aromatic pxychemicals that involves the con-
 version of glucose to 3-dehydroshikimate.  Discusses
 the single-step biocatalytic conversion route to catechol.


 Frost, John. 'Green Chemistry at Worte  Products
 Can Be Made From Glucose Instead of Benzene.'
 EPA Jouma/20, no. 3 (Fall 1994): 22-23.  [II.CJ
 Provides a short but thorough introduction to the
 problems of using benzene in chemical production-
 Describes new technology that employs biocatalysis as
 a method for green chemical manufacturing. Focuses
 on using glucose as a starting material in the synthesis
 of products traditionally derived from benzene.

 Gargulak,J.,andW.GIadfelter.  ^Homogeneous
 Catalytic Carbbnylation of Nitroarornatics."  Journal
 of the American  Chemical Society KB (1994):
 8933-8495.111^ , .                       -.
 Another alternative route to isocyanates is me catalytic
 carbonylation of  rutroaromatic compounds. This paper  .
 is a thorough investigation into the kinetics and reaction
 mechanism of one particular Rhutheniunvbased catalyst.
 Using this information, isocyanate syntheses can be op-
  timized. A detailed comparison of traditional polyure-
  thahe syntheses using phosgene and mis procedure is
  forthcoming by the authors and shall be based in part
  on-this information.

   Garrett, Roger L. "Designing Safer Chemicals: A
   New Approach  to Pollutton Prevention." In Designing
   Safer Chemicals, edited by Roger L. Garrett and
   Stephen C.DeVtto. Washington: American Chemi-
   cal Society, scheduled to be published in fall 1995.
   For information* call the ACS at (202) 872-4564. fV]
                                                                                    Amottttd Biflogmphy • 7
                                                                                             August 1995

-------
Garrett. Roger U and Stephen C. DeVito, eds.
Owgnmg Sato Chemicals. Washington  Amer can
Chemical Society. scheduled to be Pushed "tan
199i5.  For information on publication date, call the
ACS at (202) 872-4564. [N/l
This book is based on research done in the field of
novel chemical design, presented before the ^vision
of Environmental Chemistry at the American Chenucal
Society's nation* meeting in August 1994. Contains
chapters on various aspects of designing benign chem-
icals based on toxicological principles.

"Gassy Plastics."  Discovert, no. 6 (June 1995):
80. [II.B]
 Brief eeneral overview of me function, history, and
 potential future of supercritical fluids in large-scale
 chemical processes,

 Glass*. Wolfgang G. 'Structural Materials From
 Natural Occurring Polymers/ AmsncanChem^-
 ^c^Prsprint of Papers, Division <^En^^l
 Charr&ry^, no. 2 (August 1994): 410. Presented
 at tha 208th ACS National Meeting. Washington,
 August 21-25. 19941 [II.D]
 Addresses the possibility of creating.chemical
 substances with modified biopolymers.
  Goltar, Edwin J.. and John H. Miller.
  Qualitative Analysis." Journal of Ctamf. Education
  70, no. 6 (June 1993): A159-A160.  [Ed. Tools}
  Provides microscale procedures fot tru^classincation
  .teats: the nitrous acid test for amines, zihc/^oruurrt
  ddoride reduction, and hydriodic add test^l*^
  alkoxyl method. These procedures come from.. under-
   graduate qualitative organic analysis course taught by
   the authors at Virginia Military Institute A description
   of the course is provided. •           .
   Guan, Zhibin, and John* DeSImon*.
   BaMdHiteropnas.PbljpnertcMatenato:          -
   polymer Surfactants for Caibon Dtox.*' AppMom.
    M/cromofecufes27 (1994):  5527-5532. IH.B1
    Describes the synthesis of block copolyrr^ surfart^
    designed specifically for use m super-critical aruihquid
    carbon dioxide With these surfactants, fluorocarbon-.
    bases polymers can be synthesized with greater ease
    relative tokaditiorul anionic polymerization techniques.
Haggin, Joseph.  "Catalysis Critical to Benign
Process Design."  Chemical & engineering News 72,
no, 16 (18 April 1994): 22-25.  [H.E]
Discusses the goals of benign design involving selective
catalysis. Addresses problems of liquid acid catalysts
and the use of superbases. Presents improvements in
oxidation catalysis.

Haggin, Joseph. "Catalysis Gains Widening Role in
Environmental Protection."  Chemical & Bngmeenng
News 72, no. 7 (14 February 1994): 22-30. [II.EJ
Highlights U.S.*-Russian Workshop on Environmental
Catalysis held January 1994 in Wilmington, Delaware
arid the application of catalysis in benign chemistry.     .
Catalytic research discussed includes the development
 of combustion processes .that eliminate nitrogen oxide
 emissions, thedesign of processes that reduce energy    ;
 and'transportarion requirements,.and the mechanism of
 selective catalytic reduction. ,The article notes the bene-
 fits of "just-in-time" production of hazardous materials
 using catalytic reactions. It also discusses the use of
 catalysts in pollution control activities, such as oil spill
 remediation and waste plastic recovery.


 Haggin, Joseph. "Catalytic Process Cuts Isobutene
 From C4 Streams." Chemical & Engineering News
. 71, no. 36  (6 September 1993):  31-32. [II.E]
  Describes a new process for selective separation of
  isobutene from C4 streams using a catalytic reaction.
  Lists advantages of this method over traditional prac-
  tices and describe* the results of the pUot test

   Haggin. Joseph. "Direct Process Converts Methane
   to Acetic Acid.' Chemical & Engioennng News72,
   no. 16 (18 April 1994): 5. [II.E]  .    .
   Describes a new scheme for creating acetic acid using a
   direct catalytic route. This article describes the reaction
   and catalyst, naming methanol and formic acid as the
   only significant by-products.

