oEPA
            United States
            Environmental Protection
            Agency
            Environmental Research
            Laboratory
            Corvallis OR 973^0
EPA-600 3-79-075
July 1979
            Research and Development
Effects  and
Fate of  Sewage
Chlorination
Products in
Phytoplankton

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                RESEARCH REPORTING SERIES

Research reports of the Office of Research and Development, U.S. Environmental
Protection Agency, have been grouped into nine series. These nine broad cate-
gories were established to facilitate further development and  application of en-
vironmental technology.  Elimination of traditional grouping was  consciously
planned to foster technology transfer and a maximum interface in related fields.
The nine series are:

      1.  Environmental Health Effects Research
      2.  Environmental Protection Technology
      3.  Ecological Research
      4.  Environmental Monitoring
      5.  Socioeconomic Environmental Studies
      6.  Scientific  and Technical Assessment Reports (STAR)
      1.  Interagency Energy-Environment Research and Development
      8.  "Special" Reports
      9.  Miscellaneous Reports

This report has been assigned to the ECOLOGICAL RESEARCH series. This series
describes research on the effects of pollution on humans, plant and animal spe-
cies, and materials. Problems are assessed for their long- and short-term influ-
ences. Investigations include formation, transport, and pathway studies to deter-
mine the fate of pollutants and their effects. This work provides the technical basis
for setting standards to minimize undesirable changes in living organisms in the
aquatic, terrestrial, and atmospheric environments.
     S^irTqIS aVr ' M ' vt0 the PUbliC thr°ugh the National Technical 'Ca-
     bervice, Springfield, Virginia 22161.

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                                                       EPA-600/3-79-075
                                                       July 1975
EFFECTS AND FATE OF SEWAGE CHLORINATION PRODUCTS  IN  PHYTOPLANKTON
                               by

                        Harish  C.  Sikka
                       Knowlton C.  Foote
                         James  I.  Mangi
                         Edward J.  Pack
                     Life  Sciences Division
                 Syracuse  Research Corporation
                  Syracuse, New York  13210
                   Grant No. R 804-938-010
               Project Officer:  David T. Specht

                       Marine Division
           Corvallis Environmental Research Laboratory
                     Corvallis, Oregon  97330
          CORVALLIS ENVIRONMENTAL RESEARCH LABORATORY
              OFFICE OF RESEARCH AND DEVELOPMENT
             U.S. ENVIRONMENTAL PROTECTION AGENCY
                   CORVALLIS, OREGON  97330

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                                DISCLAIMER
Laborl   yTs    vironLnL Trot ^t^ ^^S Environmental Research
Approval  does not ™g™f7?hal the conient*9^' and aPP™ved  for publication.
policies  of  the U.S. Environmental P?S?nnTSSanly reflect the views and
trade names  or commercia  prS?s coSstitu?^ pSn^' ^ does  niention of
for use.                  nruaucts constnute endorsement or recommendation
                                    ii

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                                    FOREWORD
Effective regulatory and enforcement actions by the Environmental  Protection
Agency would be virtually impossible without sound scientific data on pollu-
tants and their impact on environmental stability and human health.   Respon-
sibility for building this data base has been assigned to EPA's Office of
Research and Development and its 15 major field installations, one of which
is the Corvallis Environmental  Research Laboratory (CERL).

The primary mission of the Corvallis Laboratory is research on the effects
of environmental pollutants on terrestrial, freshwater, and marine ecosystems;
the behavior, effects and control  of pollutants in lake systems; and the de-
velopment of predictive models on  the movement of pollutants in the  biosphere.

This report examines the effects of seven major chloro-organic compounds,
typically formed during chlorination of sewage effluent, on the growth of
seven selected species of marine and freshwater phytoplankton.  Despite the
lack of a discernible effect on their growth at a maximum concentration of
0.1 ppm, there was a substantial variance between some of the algae  in the
uptake and metabolism of some of the compounds.

This information can be important  in assessing the potential for artificially
induced floral changes through species selection or altered grazing  pressure
through the transfer of these accumulated compounds through the food chain.

These results more clearly define  areas of program interest for further
research that can be useful for determining tolerable levels of these com-
pounds in wastewater discharges.
                                                  J.  C.  McCarty
                                                  Acting Director,  CERL
                                     iii

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                                 ABSTRACT


     The effects of seven stable chloro-organic compounds  formed during
chlorination of domestic waste-water on the growth of selected fresh-water
and marine phytoplankton were determined.   The uptake and  metabolism of
selected chloro-organic chemicals by the phytoplankton were also investigated.

     3-Chlorophenol, 3-chlorobenzoic acid,  4-chlororesorcinol, 5-chlorouracil,
5-chlorouridine, 6-chloroguanine or 8-chlorocaffeine at a  concentration of
0.1 PPm, alone or in combinations of up to  4 chemicals, had no significant
effect on the yield of Scenedesmus obliquus. Selenastrum capricomutum.
Microcystis aeruginosa. Dunaliella tertiolectirskeleTo^e^o"statum.
Thalassiosira pseudonana. and Porphyridium sp.  4-Chlororesorcinol and
5-chlorouracil were taken up by certain species but neither chemical was
accumulated to a high level.  The uptake of chlororesorcinol was considerably
greater than that of chlorouracll.  The uptake of 3-chlorobenzoic acid by
the phytoplankton was negligible.

     4-Chlororesorcinol was readily degraded in aqueous solution by the
action of simulated sunlight and both Skeletonema and Selenastrum took up
chlororesorcinol as well as its photodegradation products from the medium.

     Neither Skeletonema nor Selenastrum were able to metabolize 4-chloro-
resorcinol in the dark but appeared to transform it to some extent into
more polar material(s) in the light.
     This report was submitted in fulfillment of EPA Grant R 804^938-010 by
Syracuse Research Corporation under the sponsorship of the U.S. Environmental
Protection Agency.  This report covers the period November 1, 1976 to
February 28, 1978, and work was completed as of February 28, 1978.
                                     iv

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                             CONTENTS
Foreword 	
Abstract   	     iv
Figures	     vi
Tables   	    vii
Abbreviations	     ix
Acknowledgment   	      x

     1.   Introduction 	 ..... 	      1
     2.   Conclusions  	      3
     3.   Recommendations  	      4
     4.   Materials & Methods  	      5
     5.   Results	     14
     6.   Discussion   	•	•  •     26

References	 •  • •	     28
Appendix     	     31

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                                  FIGURES

Number
   1     Structures of chloro-organic compounds involved
         in this study
  A6
  A7     Calibration curve (cell number vs. optical density) for
         Skeletonema costatum  . .  .
   2     Typical protocol for a four-chemical factorial experiment .     9

   3     Effect of 3-chlorophenol , 4-chlororesorcinol and
         5-chlorouracil at 0.1 ppm on the growth of Scenedesmus
         obliquus at two levels of nitrate concentration . .  . .  . .    16