    Haggin, Joseph: "New Processes Target Methanol
    Pro9dUon, Olf-gas Cleaning." <*2«J5*J£
    ing News 72. no. 13 (March 28.1994): 29-31, 0I.F1
    Describes the economic, environmental, and engineer-
    ing aspects of a process that converts carbon dioxideto
    methanol and a chemical processing innovation based
    on un-steady state operation^
     August 1995

-------
 Haii Nina. "Chemists C.eac Up.Synthesis With
 One-Pet Reactions." Science 266 (7 October 1994):
 32-34. [II.F]. ,                     •          #  ' '
 Discusses the progress and "benefits of cascade chemistry
 r-designing' waterfall'reactions that reduce energy re-
 quirements and by-products. Examines the implications,-
 of cascade chemistry for development of biologically
 active compounds. Also provides a cascade recipe for •:.
 creating a four-ringed compound.        '     •  .  .  -


 Hancock, Kenneth G., and Margaret A. Cavanaugh.
 "Environmentally Benign Chemical Synthesis and Pro-
 cessing for the Environment." In  Benign by Design:
 Alternative Synthetic Design for Pollution Prevention,
 edited by Paul T. Anastas and Carol A. Farris, 23-30.
•Washington: American Chemical Society, 1994. [IV]
 Discussion of National Science Foundation's partner-
 ships with me Council for Chemical Research and the
 Environmental Protection Agency to fund research in
 environmental chemistry. Emphasizes the importance
 of research and education for chemists so that the
 scientific and technical challenges posed by environ-
 mental protection can be met   ;


 Hansch, Corwin. The QSAR Paradigm in the
 Design of Less Toxic Molecules." Drug Metabolism
 Reviews 15. no. 7 (1984-85):  1279-1294.  [Ill]
 Discusses the importance and history of quantitative
 structure-activity relationships (QSAR) in the design
 of less toxic and selectively toxic chemicals. Provides
 examples of QSAR applications in drug development
 •and environmental science.

  Harris. N.f M; W. TucK, and Davy McKe* "Butanedk*
  via Maleic Anhydride."  Hydrocarbon Processing 69v
 . no. 5 (May 1990):  79-82. flr.FJ             .-
  Describes a new butanediol process. The method is
  more efficient economical, and environmentally friendly
  because its feedstocks are widely available and less
  hazardous. The threebasicsteps erf the "Davy McKee
  butanediol process?'that use maleie anhydride are
  explained in detail, and the economic advantages that
    •ill expand productusagearedescribedi
w
   Hendershot, Dennis. C. "Chemistry—The Key to
   Inherently Safer Manufacturing Processes." American
   Chemical Society Preprint of Papers, Division of
   Environmental Ctera/sf/y 34, no. 2 (August 1994>:
   273-275. Presented at the 208th ACS National
   Meeting, Washington, August 21-25; 1994. [II.F]
Defines' chemical process and design safety strategies   -
for manufacturing, emphasizing the importance of
chemistry in the development of safer processes. Pro-
vides examples'of inherently safer options, .

Hendrickson, James B. The SYNGEN Program for
Teaching Alternative Syntheses." American Chemical
Society. Preprint of Papers, Division of Environmental
Chemistry 34, no. 2 (August 1994):  183-185.  ,
Presented at the 208th ACS National Meeting,
Washington, August 21-25, 1994.  [Ill]
Discusses the basic concepts and protocol of SYNGEN,
a synthesis design program, that facilitates the genera-
tion of more environmentally benign syntheses,

.Hirschhom, Joel S. "Enabling Global.'lmpiementation
of Industrial Pollution Prevention.". American Chemi-
cal Society Preprint of Papers, Division of Environ-
mental Chemistry 34i no. 2 (August. 1994):  266-267,
Presented at the 208th ACS National Meeting,
Washington, August 21-25,1994. [V]
Provides a brief introduction to me author's paper on
sustainable production through changes in industrial
practices. Mentions a Critical Ratios Methodology
developed by the author for benchmarking pollution
prevention progress at the facility level and describes
a database of clean technology sources.
      *      '              .                .
 Hudlicky, Tomas. "Biocatalytte Conversion of
 Halogenated Aromatic Compounds to Carbohydrates
 and Other ChiralSynthons." American Chemical
 Society Preprint of Papers, Division of Environmental
 Chemistry 34, no. 2 (August 1994): 227. Presented
 at the 208th ACS National Meeting, Washington,
 August 21-25,1994. [II.DJ
 Provides a reaction scheme for the conversion of
 aromatic and halogenated aromatic compounds into
 cyclohexadiene through soil bacterium. Discusses     .
  implications for medicinal chemicals.

  Huheey, James E. "Incorporating Environmental
  Issues Into the Inorganic Chemistry Curriculum."
  American Chemical Society Preprint of Papers,
  Division of Environmental Chemistry34, no. 2
  (August i 994):  181. Presented at the 208th ACS
  National Meeting, Washington, August 21-25,1994. PI
  Provides an introduction to Huheey's presentation on
   current inorganic chemistry courses and the integration
   of environmental problems in textbooks and coursework.
                                                                                   Annotated B&Uography • 9
                                                                                            August 1995
                                                                                                      35

-------
     ,, Cetcran L. "Green Technology Presents
News 71. no. 36 (6 September
Dtscusses topics addressed a.i the symposium on alter-
native synthetic des.gn for pollution prevention held
during the 1993 national meeting of the American
ChemLl Society in Chicago. The article emphasizes
the role of the synthetic chemist in environmental
to Son, The author illustrates this role with success
stories in current research, including the use of vmble
tight to drive chemical transformations  advances m
biotechnology, replacement of toxic ^-* "'  h
supercritical fluids, and computer software tools to
provide theoretical alternative synthetic pathways to
target molecules.
 Illman, Deborah L. -EnvironmentallV          g ^
 Chemistry Aims for Processes That Don t Pollute.
 Chemical & Engineering News 72, no. 36
 (5 September 1994):  22-27. M    •
 Reviews research presented at*-.*"^*^»
 Society's national meeting in Washington,D.C, whicn.
 SSWd on Design for the Environment Discussion
 ranges from biocatalysis to the development of an
 alternative synthetic route to aliphatic isocyanates
 that does not use phosgene.