   4     Effect of 3-chlorophenol, 4-chlororesorcinol, and
         5-chlorouracil at 0.1 ppm on the growth of Selenastrum
         capricormitum as a function of two levels of nitrate —
         concentration .........
                                                                        17
   5     Photodegradation of 4-chlororesorcinol in simulated
         sunlight	      25

  Al     Calibration curve (cell number vs. optical density) for
         low concentrations of Microcystis aeruginosa  	    32

  A2     Calibration curve (cell number vs. optical density) for
         high concentrations of Microcystis aeruginosa 	    33

  A3     Calibration curve (cell number vs. optical density) for
         Dunaliella tertiolecta  	    34

  A4     Calibration curve (cell number vs. optical density) for
         Porphyridium sp	        05

  A5     Calibration curve (cell number vs. optical density) for
         Scenedesmus obliquus	                              0/:
                    •	'	                 	    Jo
Calibration curve (cell number vs.  optical density) for
Selenastrum capricornutum   	
                                 	    38

  A8     Calibration curve (cell number vs. optical density) for
         Thalassiosira pseudonana  	


                                      vi

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                                  TABLES

Number                                                                  Page
                   14
   1     Uptake of   C-chlororesorcinol by phytoplankton 	    18

                   14
   2     Uptake of   C-chlorouracil by phytoplankton 	    19

                   14
   3     Uptake of   C-chlorobenzoic acid by phytoplankton 	    20

                         14
   4     Distribution of   C-chlororesorcinol and its degradation
         products in Skeletonema incubated with the chemical
         for 10 days	    22

                         14
   5     Distribution of   C-chlororesorcinol and its degradation
         products in Skeletonema and Selenastrum incubated
         with the chemical in the light and dark	    23

  Al     The effects of various chloro-organic chemicals at  0.1  ppm
         on the yield of Dunaliella fertiolecta  	    40

  A2     The effects of various chloro-organic chemicals at  0.1  ppm
         on the yield of Dunaliella tertiolecta  	    41

  A3     The effects of various chloro-organic chemicals at  0.1  ppm
         on the yield of Microcystis aeruginosa  	    42

  A4     The effects of various chloro-organic chemicals at  0.1  ppm
         on the yield of Microcystis aeruginosa  	    43

  AS     The effects of various chloro-organic chemicals at  0.1  ppm
         on the yield of Porphyridium sp.	    44
                                                    i
  A6     The effects of various chloro-organic chemicals at  0.1  ppm
         on the yield of Porphyridium sp.	    45

  A7     The effects of various chloro-organic chemicals at  0.1  ppm
         on the yield of Scenedesmus* obliquus	    46

  A8     The effects of various  chloro-organic chemicals at  0.1  ppm
         on the yield of Scenedesmus  obliquus	    47
                                    vii

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Tables (continued)

Number
                                                                        Page
  A9     The effects of various chloro-organic chemicals  at  0.1  ppm
         on the yield of Selenastrum capricornutum 	    48

 A10     The effects of various chloro-organic chemicals  at  0.1  ppm
         on the yield of Selenastrum capricornutum	    49

 All     The effects of various chloro-organic chemicals  at  0.1  ppm
         on the yield of Skeletonema costatum	    50

 A12     The effects of various chloro-organic chemicals  at  0.1  ppm
         on the yield of Skeletonema costatum	    51

 A13     The effects of various chloro-organic chemicals  at  0.1  ppm
         on the yield of Thalassiosira pseudonana  	    52

 A14     The effects of various chloro-organic chemicals  at  0.1  ppm
         on the yield of Thalassiosira pseudonana  	    53

 A15     Representative data comparing cell numbers obtained by
         direct counting and from a calibration curve for
         Porphyridium sp	    54
                                      viii

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                 LIST OF ABBREVIATIONS








CB —         3-chlorobenzoic acid




CC —         8-chlorocaffeine




CG —         6-chloroguanine




CP —         3-chlorophenol




CR —         4-chlororesorcinol




CU —         5-chlorouracil




CUD —        5-chlorouridine
                            ±x

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                               ACKNOWLEDGMENTS
     We are grateful to Dr.  Sujit Banerjee for synthesizing 14C-labeled
5-chlorouracil and to Mr.  Gary Dec for technical assistance.

     We thank Dr.  K.G. Mehrotra,  Professor of Statistics, Department of
Computer and Information Sciences, Syracuse University,  for his help in
statistical analysis of the  data.


     Our sincere appreciation is  extended to Mr. David T. Specht of the
Marine Division, Corvallis Environmental Research Laboratory, U.S. Environ-
mental Protection Agency,  Corvallis,  Oregon, for his constructive suggestions
during the course of these studies.

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                               SECTION 1

                             INTRODUCTION


     Chlorination Is a widely-used practice for disinfecting municipal waste-
waters or combined municipal-industrial wastes before they are discharged
into receiving waters.  The quantity of chlorine used for sewage treatment is
expected to increase as municipalities initiate or upgrade their treatment to
include chlorination as a disinfectant to meet state or local standards in
lieu of not yet widely accepted alternatives such as ozonation or bromination.
Additionally, an increasing number of industries have been required to provide
waste-water treatment which often includes effluent chlorination.

     It is conceivable chat some organic compounds may escape secondary treat-
ment or be only partially degraded and as a result they may react with
chlorine, yielding persistent, potentially toxic organic compounds.  Recently,
Glaze .et al.  (13) and Jolley (17,18) have shown that chlorine-containing
organic compounds are produced when sewage effluents are chlorinated.
Jolley (18) has identified 17 stable, chlorine-containing organic compounds
in domestic waste-water effluent which had been chlorinated to a 1 to 2 mg/Ł
combined chlorine residual.  Some of these compounds included chlorinated
phenols, aromatic acids, purines and pyrimidines.  Barnhart and Campbell (2),
in studies of industrial  waste-water effluents observed that chlorine reacted
readily with phenol, m-cresol, and aniline under conventional effluent treat-
ment conditions.  Based on the assumption that a total of 100,000 tons of
chlorine is used annually in the U.S. for disinfecting waste-water, Jolley (18)
estimated that approximately 5,000 tons of stable chlorine-containing organic
compounds would be released to the receiving water ecosystem annually.

     The presence of chloro groups is known to render benzenoid compounds
more resistant to microbiological degradation (1), which suggests a potential
for accumulation of these compounds in receiving waters.  The introduction
of chlorinated organics into the aquatic environment is of great environ-
mental concern because of their potential toxicity to various organisms.  In
order to evaluate fully the impact of waste-water chlorination on the aquatic
environment, it is necessary that we know the effects and fate of the
chlorination products in the biota.  The toxicity of residual chlorine on
aquatic life has been extensively investigated and was recently reviewed by
Brungs (5).  However, very little information is available on the effects of
stable chlorine-containing organic compounds that may have been produced
during the chlorination process.  Gehrs et al. (12) have recently reported
that both 5-chlorouracil and 4-chlororesorcinol, which are among the con-
stituents in chlorinated effluents, decreased the hatchability of carp eggs
at concentrations as low as 1 ppb.