   American Chemical Society, scheduled to bepub-
   lished fn fall 1995. For information, call the ACS at,
   (202) 872-4564.  "J.EI              .
   Johnson, Roy, and Bany
   Atymmefcks'EpoxkWioBOlAllyfc/jcoh^  In
   Catajytfc Asymmet* Syntheses, edited by I. O
   New York: VCH Inc., 199&
    •'
 Johnston K."P. "Safer Solutions for Chemists.'    .
 Sre 368 (17 March 1994): 187-188.  [li.B]
 Discusses the properties of supercritical fluids as
 solvents, particularly carbon dioxide and water Gives
' examples of organotnetallic reactions performed m
 these solvents.

 Jones Jeffrey P. "Predicting Rates'of Cytochrome
 P450 Mediated Bioactivation, and its Application to
 the Design of Safe Chemicals."  In Designing Safer
 Chemicals edited by Roger L. Garrett and Stephen
 C DeVito.' Washington: American Chemical Society,
 scheduled to be published in fall 1995  For infor-
 mation, call the ACS at (202) 872-4564. [!!.£]•

 keoleian Gregory A., and Jonathan W. Bulkley.
 ^r^ratintf Pollution Prevention Into the Chemistry
  Curriculum:  New Challenges and Opportunities."
  American Chemical Society Preprint of Papers, DM-
  sionof Environmental Chemistry^, no. 2 (Augus
  1994V  186. Presented at the 208th ACS National
  Meeting, Washington, August 21-25,1994. [1]
  Describes the plans for the.developrnent and dissemi-
  nation of a chemistry pollution prevention curriculum.

   Komiya. Kyosuke, Muneaki Aminaka. Kazumi
   Hasegawa Hiroshi Hachiya, Hiroshige Okamoto,
   Shinsuke Fukuoka, Haruyuki Yoneda, Isaburo Fukawa,
   SfTetsuroDozono.'New Process for.P.oduang
   Polycarbonate Without Phosgene and Methylene
   Chloride-  American Chemical Society Prepnnt of
  • Papers, 'Division of Environmental Ghmaff^
   n^2 (Auqust 1994): 343-346. Presented at Hhe
   Sam ACS Natkjnal Meeting. Washington, August
   21-25,1994, O.l-Al
   Describes Asahi Chemical Industry Co., Ltd.'s ailterna-
   tiveWphosgene processes to produce isocyanate*
    and polycarbonates, based on "solid-state polymen-
    zation of amorphous polymers." Notes an innovative
    orocess for the production of diphenyl carbonate;
    ta££5t for polycarbonate production, which uses
    dimethyl carbonate wimout phosgene.
    derivations.

-------
 Kraus, George A., Masayuki Kirihara, and Yusheng
 Wu ' "A Photochemical Alternative to the Fnedel-,
 Crafts Reaction.'. In Benign by Design: Alternative
 Synthetic Design for Pollution Prevention, edited by
 Paul T. Anastas and Carol A. Farris, 76-83. Wash-
' ington: .American Chemical Society, 1994. [II.F]
 This paper describes the development of an alternative
 to the Friedel-Crafts reaction that, creates no unwanted
 by-products. The alternative reaction involves the
 photochemically mediated reaction of an aldehyde
 •with a quinone. The authors claim that, with light as a
 reagent, several environmental benefits are attainable.


 Lee G. J., J. M.  Garces, and J. J. Maj.  -Applications
 of Shape Selective 3-DDM Zeolite Catalysts." Ameri-
 can Chemical Society Preprint of Papers, Division of
 Environmental Chemistry 34, no. 2 (August 1994):
 234-235. Presented at the 208th ACS  National
 Meeting, Washington, August 21-£5,1994. [!!.£}
 Briefly discusses the production, function, and appli'
 cation of 3-DDM zeolites as novel catalysts in cumene
• production. Notes that acidic waste disposal and
 corrosive material handling are eliminated as a result
 of 3-DDM zeolite catalyst use.

  LinvP.K. "Environmentally Benign Oil-Water Inter-
  facial Synthesis." American Chemical Society Pre-
  print of Papers.  Division of Environmental Chemistry
  34, no. 2 (August 1994):  238, Presented at the
  208th ACS National Meeting, Washington, August
  21-25,1994. [H.B]
  A brief description of a new technique that.eliminates
   the need for toxic solventsthrough**.use of an in-
   nocuous oil-watermixture in conjunction, with a sur-
   face-active catalyst complex.