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     ™yt°P^nkton 'onf ^ute a vital Part °f the aquatic biota.   An adverse

        f  H6 ST      ^^Plankton, which represent  the  first  link in the

          ?      ?* ^  ^ adV6rSe 6ffeCtS °n the entire  ecosystem.  Algae
                                                                     .

the ±«r? ^ ^ ^"^J r°le in ^termining the fate of  chloro-organics in

adLSttn    H/Sy  r*    Gy ^ rem°Ve the <*emicals from  the  environment by

accumulatin   f°r,   °r?tl0n ^ "** subse /\ -P ^"U1  j
aquatic ecosystems.             chlorine-treated waste-waters into the



     Specific Objectives:
          products ori-hffeCt °u selected sewage-effluent  chlorination
          products on the growth of fresh water and marine phytoplankton.



          theSeffLfhnfintera^ti°n am°n8 the  test  chemicals by examining
              effect of one chemical in the presence  of  the other chemicals,


                                                  on the
     4.
             — — «*• j i.i.ic mi i nice* f\f- 4-i-iA. j-	_t_  i       -
                                                                    and
          To study the metabolism of the test  chemicals  by the phytoplankton.

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                                SECTION 2

                               CONCLUSIONS
     A number of chloro-organic compounds produced during chlorination of
waste-water, such as 3-chlorophenol, 3-chlorobenzoic acid, 4-chlororesorcinol,
5-chlorouracil, 5-chlorouridine, 6-chloroguanine and 8-chloroguanine at a
concentration of 0.1 ppm alone or in combinations of up to four chemicals,
had no significant effect on the yield of several fresh-water and marine
phytoplankton species.

     4-Chlororesorcinol and 5-chlorouracil were taken up by certain species
but neither chemical was accumulated to a high level.  The uptake of
3-chlorobenzoic acid by the phytoplankton was negligible.

     Neither Skeletonema costatum nor Selenastrum capricornuturn were able to
metabolize 4-chlororesorcinol in the dark but appeared to transform it to
some extent into more polar material(s) in the light.

     These findings suggest that simple mono-chlorinated organic chemicals,
at the concentrations tested, are not expected to have any significant effect
on growth of phytoplankton in the aquatic environment.

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                                  SECTION  3




                               RECOMMENDATIONS
                         ^ ^  a UUmber °f  8imPle *°n°-chlorinated  organic

ec     thv          ^lorination of  sewage  effluents have no  significant

in order to fuMv i   fre^-^ter and marine phy toplankton .  However,

reco±nd thf t : ^            environmental  impact of  these chemicals  we
recond th t :





     *"
          chemi^lf r" ^ r^"^11  t0  deter***e  the  toxicity  of  the
          chemicals to aquatic  invertebrates  and  fish.





                                                 by  fish and  ***** Should
                              Pr?cesses  (biodegradation, photodegradation,

          bhavior  f    S    ment) WMCh  may  dete^ne  the  environmental


                   of  environhe^Cf S,  ShOUld be  Studled'   The  rates  and


                          -

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                                   SECTION 4

                              MATERIALS  AND METHODS
 CHEMICALS

      The chemicals  tested for toxiclty to  phytoplankton included 3-chloro-
 benzoic acid,  8-chlorocaffeine,  6-chloroguanine,  3-chlorophenol, 4-chloro-
 resorcinol,  5-chlorouracil,  and  5-chlorouridine (Figure 1).   These chemicals
 were  among the 17 stable chlorine-containing organic compounds  which
 Jolley  (18)  identified in chlorinated sewage effluents.   These  chemicals
 were  specifically selected because  their concentrations in chlorinated
 sewage-effluents were  relatively high compared to those of other chlorine-
 containing organic  compounds.

      3-Chlorobenzoic  (99%),  3-chlorophenol (97% or greater),  and 4-chloro-
 resorcinol (99%) were  purchased  from Aldrich Chemical Company;  5-chlorouracil
 and 5-chlorouridine (both Grade  A)  from Calbiochem;  6-chloroguanine from
 Sigma Co.,  and 8-chlorocaffeine  (98-99%) from ICN.   Uniformly ring-labeled
 14C-3-chlorobenzoic acid (sp.  activity 4.6mCi/mM)  and ll*C-4-chlororesorcinol
 (sp.  activity  9.5mCi/mM)  were  purchased from the  California Bionuclear Corpor-
 ation,  Sun Valley,  California.   14C-5-Chlorouracil was  synthesized in our
 laboratory by  chlorinating ltfC-uracil using  the procedure  described by West
 and Barrett  (30).   The lifC-chlorouracil produced was  then purified by high-
 pressure liquid chromatography (HPLC)  using  a Waters  Associates  (Milford,
 Mass.)  liquid  chromatograph  (model M6000A) equipped with a U.V.  detector
 (Schoeffel Instrument  Corp., Westwood,  N.J.,  model GM770).  A 4  mm (i.d.)
 X 30  cm column packed  with y Bondapak C18  reversed phase medium  (Waters
 Associates) was utilized.  Chlorouracil was  detected  by its absorption at
 282 nm.  The solvent system used was  methanol:water  (1:7 v/v) which provided
 excellent  separation of  the unreacted uracil  from 5-chlorouracil.   The
 reaction solution was  injected directly into  the HPLC;  the fraction containing
 5-chlorouracil, as  indicated by  the UV detector, was  collected and stored in
 freezer for subsequent use.  Analysis  of this  fraction by  HPLC showed that
 14C-chlorouracil had a purity  of greater than 99%.


ALGAL SPECIES

     The fresh-water phytoplankton species tested were Microcystis  aeruginosa
 (Cyanophyta),  Scenedesmus obliquus (Chlorophyta), and Selenastrum  capricornutum
 (Chlorophyta).  The marine phytoplankton were Dunaliella tertiolecta (DUN
clone)  (Chlorophyta),   Skeletonema costatum (SKEL clone)(Bacillarlophyta),
Thalassiosira pseudonana  (CN clone)(Bacillariophyta) and Porphyridium sp.
 (Rhodophvta).  The stock cultures of the,fresh-water 5algae were obtained

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                                                    COOH
                       3-Chlorobenzoic acid
                                                          Cl
                                                  O     CH,
                       8—Chlorocaffeine
                        3-Chlorophenol
                                                           Cl
                        6—Chloroguanine
                         4—Chlororesorcinol
                         5—Chlorouracil
                          5—Chlorouridine
Figure  1.   Structures of  chloro-organic compounds  involved in  this study.

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 from the Culture Collection of Algae,  University of Texas at Austin.   The
 cultures of marine species were obtained from the Woods  Hole Oceanographic
 Institute,  Woods Hole,  Mass.   All cultures were axenic except for Microcystis
 aeruginosa.
 CULTURING OF ALGAE

      Scenedesmus  obliquus  and Selenastrum capricornutum were  grown  axenically
 in the medium specified in the Algal  Assay Procedure,  EPA,  1971 (28).   Non-
 axenic Microcystis aeruginosa was  grown  in a modified  Gorham's  medium  con-
 sisfing of the following ingredients  (ymoles/Ł)  in  glass distilled  water:
 NaN03 (2000),  MgCl2 (200),  MgSOit*7H20 (200), CoCl2  (200), K2HPOH  (100),
 FeCl3 (4),  NaEDTA (20),  H3B03 (40), MnCl2-H2Q  (2),  ZnCl2 (0.0008),  CoCl2
 (0.08).   The initial pH of the medium was 7.5.   All four fresh-water species
 were  grown on  a reciprocating  shaker (100 oscillations/min)  under  controlled
 environmental  conditions;  21°C ± 1°C,  and 400  ft-c  continuous illumination.

      Skeletonema  costatum,  Thalassiosira pseudonana., and Dunaliella tertiolecta
 were  grown axenically  in  Modified Burkholder's  artificial  seawater medium
 recommended by the Environmental Research Laboratory,  USEPA,  Corvallis,
 Oregon (1974).  Porphyridium sp. was  grown axenically  in Modified Burkholder's
 medium supplemented with the following:  16.48 mg N/l as  NaN03,  4.45 mg P/l as
 K^HPOij,  4.94 mg Si/1 as  Na2Si03-9H20,  1  yg/1 biotin, 0.2 mg/1 thiamine-HCl and
 1  ml/1 NAAM (29)  trace metal mix (0.1856 g H3B03; 0.416  g MnCl2'4H20; 0.032 g
 ZnCl2;  1.428 mg CoC^^HgO;  0.0214 mg CuCl2'2H20; 7.26 mg Na2Mo04 • 2H20 per
 liter).   The salinity was  adjusted to  32 ppt and the pH  to  7.5  After filtra-
 tion  through a 0.45  urn membrane filter (pre-rinsed  w/H20),  1  ml/1 sterilized
 Fe-EDTA solution  (33.05  yg  Fe/ml as FeCl3+ 300 yg/ml Na2EDTA) was added
 aseptically.    All three marine species  were grown  at  17-18°C and 450-550 ft-c
 continuous  illumination.   Dunaliella  and Porphyridium  cultures were placed on a
 reciprocating shaker (100  oscillations/min), while the  diatoms Skeletonema
 and ^halassiosira  were kept  static and hand-swirled once/day.

      Since we  were interested in examining the response  of  several  species of*
 algae to  a number  of  chloro-organic compounds, batch culture  was the method
 of choice.   This method, in  comparison with continuous-culture assay, provides
 a  quick  and  relatively simple method  for establishing  the relative  toxicity of
 pollutants as  well as the range of toxicity of each pollutant.

      The  algae were grown in  100 ml aliquots in  sterilized  250 ml Erlenmeyer
 flaskscapped  by• Bellco  "Kap-Uts"  covers.   To initiate  an  experiment,
 sufficient inoculum was  added to sterile  growth medium to give the  following
 initial  cell concentrations:  1  x 103 cells/ml for Dunaliella  and Skeletonema;
 1  x 10^  cells/ml for Porphyridium, Thalassiosira, Scenedesmus, and  Selenastrum;
 and 5 x  104 cells/ml  for Microcystis.  The test  chemicals,  dissolved in
 absolute  ethanol,  were then added  to the  culture aseptically  so that the
 final concentration of each chemical along with  its solvent ethanol in the
medium  was 0.1 ppm and 0.01%,  respectively.  The concentration of  the
 chemicals to be tested,  0.1 ppm, is considerably higher  than  expected to be
present in the environment  (17).   If a given chemical  at a  concentration
 substantially higher than that occurring  in the environment proves  to have no

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effect on the algae, the safety of the chemical(s)  to the algae will have been
established.  The ethanol at the concentrations used was shown to have no
effect on the growth of any of the algae except for Microcystis.  In non-axenic
cultures of Microcystis, 0.01% ethanol severely repressed algal growth.  If
the ethanol was eliminated, the algae exhibited normal growth.  Therefore, in
Microcystis experiments, 100 yl of the selected chemical(s) in ethanol was
added to each sterile flask which was then capped by a Bellco "Kap-Uts" cover.
The flasks were placed on a warm surface (30°C) overnight so that the ethanol
evaporated and diffused out of the flasks.  The following day, 100 ml of
modified Gorham's medium was added to each flask.  The flasks were placed on
a reciprocating shaker  (100 oscillations/min) for 8 hr at 22°C to dissolve .the
chemical(s).  Tests with one of the chloro-organic chemicals, 5-chloro-
uracil-^C  (carbon uniformly labeled), showed that 97.7% of the dried chemical
redissolved  in Gorham1s medium in 1 hr and 99.3% by 4 hr.

      The growth of  the  algae was measured every two to three days following
treatment  (except in  the case of Skeletonema) by measuring the absorbance at
650 nm  in  a  Gary spectrophotometer.   The experiments were  continued  at least
until the  stationary  plateau had been reached  (i.e.,  the yield), which took
10-13 days in most  experiments and up to 40  days in  the Porphyridium experi-
ments.   Calibration curves  relating absorbance at  650 nm and  the number  of
cells,  using a Model  B  Coulter Countermand the Gary  spectrophotometer were
prepared (Figures A1-A8).   Approximately  20% of all  readings were verified
by  counting directly  the number of cells with  a Coulter  Counter Model B  or  an
American Optical Bright-line hemacytometer and comparing with the calibration
 curves  (Table A15).
 EXPERIMENTAL DESIGN

      By means of a factorial experiment (6 ),  the effects of a number of
 different combinations can be investigated simultaneously.  The decision to
 use the factorial design was based on the desire to gain as much information
 as possible on the interrelationships between the chemicals and their effects
 on algal growth, and still work within the time and resource constraints
 imposed by the project.  To study the effects of all seven chemicals in all
 combinations on a single alga would require 27 or 128 flasks with no repeti-
 tions.  Instead, it was decided to use for each alga  four protocols of
 16 flasks each, and also repeat some of the chemical combinations two and
 three  times in the four protocols.  Each of the four protocols consisted of
 15 treatments plus a control.  In another protocol, a different combination
 of four chemicals was  tested.  Not all possible, combinations of four chemicals
 were  tested, nor was any combination involving more than  four chemicals tested.
 The concentration of each chemical was 0.1 ppm.  When a mixture was used,
 the total concentration of chloro-organic chemicals was 0.2, 0.3, or 0.4 ppm
 depending if 2, 3, or  4 chemicals were used in  combination.

       A typical  experimental protocol is  shown in Figure 2, where  © means
 the chemical is present and  0 means it is absent, e.g.  combination  (D
 has chemicals:  3CP, 4CR, and  5CU.