   Manzer, LeoE. "Chemistry and Catalysis: Key to
:   Environmentally Safer Processes." In Benign by
•   Design: Alternates Synthetic Design for Pollution
   Prevention, ed«ed by Paul f. Anastas and Carol A.
   Farris, 144-15*. Washington:  American Chemical
   Society. 199* IU.E)  .
   Provides examples of high-yield, low-waste processes,
   waste minimization, asymmetric catalysis, and envi-
    ronmentally safer products from DuPont R*S>. Calls
    for more cooperative infonnation transfer between
    industry and universities.
Marofta, Stephen P., and Richard D. Sheardy.
"Mg2<-/K+ Induced Self-Assembly of G-Rich DNA
Oligomers Into High Molecular Weight Species."
American Chemical Society Preprint of Papers, •
Division of Environmental Chemistry 34, no. 2
(August 1994): ^S-^og. Presented at the 208th
ACS National Meeting, Washington, August 21 -25,
1994. [II.D]            ,
The authors report their success in developing
DNA-based catalytic systems.


Maxwell, I. E., and J. E. Naber. "New and Improved.
Catalytic Processes for Clean Fuels.' Catalysis
Letters 12 (1992): 105-1 i 6. [ll.E]
Discusses the role of catalysis in modifying existing
processes and developing new routes to less toxic fuels..
Specifically, this article covers new routes to methyl
tertiary butyl ether (MTBE), paraffinisomerization
with zeolite-based catalysts in the synthesis of.environ-
mentally acceptable gas components, and natural gas
conversion based on the catalytic oxidative coupling
of methane                        ""       .    .

McGhee,W.,PanYI,arKiD.RIIey. 'Highly Selective
Generation of Urethanes from Amines, Carbon
Dioxide, and Alley! Chlorides." Journal of the Chem-
 ical Society-London, Chemical Communications
 (1994)699-700. [I1.A]
The authors can produce polyurethanes in exceDent
 yields and mild conditions with virtually 100% selec-
 tivity by reacting carbon dioxide and alkyl chlorides
 with amines in the presence of sterically hindered,
 powerful organic bases. Theaumbrs' novel synthesis is
 a viable alternative to traditional polyureftane syntheses
 that require this use of phosgene.      .         -

 McGhee, William D., Mark Pater,  Dennis Riley, Ken
 Ruettimann, John Solodar, and Thomas Waldman.
 "Generation of Organic Isocyanates From Amineisr  .
 Carbon Dioxide and Electrophillc Dehydrating Agents:
  Use of o-Sulfobenzoic Acid" Anhydride.* American
  Chemical Society Preprint of Papers, Division of
  Environmental Chemistry 34, no. 2 (August 1994):
  206-210.  Presented at the 208th ACS National
  Meeting, Washington, August 21-25,1994. D'-Al
  Describes the problems experienced with some
  dehydrating agents in the generation of isocyanates-
  Presents the results of an isocyanate synthesis using-
  o-sulf obenzoic acid and examines a reasonable method
  for the recycle of the major by-product, an anhydride.
                                                                                    Amotattd BMiography • 11
                                                                                              August 1998

-------
Milne. George W. A., and Shaomeng Wang.  Use
of Computers in Toxicology."  in Designing Safer
Chenvcals, edited by Roger L. Garrett and Stephen
C. DeVrto. Washington: American Chemical bocieiy,
scheduled to be published in fall 1995. For mforma-
tion, call the ACS at (202) 872-4564. [Ill]

Misono, Makoto, and Toshio Okuhara "Solid
Superacid Catalysts.'  Chemtech 23 (November
1993): 23-29.  [II.F]
Describes current applications and potential uses of
heteropolyacids. Suggests that superacids "^d make
synthetic processes involving hazardous chemicals
 more benign. Provides detailed definitions of
 TrLacids'and heteropolyacids and discusses their
 unique properties; includes data from recent research.

 Mitchell, James W. "Alternative Starting Materials for
 Industrial Processes." Proceedings of ^eNatanai
 SX of Sciences, USA 89 (February 1992):
"  821-826. [JVJ
 Thisarfidcaddressestheeffeclsofthedvsnucalindushy
 Inlodety and the environmental and health nsks posed
  by high priority toxic chemicals, ^sed on current
  Svlro^nUl regulation,, which restrict the a*viti«
  of the chemical industry, the author presents a(P°*£on
  prevention strategy based on chemical •*"*"•£?
  Demand chemical generation. The article alsadis-
  cusses the need for alternative precursor reagents in
  semiconductor manufacture.
Provides background on EPA's premanufacture notice
procedure for the testing of new chemical substances
and describes the establishment of new categories for
reviewing these substances. Notes the EPA's plans to
development a list of "categories of concern  that will
assist the development of safer chemicals.
   Mittelman, Abe, Daniel Un,	;, -     _
   OK Ho. "Inherently Sale Chemistry GUK». —-•—
   Chemical Society Preprint of Papers; Division ot
   Environmental Chemistry 34, ^^tSSS^
   271-272. Presented at the 208th ACS National  •
   Meeting, Washington, August.21-25,
                            	»     .»_.
   practice is not one tha*m«rely
   Volume of toxic wast, produc*; rather, it is an en^-
                                  to asafc
    chemical
    gives an overview of sevenl chemistry practices the
    authors deem as "inherently safe."
 Newman, Alan.  — w
 Science and Technology 2Q, no.
 Provides an overview of the benign-by-design concept
 presented at the August 1994 national meeting of the
 American Chemical Society in Washington, which
 focused on Design for the Environment. Discusses
 research in the areas of alternative synthesis and the
 design of safer chemicals using toxicological concepts.

 Newsome Larry D., Vincent Nabholz; and Ann Kim.
 "Reducing Aquatic Toxtoity Through Safe Chemical
 Desiqn • In Designing Safer Chemicals, edited by
 Roger L. Garrett and Stephen C. DeVrto. Washington:
 S^Ch««8bol^..t*^tob.^
 lished in fall 1995.  For information, call the ACS ai
 (202)872-4564. [VI

 Nikles, David E., Alan M. Lane, Song Cheng, and
 Hong Fan. "Pollution Prevention in the Magnetic
 Tape Industry:  Waterbome Coating Formulations ^
 . to/VideoTape Manufacture/ t***"*""^
  Society Preprint of Papers, Division of Environmental

  Presented at the 208th ACS National Meeting,
  Washington, August 21-25,1994. [II.F]
  Provides a brief description of a binder polymer system
  that can be used in a new waterbome coating formula-
  tion.  Discussesexperimentalcoatingtr&lsusing  new
  formulations and economic issues affecting large-scale
   implementation.