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©
©
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®
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©
©
3CP© 8CC© 4CR© 5CU©
3CP© 8CC© 4CR© 5CU©
3CP© 8CC© 4CR© 5CU©
3CP© 8CC© 4CR0 5CU©
3CP© 8CC0 4CR© 5CU'©
3CP© 8CC0 4CR(J) 5CU0
3CP© 8CC0 4CR0 5CU©
3CP© 8CC© 4CR0 5CU©
3CP0 8CC0 4CR© 5CU©
3CP0 8CC© 4CR© 5CU©
3CP0 8CC© 4CR0 5CU©
3CP© 8CC© 4CR0 5CU0
3CP0 8CC0 4CR© 5CU©
3CP0 8CC0 4CR© 5CU©
3CP0 8CC0 4CR© 5CU©
3CP0 8CC0 4CR0 5CU0
Figure 2.  Typical protocol for a tour-chemical factorial experiment.

          (l) —  (i?) represent the culture flask number in a given
                  ^-^ experiment.  Number 16 is the control.

           3CP = 3-chlorophenol
           4CR -'4-chloforesorcinol
           5CU'• 5-chlorouridine
           8CC = 8-chlorocaffeine

-------
ANALYSIS OF GROWTH DATA

     When a combination of chemicals is added to a culture of algae, the
overall growth effect model of a combination is the sum of each chemical
taken alone plus any interactions among the chemicals that may occur.  For
the combination of chemicals A and B, the growth effect would be the algebraic
sum of the effect of A alone plus the effect of B alone, plus any interaction
effect of A plus B together beyond the effects of either alone. Thus, the
overall yield, YA fi, will contain the following factorial components:


     YA,B = V + k'A + k'B + K'^ + error factor,


where y = average yield of all flasks in a protocol.

     k'A = main effect, due to chemical A

     k'B = main effect, due to chemical B

     k*AB = lnteraction effect, due to chemicals A plus B.

Since the error factor is not known, an estimate of Y. _ is obtained denoted
   A                                                 A,B
as Y. „.  Thus:
The main effects and interactions (k') for each component  of Y were obtained
from  the yield  (k) of each treatment using computer analysis and the methods
of Yates (6).  Once the k1 values were obtained, they were tested for signi-
ficance using the F test.

    In the  analysis of variance using the F test, the error variance was
calculated  assuming that three and four factor interactions were negligible
 ( 6)  and could  be used as an estimate of the population variance.  Thus,  for
a.particular protocol, the effect means (k') for all three and four factor
interactions of a protocol were pooled and the error variance calculated.
The F test  was  then used to determine the significance of each one, two,  and
any^large three and four factor interactions.  If the F test showed a chemical
or interaction  k  value to be significant, the overall growth constant, ?,
 for  that treatment was calculated and tested for significant difference from
 the  control using the t-test.


 UPTAKE OF CHLORO-ORGANIC CHEMICALS BY PHYTOPLANKTON

      The chemicals used  for these studies were  ^C-labeled  3-chlorobenzoic
 acid, 5-chlorouracll. and  4-chlororesorcinol.  The two chemicals 5-chloro-
 uracil  and  4-chlororesorcinol were chosen because of their  toxic potential (27),
 whereas,  3-chlorobenzoic acid was selected since it was readily available in


                                        10

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radioactive-labeled form.  Four species were used in this study, two of which
were marine (Dunaliella tertiolecta and Skeletonema costatum) and two fresh-
water (Selenastrum capricornutum and Scenedesmus obliquus).  Scenedesmus and
Selenastrum were grown in the medium described earlier.  Since the modified
Burkholder's medium used in the growth studies did not give sufficient
biomass needed for the uptake studies, a fortified f/2 medium of Guillard and
Ryther (14) was substituted.  The composition of the medium is as follows:
NaN03 (75 mg), NaH2P(VH20 (5 mg), NaSi03-9H20 (15-30 mg), Na2-EDTA (4.35 mg) ,
FeCl3-6H20 (3.15 mg), CuS(V5H20 (0.01 mg) , ZnS04-7H20 (0.022 mg) , CoCl2-6H20
(0.01 mg), MhCl2-4H20 (0.18 mg), NajpMoO^ • 2H20 (0.006 mg) , thiamine-HCl (0.1 mg) ,
biotin (0.5 ug), vitamin  B12 (0.5 ug) in one liter of aged sea-water.

     The above medium was filtered to remove any suspended material, buffered
with 5 mM glycyglycine, adjusted to pH 7.5, autoclaved, and allowed to stand
over night at room temperature.  The following day, the previously described
autoclaved major nutrients and trace elements were added aseptically.  A stock
solution of lJiC-chlorobenzoic acid, ^C-chlorouracil, or ll+C-chlororesorcinol
in ethanol or methanol was added to a suspension of exponentially growing
cultures with a cell density of 105 cells/ml for Scenedesmus and Selenastrum
and 106 cells/ml for Skeletonema and Dunaliella.  The final concentration of
the ^C-chemical in the cell suspension was 1 ppm.  The concentration of
methanol or ethanol did not exceed 0.08%.  The rationale for using a higher
concentration of the chemical in the uptake studies was to facilitate detection
of the chemical because its uptake by the cells was low at 0.1 ppm and our
previous studies showed 3-chlorobenzoic acid, 5-chlorouracil, and 4-chloro-
resorcinolto be non-toxic to marine algae at a concentration of 1 ppm (27).
The cultures were agitated on a rotary shaker to keep the cells in suspension.
For determining uptake of chlorobenzoic acid, aliquots of cell suspension
were withdrawn at 0, 1, 2, 4, 7, 24, an,d 48 hr and filtered through a 0.45 ym
cellulose acetate Millipore© membrane filter.  The filter and the cells were
rinsed consecutively with 5 ml, 10 ml, and 5 ml of fresh growth medium.  The
filter containing the algae was then transferred to scintillation fluid, and
counted for 14C in a Packard Tri-Carb liquid scintillation counter.

     In order to determine if the membrane filter retained 3-chlorobenzoic
acid, an aliquot of ll*O-chlorobenzoic acid solution without the algae was
passed through the membrane filter which was then rinsed consecutively with
5 ml, 10 ml, and 5 ml of the fresh medium.  The filter was then transferred
to a scintillation vial and counted for radioactivity.  Prior to starting the
uptake studies, a quench curve was established for the different species.  The
amount of llfc associated with the cells was .corrected for iHC retention
(i.e. cpm) by the filter and for cellular quenching.

     The procedure used to determine the uptake of 14C-chlorouracil was
similar to 3-chlorobenzoic acid-UL-14C.  Due to thejiigh retention of

5-chlorouracil by the cellulose acetate Millipore ^membrane filter, this

filter was replaced by a Gelman ©DM-450 filter (0.45 \m pore diameter),-a
copolymer of acrylonitrile and polyvinyl chloride, which showed a very low
retention for the chemical.  The amount of lt+C uptake was corrected for this,,
filter retention as well as for quenching.