   Reel, Kevin.-Hvdroaen Sutfidete Not Such a

   (October 1993):" 854. [Ed. Tools]
    MOSS, Ken, and Ray Kent
    EPA's New Chemicals Program. «»-*""™££j
    Society Preprint of Papers, Division of Environmental
     Chemistry &< no. 2 (August 1994): 285-288.
     Presented at the 208th ACS National Meeting,
     Washington, August 21-25.1994. mn
    ammonium sulfide to produce
    quantitative aitalysis,repUctagme^o^«rdriog«
    mioacetamide. The author state* this procedure serves
    aVS acceptable alterative to the w»te treatmentol
    animoniuL sulfide and provides a safer source sulfide
    ions for analysis.
     12
     August 1655

-------
 Ricrman! Jack E'.  The Rational Design of. Active   .
 Site Catalysts." American Chemical Society Preprint'
 of Papers.  Division of Environmental Chemistry-34,  ,
 no. 2 (August 1994): 404-407. -Presented at the
 208th ACS National Meeting, Washington, August
 21-25,'1994.  [V]     .    •..-•••   .   "  '  - " -r..-
 According to author, the time has come for a committed
 investigation into the design of active site catalysts
 modeled after enzymes. The.author's belief stems from
 advancements in areas such as modeling of active sites
-and site mutation theory.  Discusses the-roles of various
 sectors  in the development of active site catalysts.


 Riley, Dennis/William D. McGhee, and Thomas,
 Waldman.  "Generation of Urethanes and Isocyan-
 ates from Amines  and Carbon Dioxide."  In Benign
. by Design: Alternative Synthetic Design for Pollution
. Prevention, edited by Paul t. Anastas and Carol A.
 Farris,  122-132. Washington:  American Chemical
 Society. 1994- [H-A]
 Presents an industrial application of benign chemistry,
 specifically the elimination of phosgene as a reagent in
 the production of urethanes and isocyanates. According
 to this study, a new CO2-based route to isocyanates.
 and. irethanes occurs under mild conditions with
 greater'ease than traditional syntheses.

 Rotman, David. "Chemists Map Greener Synthesis .
 Pathways." Chemical Week 153 (22 September
 1993): 56-57, FV]
 A review of the American Chemical Society's 1993 na-
 tional  meeting in Chicago, which addressed alternative
 synthetic design for pollution prevention. Describes:
 advances made by industry and.academia in finding
 less toxic substitutes for feedstocks, solvents, and
  catalysts.  Addresses potential obstacles for commer-
  cialization:  '                              '

  Rotman,  David. •MotecularMbdelingTake* oft
  Catalysts."  Chemicat Week 148 (26 June 1991):
'• 52+.  [l»]
  Discusses the use of molecular simulation in the devel-
  opment of novel catalysts. The benefits of computer
  modeling are described, along with current drawbacks.
Rotman,,David. --"Molecular Modeling Takes on1  ..
Polymers." Chemical Week 147 (17 October 199.0):
28,30. [Ill]
.Although this article does not explicitly discuss green
chemistry, it describes how computer modeling can be
used in the benign design of polymers.  The author fo-
cuses on software that assists in making predictions
about the bulk properties of polymers, stating that the
goal of such efforts is to "design polymers with pre-
dictable and valuable bulk commercial properties."

   -'      '         -          t        .  ,
Rotman, David. "Successes. Emerge in  Search   .   ,
for Cleaner Processes."  Chemical Week 151  *.
(9 December 1992): 66.  [II.E] .
Focuses;on industrial activities in the area of pollution
prevention, with a discussion of economic-implications.
The article addresses process changes that employ al-    •
tentative catalysts. EPA-funded university research in
novel chemical synthesis technologies is highlighted.


Rotman, David. The Quest for Reduced Emissions,
Greener Processes." Chemical IVee/c 153 (7/14 July
1993):. 117-118.  [II.D]
Focuses oh the cnemical industry's progress in cleaning
up processes^ through biological synthetic routes using
biocatalysts. The author presents success stories but
questions the feasibility of commercialization. The ar-
ticle discusses industry's short-term, solutions to cut
emissions from facilities, highlighting the synthesis of
indigo dye by E. cpU.

 Sawan, Samuel P., Yeong-TamgShieh, and
 Jan-Hdn Su. Evaluation of the interactions Between
 Supercritical Carbon Dioxide and Polymeric Materials.
 Los Alamos National Lab Heport 3LA-UR-94-2341.
 Available from National Technical Information Service;
 5285 Port Royal Road, Springfield, VA  22161,
 (703) 487-4650 or the Office  of Scientific and
 technological Information, Box 62, Oakridge, TN
 37831, (615) 576-8401.  FJI.B1  .             .  .
 A report resulting from direct collaboration among Los
 Alamos National Laboratory, the Toxics Use Reduction
 Institute at the University of Massachusetts, Lowell,
  and International Business Machines Corporation,
  Focuses on. the interactions between supercritical and
,  subcritical carbon dioxide and polymeric materials to
  evaluate the useof CO2 as a substitute for CFCs in pre-
  cision cleaning of polymers.  Examines the absorption,
  swelling, and dissolution of carbon dioxide in polymer?
  at elevated pressures, as well as thermal and mechanical
  properties. .
                                                                                    Annotated I
                                                                                             August 1995

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Sfteidon. P-cger A. -Consider rte Environmental    '
Quotient/ ^e/r?ecn 24 ,Marcn 1994):  38-46. [II.F]

Evaluates altenuuve routes to several organic products
K,sedon5heu- 'environmental quotient": an empirical
relationship mvented by the author that incorpora tes
issues of cost, yield, waste, and overall viability into
chemical manufacturing procedures.