                                       11

-------
     In uptake studies studies with ^C-chlororesorcinol,  it was necessary,
however, to use centrifugation as a means of collecting and washing cells
since all the membrane filters tested retained a significant amount of the
chemical, which interfered with the measurement of the chemical's uptake by
the cells.  At each time point, duplicate 5-ml cell suspensions were centri-
fuged for 5 minutes at 2500 rpm.  The supernatant was removed and the pellet
washed twice by suspending it in 10 ml of the fresh medium without the chemical
and then centrifuging the suspension.  After the washings, the cells were
extracted with 5 ml of ethanol and then transferred to a scintillation vial
for counting for radioactivity.  Separate controls indicated that the adsorp-
tion of the chemical to the glassware was too low to be detected.


METABOLISM OF 4-CHLORORESORCINOL BY PHYTOPLANKTON

     In order to obtain sufficient cellular material for studying metabolism
of chlororesorcinol by Skeletonema and Selenastrum. the algae were cultured
in Fernbach flasks in 2 liters of the appropriate growth medium.  ^C-Chloro-
resorcinol was added to the cell suspension when it reached a density of
approximately 10b cells/ml.  After it was determined that the cells contained
sufficient radioactivity for chromatographic purposes, the cells were separated
from the medium by centrifugation.  The pellet was resuspended in the growth
medium, centrifuged, the supernatant discarded.  This pellet was then extrac-
ted twice with methanol.  The methanol extract was concentrated under vacuum
and spotted on thin- layer silica-gel and cellulose plates.  The plates were
developed in the following systems:

     Cellulose plates

          1)   water-saturated  toluene race tic acid (4:1)
          2)   ethanol: water: ammonium hydroxide  (16:3:1)

     Silica-gel plates

          1)   chloroform: ethyl acetate: acetic acid  (100:5:3)
          2)   toluene :methanol: acetic acid  (45:8:4)

Authentic  ^C-chlororesorcinol was co chroma to graphed for  comparison with  the
          III?        Were SCanned for radioactivity on a Nuclear Chicago
 i-onH            contai?lng the labeled chemical but no algae was acidified
 to PH 2 and extracted with ethyl ether.  The ether extract was counted  for
  C,  concentrated  under vacuum, and chromatographed as described above.


 PHOTODEGRADATION OF 4-CHLORORESORCINOL

 H*nn  f aq^OUS  S°lutl0n °f  Chlororesorcinol was irradiated with  a 450-Watt
 ex^nX/tf ^ PfeSSUr? ***?? lamp  fitted with a py«* 7740 filter which
 amotnl oV^i^f  WT ng^ fess  than 280 nm.  As there is no  significant
 amount of radiation in sunlight with  a wavelength less than 280 run, it is
                                      12

-------
assumed that the photodegradation of the chemical in aqueous solution in
these studies would be similar to that occurring in the sunlight.  The
irradiation was carried out in a photochemical reactor (Ace Glass Company),
which consists of a jacketed borosilicate glass vessel and is equipped with a
side arm for withdrawing samples.  A double-walled water-cooled quartz well,
housing the light source and filter., is fitted into the vessel and is immersed
in the solution to be irradiated.  Aliquots of photolyzed solution were with-
drawn at appropriate intervals and analyzed for chlororesorcinol by high-
pressure liquid chromatography.  The instrument and column used were the same
as those described for the purification of 5-chlorouracil.  A solvent system
consisting of acetonitrile:5% glacial acetic acid in water (50:50 v/v) was
used to analyze the chemical.  The retention volume of chlororesorcinol on
the HPLC column was 3.8 ml.  Chlororesorcinol was detected by its absorbance
at 283 nm.
                                      13

-------
                                  SECTION 5

                                  RESULTS


EFFECTS OF CHLORO-ORGANIC CHEMICALS ON THE GROWTH OF PHYTOPLANKTON

     It is quite likely that algae in the bodies of water receiving chlor-
inated waste-waters will be exposed to several chloro-organic chemicals
simultaneously.   As a result, there may be either synergistic or antagonistic
effects produced by the interaction of these chemicals.   Individually,  a
given chemical may not be toxic to certain species.  However, the response
of a species to a particular chemical may be altered by  the presence of
another chemical(s).  Therefore, in evaluating the effects of chloro-organic
chemicals, the interaction among various chemicals should also be considered.
Interaction among certain organic pollutants in marine algae has been
recently reported by Mosser et al. (22) .  They observed  that DDT counteracted
the toxicity of PCB's in a marine diatom, whereas DDE and PCB's acted syner-
gistically in inhibiting the growth of the alga.  In these studies, we
examined the effects of the chemicals alone, as well as  in combination with
other chloro-organic chemicals to determine  if the chemicals interact with
each other.

     It is well known that phytoplanktonic species vary  greatly in their
response to pollutants.  Dunstan  (8) recently reported that different
phylogenetic groups of marine phytoplankton  and species  within these groups
varied considerably in their response to effluent from the same sewage
treatment plant.  Since the results based on the effects on one or two
species can be misleading, we examined the effects of the chemicals in
several algal species.

     Yield data of  algae with selected chemicals are shown in Tables A1-A14.
Of the 278 different  treatments representing single chemicals and their
combinations with 7 algal species, only 21 were found to either significantly
stimulate or inhibit  algal  growth.  Of these 21 treatments,  the effects due
to 9 treatments, when tested in other protocols, were found  to be non-signi-
ficant.   Chloroguanine may  possibly have an effect on Thalassiosira.  It
reduced the growth  by 6% in one protocol and by 8.5% in another.  The effects
of the remaining 11 significant treatments were tested only  once, with six
treatments being stimulatory and  five being inhibitory.

     Because of  these inconsistent results, most  if not all  of the significant
results must be  treated  as  being  inconclusive.  As  a  result,  it is concluded
that these  chemicals  at  Q.lppm alone  or in combinations of  up to  four
chemicals had  little  effect,  if any, on the yield of  algae  tested.   It is
                                      14

-------
suggested, however, that further selected testing should be carried out to
substantiate one way or another the effects of some of these chemicals on
algal growth.


EFFECT OF NITRATE CONCENTRATION ON THE TOXICITY OF THE TEST CHEMICALS

     Environmental factors such as temperature, salinity, light, pH and
nutrients influence the metabolic activity of algae.  It is expected that
the response of the organisms to toxicants may vary with changes in these
factors.  An organism  may become more susceptible to outside stress under
environmental conditions which do not favor its optimal growth (3, 11,
19,20,21).  Hannan and Patouillet (16) observed that the toxicity of mercury
to algae increased with decreasing nutrient concentrations.  Fisher e± al. (11)
reported that the growth of the diatom Thalassiosira was unaffected by PCBs
in high nitrate media, but was substantially reduced in the media containing
lower nitrate levels.