Sherrington, David C.  -Polymer-Supported Systems:
Towards Clean Chemistry*" Chem.stry and Industry
no. 1(7 January 1991):  15-19. [II.F]
Argues that some polymeric reagents, polymer-
          catalysts, P6lymeric protecting groups
 efficiency without any pollution problems.
 Sieburth, Scott McN. "Isosteric
 boo With Silicon in the Design
 in Dss/on/no Safer Chemicals, edited
 LSndsTephenC.D0Vito.  Washington: Arnen-
 canctS Society, scheduled to be published ,n
 Sn 995  For information on publication date, call
  the ACS at (202) 872-4564. [II.F1
  This chapter describes isosterism, silicon as an isostere
  of carbon, similarities and differences betweer, t sihcon-
  and carb^n^ased cherrdcab, and the degradat^and
  oxidaHve metabolism of organosilanes, Three ^case
  examples of silicon-for-carbon isostencrep lacement m
  agjochemkal research illustrate the effectiveness of the
  isosterism in the design of safer chemicals.-


         Mono M., Ronald M, PH«, and Zvi Szairam
- Slone, J. Eric, Paul'T. Anastas, Stephen C. DeV ta
-Using Computer Assisted Organic Synthesis in the
 U S Environmental Protection Agency's Premanu-
 facture Notification Program:  A Case Study in
 Pollution Prevention." American Chemical Society
 Preorint of Papers, Division of Environmental Cnem-
 istry 34, no. 2 (August 1994): 221-223.  Presented
 at the 208th ACS National Meeting, Washington,
 Augusf21-25, 1994. [Ill]         .       .
 Examines the use of three computer programs that
 have the ability to model alternative syntheses of
 loratadine. Provides a brief critique of each and gives
 a general conclusion regarding the effectiveness of the
 programs as tools for benign synthesis.


 •Smith, Leverett R  "Securing Environmental
  Concerns in the Chemistry Curriculum," American
  Chemical Society Preprint of Papers 0/ws/cvi,of
  Environmehtal Chemistry^ no. 2 (Augus  1994)..
  198-200. Presented at the 208th ACS National
  Meeting, Washington, D.C.; August 21-25,1994. [I]
  States the two types of environmental concerns
  chemistry departments face:  complying with regula-
  dons and redesigning'curricula to address real-world
  issues. Addresses the need for awareness and pro-
  vides suggestions to improve chemistry curricula.    ..


   Snider, Barry B., and Bridget A. McCarthy.jMr.(IH)-
   Mediated Electrochemical Oxidative Free-Rad,cal
   Cvcllzations.' In Benign by Design:  -*«»•*—
   Synthetic Design for Pollution *"»»'
   1994): 194-197.
   MeVting, Washington Au»«t 21-25, 1 994. fl
         viroronental ad^^ges
    Briefly reviews selecttdecpcn
    types of chemistry laboratasy texts tadlusttate the
    microscate approach.          '   •
   PaiAT^Anastaa-aiw*«re»4K-r«w.5..e=F^.':,ii1r>j?f"--,
   ^^mii^^i^ji;;^^^!^^
                                                .
    be viable alternatives to free-radfcal cyclizations that
    employ toxic tin reagents,     .      .  '

    Spttzer, Martin A. 'Environmental .Accounting.-
    American Chemicat Society Preprint of.Papers,
    Division of Environmental Che™is«y?*>™'*   -
   . (Augusll994):  247.  Presented at the 20*hi ACS
    Na^>nal Meeting, Washington, August 21-25,1994.
    !V1                                     .      .
     Addresses the importance of fullest accountog and
    . Ufecyclecostasse^mentin the development of safer
     chemicals and cleaner technologies.
     14 • AnnouiwJ Bibiiograptty

-------
 Steinfeld. j. !.. and D. S. Bern. "Graduate Research
 and Training m Chemistry' of the Environment at   • •
 M.I.T." American .Chemical Society Preprint of
 Papers  Division -of Environmental'Chemistry 34,   .
 no. 2 (August 1994):  187-190. Presented at the;
 2Q8th ACS National Meeting. Washington, August
 21-25, 1994. [I]
 Describes activities at Massachusetts Institute of Tech-
 nology that incorporate environmental problems into
' education. Provides a detailed description of a weekly
 seminar examining a broad range of.environmental is-
 sues through a series'of case studies.


. Stem, Michael K.  "Nucleophilic Aromatic Substitution
 for Hydrogen:  New Haiide-Free Routes for Produc-
 tion of Aromatic Amines," In Benign by Design:
 Alternative Synthetic Design for Pollution Prevention,
 edited by Paul Anastas and Carol Farris, 133-143. __
 Washington:  American Chemical Society, 1994, [II.FJ
 Describes two new routes to 4-aminodiphenylamine and
 4-nitroaniline that are based on nucleophilic aromatic
 substitution for hydrogen (NASH). The authors claim
 that these syntheses are more environmentally favor-
 able thaaprevious NASH reactions. These mechanistic
 studies illustrate that the chlorination of benzene in the
  production of aromatic amines can be eliminated.     .
  Stem,-Michael K., Fredrick D. Hileman, and James
  K. Bashkin.  "Direct Coupling of Antline and Nitro-
• 'benzene: A New Example of Nucieophilic Aromatic
  Substitution for Hydrogen.* Journal of the American
  Chemical Society 114 (1992): 9237-9238. [ll.F]
  The authors report a novel example of nucleophilic
  aromatic substitution for hydrogen that proceeds in
  high yield under mild conditions.  The reaction uses an
  amine as nucleophile and does not require an auxiliary
  leaving group or external bxidant. The reaction may
  have commercial implications since it eliminates the
  need for halogenated aromatics in the production of
  substituted aromatic amines.