     In order to assess the influence of nutrient level on the toxicity of
the chloro-organic chemicals, the algae were grown in the media containing
the test chemical(s) and varying amounts of nitrate.  Two nitrate levels
were examined: (i) that specified in the Algal Assay Procedure, EPA (1971)
and (ii) 10% of this level.  These studies included the effects of three
chloro-organic chemicals on Selenastrum and Scenedesmus.

     As shown in Figures Sand 4, nitrate deprivation does not appear to
have any influence on the effects of the chloro-organic chemicals.


UPTAKE OF CHLORO-ORGANIC COMPOUNDS BY PHYTOPLANKTON

     These studies were done using ll4C-labelled chemicals.  The chemicals
used for these studies were 3-chlorobenzoic acid, 4-chlororesorcinol, and
5-chlorouracil.  The species included in these studies were Dunaliella
tertiolecta. Skeletonema costatum (both marine), Selenastrum capricornutum
and Scenedesmus obliquus (both fresh-water).

     The uptake studies were carried out at an initial concentration of 1 ppm
of the test chemical in the medium and a cell density of 10  - 10  cells/ml.
The rationale for using a higher concentration of the chemicals and a higher
cell density compared to the growth experiments was to facilitate detection
of the chemicals if their uptake by the organisms was low.

4-Chlororesorcinol;  The uptake of l4C-4-chlororesorcinol by all four species
was rapid (Table 1).  In the cases of Scenedesmus, Selenastrum, and Skeletonema,
uptake of the chemical reached its maximum within one hour of treatment,
whereas the maximum uptake in Dunaliella was observed 24 hours after treat-
ment.  The four species varied in their ability to accumulate chlororesorcinol
from the medium.  They accumulated the chemical in the following order:
Skeletonema > Dunaliella > Selenastrum > Scenedesmus.
                                       15

-------
      I
     CO
            X10~1
         o
         IS
            XI0
              p-2
         Q
         1
         4>rf
         a
         O
            X10~a
                                          D Control With Full N03 (4.2 mg N/1)
                                          • Growth With Full IM03 + All 3 Chemicals
                                          O Control With 1/10 NO3 (0.42 mg N /1)
                                          A Growth With 1/10 NO3 + All 3 Chemicals
                                       _L
                           1
1
                                           6        8
                                        Days After Treatment
                                             10
                 12
14
Figure  3.
  l ™  3-chi°r°Phenol» 4-chlororesorcinol and 5-chlorouracil
0.1 ppm on the  growth of Scenedesmus  obliguu» at two  levels
             of  nitrate concentration."
                                          16

-------
   I
  CN
  O)
  (O
         X10
                                       D Control With Full NO3 (4.2 mg N /1)
                                       • Growth With Full N03 + All 3 Chemicals
                                       O Control With 1 /10 N03 (0.42 mg N /1)
                                       A Growth With 1/10 N03 + All 3 Chemicals
        X10
           -3
, I , I.I. I .
I 1 1 1
                                       6        8
                                    Days After Treatment
10
12
14
Figure  4.   Effect of 3-chlorophenol, 4-chlororesorcinol, and 5-chlorouracil
            at 0.1 ppm on the growth of  Selenastrum capricornuttim as a
                  function of  two levels  of nitrate  concentration.
                                         17

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                           TABLE 1.  UPTAKE OF 14C-CHLORORESORCINOL BY PHYTOPLANKTON
Concentration of 14C-Residue in the cells-ppm ,
(expressed as chlororesorcinol equivalent) —
Hours after
treatment
0
1
2
4
.7±
24
0.
0.
0.
0.
0.
0.
Scenedesmus
obliguus
074^
039
048
048
040
036
(73.7)^
(38.7)
(47.1)
(47.9)
(39.7)
(36.1)
Selenastrum
capricornutum
0.102
0.107
	
	
0.151
0.093
(101.6)
(107.1)
	
	
(151.3)
(93.0)
Skeletonema
costatum

0.119
0.294
0.277
0.296
0.309
0.206

(118.
(293.
(277.
(295.
(308.
(206.

6)
7)
4)
7)
9)
3)


Dunaliella
tertiolecta

0.
0.

0.
0.
0.

083
074
	
097
130
182

(82.9)
(73.7)
	
(97.3)
(130.2)
(182.3)
00     a./ Calculated from  the  specific activity  of    C-chlororesorcinol.
      b_/ Each value represents  the mean  of  4  replications.
      Ł/ Values in parentheses  indicate  bioconcentration  factors.

-------
                            TABLE 2.   UPTAKE OF 14C-CHLOROURACIL BY PHOTOPLANKTON
VD
14
Concentration of C-Resldue in the cells-ppm .
(expressed as chlorouracil equivalent) —
Hours after
treatment
0
1
2
4
8
24
48
Scenedesmus
obliquus
0.011^(11)^
0.012 (12)
	
0.049 (49)
0.067 (67)
0.018 (48)
0.050 (50)
Selenastrum
capricornutum
0.000 (0)
0.000 (0)
	
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
Skeletonema
costatum
0.034 (33.7)
0.025 (24.9)
0.026 (25.7)
0.025 (25.1)
0.046 (45.6)
0.042 (42.3)
— ™ T-JL 1 "
Dunaliella
tertiolecta
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
___ _
       aj Calculated from the  specific activity of   C-chlorouracil.
       bj Each value represents  the  mean of  4  replications.
       cj Values in parentheses  indicate bioconcentration  factors.

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                                             14
                         TABLE 3.  UPTAKE OF   C-CHLOROBENZOIC ACID BY PHYTOPLANKTON
NJ
O

14
Concentration of C-Residue in the cells-ppm
(expressed as chlorobenzoic equivalents) —
Hours after
treatment
0
1
2
4
7
24
48
Scenedesmus
obliquus

0.000^(0)-'
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 CO)
0.000 (0)
Selenastrum
capricornutum

0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
Skeletonema
costatum

0.007 (7.0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
Dunaliella
tertiolecta

0.004 (3.8)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)
0.000 (0)

      a/ Calculated from the specific activity of   C-chlorobenzoic acid.


      b_/ Each value represents the mean of 4 replications.


      c/ Values in parentheses indicate bioconcentration factors.

-------
 5-Chlorouracil:   Skeletonema and Scenedesmus appeared to  remove small amounts
 of chlorouracil  from the medium, whereas Dunaliella and Selenastrum showed
 no capacity for  taking up the chemical (Table 2),   In the case of Skeletonema,
 maximum uptake of chlorouracil was  noticed within  one hour of treatment.   How-
 ever,  in Scenedesmus maximum uptake was noticed 8  hours after treatment.

 3-Chlorobenzoic  Acid:   None of the  species appeared to take up the chemical
 from the medium  (Table 3).