  Stinson, Stephen. "Cleaner Routes Found to Rubber
  Antiozonants." Chemical & Engineering News 71,-.
  no..36 (6 September 1993): 30-31, [II.F]
  Provides a report on new and better routes to certain
  important rubber-processing chemicals that are less
  costly, less energy-intensive, .and do not require chlori-
  nated organic compounds.            :    , .
  Stem, Michael K., and Brian K Cheng.  Animation
  of Nitrobenzene via Aromatic Substitution for Hydro-
  gen: Direct Formation of Aromatic Amide Bonds."
  Journal of Organic Chemistry. 58 (1993): 6883-
  6888.  [H.F]
  The authors report routes to p-nittoaniline and its deri-
  vatives-that do not use halogenated oxidants or inter-
  mediates. The reactions are selective only to the pan*
  substituted amine, proceed under mild conditions with
  high yield, and have only water as a major by-product


   Stem, Michael lC Brian K. Cheni Frederick D.
   Hiteman, and James M. AHman; "A New Route to
  ' 4-Aminodiphenylam&» via NudeophiHc Aromatic
   Substitution for Hydrogen: Reaction of Aniline and
   Azobenzehe*" Journal of Organic Cftsm&try 5»
   (1994): 5627-563t OI.FJ.    '
   4-AnuncKliphenylanun«(4^ADPA)andittd«riyatives '.
   are widely used as antioxidants in rubber products;
    however, their manufacture is heavily dependent on
    toxic halogenated reagents. The authors report a new
    route to 4-ADPA that does not'tequire halogenated re-
    actants and generates only water as a major by-product
  Sundaresan, Sankarari, Michael Simpson, and
  James Wei. "Alkylation of Isobutane With 2-Butene
  Over Zeolites." American Chemical Society Preprint
  of Papers. Division of Environmental Chemistry 34,
  no 2 (August 1994): 236-237,  Presented at the
  208th ACS National Meeting, Washington, August
  21-25,1994.  [II.F]
  Describes a "high^pressure How reactor used to study
  the kinetics and selectivity of the solid-acid catalyzed
  alkylatioh of isobutane wim 2-butene" in order to
   understand the deactivation of zeolite catalysts.
   Zeolites are a benign alternative to hydrofluoric acid
   arid sulfuric acid—two substances mat are currently
   used in the alkylation of isobutane wim 2-butene.
    Sundell, Mats J., and Jan M. Nasman. "Anchoring
    Catalytic Functionality on a Polymer." Cftemfecrt 23
    (December 1993): 1&-23. OI.FI   .
    Describes the preparation of novel polymer-supported
    catalysts and reagents. Polymer supports can be valu-
    able because they improve the reactivity and selectivity
    of catalysts and reagents, are often non-toxic and non-
    volatile, and in some cases facilitate the removal of
    reagents from industrial reaction pots.
                                                                                    Afwottttd 8tt*o9ftp»iy • 15
                                                                                              August 199S

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Szafran. Zvi, Mono S.ngh, and Ronald M. Pike.  The
M,croscaie Inorgann Laboratory: Safety, Economy,
and Versatility/ Journal of Chem,cal Education 66,
no. 11 (November 1989):  A263-A267.  [I]
Dtscuss^s ongins and need for microscale *
morganiccherrustry.  Describes four major
with traditional inorganic labs'that microscale labs re-
duce  waste generation, lab hazards, limited vanety of
available reagents, and time-consuming experiments.

Tanko, James M., and Joseph F. Blackert.     ^
-Aikylaromatics in Supercritical Carbon Dioxide;
 Sdtex»263 (January 14. 1994): 203-205. [II.FJ
 Z«sgler brommations are typically performed in carbon
 ^Lnionde, An alternative to this environmen ally
 problematic solvent is super ,.ri«l CO^ The .-to
 report higher yields and less by-product formanon.
Tanko, James M., Joseph F. Blackert, andII
Sadeghipourl "Supercritical Carbon Dioxide as a
Medium for Conducting Free-Radical B88*""*:
in Banton by Design: Alternative Synthetic Design
tor *3££Prevention, edited by Paul T. Anastas
and Carol A. Farris, 98-113.  Washington: Amencan
Chemical Society, 1994. [H.BJ
Discusses the use of supercritical carbon dioxide as a
less toxic solvent in chemical synthesis and ™™**c-
 ture. Illustrates the Effectiveness of this solvent by
 describing various brominations performed in it •

 Tanko, James M. Kamrudin N. .Suterhan, Of™*',
       y  Anna Park, and Jennifer E. Powers. "Solvent
          —    • i Free Radical Reactions:
                            t Radical Brominations
  induced by'soivent"
                                                    r Ann M. "Growing Exchange of Information
                                               Sp    PoTutton Prevention Efforts '  CJj/n«a/4 En_
                                               g,nes/7ngNews71,no.30(26July.1993):  3-25. [IV]
                                               Discusses the Responsible Care Prograrn's pollution
                                               prevention code that requires implementation by   ^
                                               members of the Chemical Manufacturers Association.
                                               Describes difficulties with environmental reporting
                                               that have contributed to increased pollution preven-
                                               tion efforts, such as lack of standards and uniform
                                               definitions. Provides examples of pollution prevention
                                               activities within industry.

                                               Timberlake,  Dennis U and Rakesh Govind. -Ejxpjrt
                                               Svstem for Solvent Substitution." Amencan Chemical
                                               S£wPrepnnt of Papers, O^'W"™"'
                                                Chemistry 34, no. 2  (August 1 994): . 2 1 5-2 7.
                                                Pressnted at the 208th ACS National Meeting,
                                                Washington, August 21-25,1 994, [III]
                                                Discusses the capabilities and procedures of PAKI13
                                                program for Assisting the Replacement of .Indmttial
                                                        -       uter  roram that aids in ^««
The solvent pressure effects desmbed in this paper
are relevant to free radical brominatiqns P«rf°™~ m
organic solvents: In late research, the authors show
Zt the relah'or^p»a» v^'for bromiranons per-
fonnedmsupercriticai
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Trost, Barry M. The Atom Efficiency—A Search for
Synthetic Efficiency.'  Science 254 (Dec. 6, 199t)y.
1471-1477!  [V]      •        '             ,    ''••'•-.
Comparison of atom utilizations, on the basis of
theoretical yields, is a rapid way to evaluate the envi-
ronmental impact of alternative routes to a particular
product 'This article explains how such comparisons are
made by way of several example syntheses that involve
carbocyclic ring structures.


Tully J C. "Environmental Education From an
Industrial Perspective.' American Chemical Society
Preprint of Papers, Division of Environmental Chem-
istry 34, no'. 2 (August 1994):  203. Presented, at the
208tb ACS National Meeting, Washington, August _
21-25,1994.  [I]
A brief paragraph about changing trends in the chemi- .
cal industry; focuses, on the principles of industrial  ,
 ecology. Explains the need to educate future deosion-
 makers about environmentally minded curricula.
    *     '•           '.'-''          • "

 Tumas, William, Shaoguang Feng, Richard LflLacheur,
 DavWMorgenstem, Paul Wiinams, Steve. Buetow,
 Carol BumTBemard Fby, Michael Mitchell, Mark Burk,
 and Robert Waymouth. "Chemical and Catalytic
 Transformations in Supercritical  Fluids." American
 Chemical Society Preprint of Papers, Division of
 Environmental Chemistry 34, no. 2 (August 1994)r
 211. Presented at the 208th ACS National Meeting,
 Washington, August 21-25,1994. [II.BJ    .
  A short paragraph describing a research program that
  explores the use of supercritical fluids in the improve-
  ment of reactions, use of new pathways, aiid reduction
  of environmental burdens.                     •
  Tundo, Pietro, Carlos Alberto Marques,and Maurizte
  Selva, "Selective Mww-MethylationotArylaceto-
  nitrites and Methyl Arylacetates by Dimetltylcarborate-
   A Process Without Production of Waste." American
   Chemical Society Preprint of Papers, Division of
   Environmental Cftemfcfty34, no. 2 (August^1994):
   336-339: Presented at the 208th ACS National
   Meeting, Washington, August 21-25,1994. [II.EI
   Describes the use of dimethylcarbonat* inGas-Uquid
   Phase Transfer Catalysis as a non-toxic,highly selective
   metnylatingagentthatdoesnotg^iewtewa^^Pro-
   vides details about alternative methods for alkylating
    arylacetonitriles and arylacetic esters,
.United States Environmentai Protection Agency,
 Office of Research and Development and Office of
 Pollution Prevention and Toxic Substances; :and the
 National Science Foundation.  Proceedings Docu-
 ment: Workshop on Green Syntheses and;Prqcess->
 ing in Chemical Manufacturing. EPA/6Q
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 Veltaccjo. Frank.  "MaKing a Place for Environmen-
 latly Benign Synthesis in the Introductory .Chemistry
'curriculum: Is ,t a Moral imcerative?" Amencan^
 Cf.e '  .
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Wilson, Sharon.  "Peroxygen Technology in the  .
Chemical Industry." Chemistry and Industry no. 7-
(4 April 1994):- 255-258. [II.F]      •           ,-r
This article lists the environmental and economic:
benefits of using peroxygen as a reagent in chemical
synthesis.  Seven oxidation reactions that use peroxygen
technology are described; hydrogen peroxide "inaction"
is illustrated through five examples,  .


Zhang. Zhouyao, Min J. Vang, and Janusz Pawliszyn.
"Solid-Phase Microextraction: A Solvent-Free Alter-
native for Sample Preparation."  Analytical Chemistry
66  (1 September1994):  844A-853A. [II.F]
this report describes the problems associated with.
traditional sample preparation technologies, including
the use of toxic organic solvents and barriers to change.
Solvent-free techniques in three categories (gas-phase,
membrane, and sorbent extraction) are reviewed and
compared with solid-phase microextraction (SPME).
Included are the theoretical aspects, extraction and
desprption characteristics,.applications, and future
developments of SPME.
Zwaard, A. W., H. P..W. Vemneeren, and R. de
Geider "Safety Education for Chemistry Students:
Hazard Control Starting at the Source." Journal of
Chemical Education 66, no. 4 (AprH 19SS): A112-
A114.  (I]                            ,     :
Discusses safety practices and procadiires in chemical
laboratories with a description of a systematic, strategic
approach aimed at eliminating hazards at their source..
The substitution of toxic solvents and the reduction of
•labs to microscale level are used-as examples of .hazard
control at the source.          •-  .
                                                                                     Annoatcd BlbUograptiy • 19
                                                                                                August 1995

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