     Although the algae accumulated both chlororesorcinol and chlorouracil
 from the medium,  bioaccumulation of chlororesorcinol was  greater than that
 of chlorouracil.   The  concentration of ! ^-chlororesorcinol and its degrada-
 tion products in the algae  at equilibration ranged from 38 to 308 times  the
 concentration in the medium.   In the case of algae treated with ^C-chloro-
 uracil,  the bioaccumulation ranged  from about 26 to 67.   The bioaccumulation
 of chlororesorcinol  and chlorouracil by phytoplankton is  considerably lower
 than that reported for chlorinated  hydrocarbons (25,26).   The lower uptake of the
 two chemicals may be explained by their relatively high water-solubility
 (lower lipophilicity)and their ,low  pKa's (4,23,24).  Since at the pH of  the
 medium used the  chemicals are expected to be present mostly in an ionized
 form,  they are less  likely  to partition from the water into the algal cells.


 METABOLISM OF 4-CHLORORESORCINOL BY PHYTOPLANKTON

     For metabolism  studies,  only those chemical-algal systems were investi-
 gated  which showed sufficient uptake of the ltfC-chemical  so that the radio-
 activity in the  cells  could be characterized by chromatographic procedures.
 For this reason,  we  examined  only the metabolism of ^C-chlororesorcinol in
 two species. Skeletonema and Selenastrum.   Although 14C-chlorouracil was taken
 up  by  the algae,  the uptake was  not sufficient  to  permit  the characterization
 of  ^-material  in the cells.   To obtain sufficient amounts of * ^-materials
 for chromatographic  analysis,  the metabolism studies were done with algae
 grown  in large batch-cultures.

     In  our initial  studies on the  metabolism of 14C-chlororesorcinol by
_Skeletonema.  the  cells were incubated with the  chemical for 10 days.  The
 cells  were  then extracted and the extract chromatographed on thin-layer
 silica-gel  and cellulose  plates.

     Thin-layer  chromatography of the cell extract  on the cellulose plates
 showed 3-4  major  peaks.   However, the peaks were poorly resolved  and showed
 considerable  tailing.   Because silica-gel plates showed better resolution
 they were used for chromatography in the  subsequent  studies.

     Table  4  shows that Skeletonema either extensively metabolized  the
4-chlororesorcinol in  vivo or  took  up  its  photodegradation  products  from the
medium.   In order to distinguish  between  these possibilities, metabolism of
 14C-chlororesorcinol was  examined in Skeletonema Incubated with the  chemical
in  light as well  as  in the  dark.  In these studies  the algae were incubated
with the  ^C-chemical  for 24 hours.    Similar experiments were  conducted to
                                       21

-------
study the metabolism of lt+C-chlororesorcinol by  Selenastrum.  We also investi-

gated if chlororesorcinol was degraded by  light  in  the culture medium without

the algae, x





 TABLE 4.   DISTRIBUTION OF UC-CHLORORESORCINOL AND ITS DEGRADATION PRODUCTS

            IN SKELETONEMA INCUBATED WITH THE CHEMICAL FOR 10 DAYS


Compound
Unknown
4-chlororesorcinol
Unknown
Unknown
Unknown
14
% of 1Łlc in the
methanol extract
66
8
4
3
19

I/
Rf~
0.00
0.31
0.48
0.66
0.86
          I/ Silica-gel; chloroform: ethyl acetate: acetic acid (100:5:3)






     Thin-layer chromatography of the methanol extract of Skeletonema or

Sflen"t5um  incubate<* with  ^C-chlororesorcinol for 24 hours in the light

showed the presence  of  two  ^C-materials  (Table 5).   One ^C-compound

co-chromatographed with authentic chlororesorcinol while the other radio-
                                                               er rao-

thafchlZr   (S  Tal^f nea*?*  Ori8in  indicating that it was more polar
than chlororesorcinol.   All the "c in  the extract from algae incubated with

^C-chlororesorclnol in the dark was  present as the parent chemical   Thln-

reaLerc5noTfo0r824aPhiC ^^  °f ^ Ster±le «"» *c«b.f d ^S' ^C- hlor

                                                  -
                                                 .
These results indicate that chlororesorcinol is degraded by Sght to compound (s)
resorclnol photoproducts  from the medium.  Further studies are needed to
distinguish between these possibilities.                       neeaea to



PHOTODEGRADATION OF 4-CHLORORESORCINOL


     ?"! r8^^ °f the ab°Ve exPeriments showed that chlororesorcinol is
degraded by light.   These studies were done in a growth chlmber under light

  °           mSor:sofotflurerent larps-      "
                  does  not simulate sunlicht
                                      22

-------
ro
OJ
                     TABLE 5.  DISTRIBUTION  OF    C-CHLORORESORCINOL AND ITS  DEGRADATION PRODUCTS IN SKELETONEMA AND SELENASTRUM INCUBATED
WITH THE CHEMICAL TN THE LIGHT AND DARK
Skeletonema Selanastrum

Compound . , 14
f % of C in 1
Light
4-chlororesorcinol 65
Unknown 35

the Cell Extract % of C in the Cell Extract
Dark Light Dark
100 89 100
11
Sterile Medium R^ Value — '
f
14
% of C in the Medium System I System II
Light Dark
96 100 0.41 0.43
4 — 0.00 0.00
             ~U  Solvent System I:  Chloroform:ethyl acetate:acetic acid (100:5:3)
                Solvent System II:   Toluene:methanol:acetic acid (45:8:4)

-------
     It was noticed that 24% of the chemical had degraded within 5 hours of
irradiation with a 450-watt medium pressure mercury lamp fitted with a
Pyrex 7740 filter (Figure 5).  After 24 hours, only 33% of the original
chemical was present in the solution.  These findings confirm our earlier
results that chlororesorcinol is readily degraded by the action of light.
Further studies are recommended for characterizing the products resulting
from photodegradation of chlororesorcinol.

     Since chlororesorcinol readily undergoes photodegradation, one would
expect that in bodies of water contaminated with chlororesorcinol, phyto--
plankton would be exposed to its photodegradation products.   In order to
have comprehensive information on the interaction of chlororesorcinol with
phytoplankton, it is important to assess the toxicity and bioaccumulation
of the photodegradation products of the chemical by the organisms.
                                      24

-------
NS
                                       I   I  I  I  I  I  I   I
                                                                                      24
                  Figure  5.   Photodegradation of 4-chlororesorcinol in simulated sunlight

-------
                                 SECTION 6


                                DISCUSSION
nrnHn^HH    y   M S*OWn.that several <*able  chloro-organic chemicals
produced during  chlorination of domestic waste-water do not affect the
growth of a number of fresh-water and marine phytoplankton species.  The

chemicals were ineffective when added alone at a  concentration of 0.1 ppm

JL™ °?mblnat!0Yf 2 5° 4 chemi<^s, indicating a lack of interaction

Se Llnrn         , ^ f^"88 SU8g6St  that at the concentrations tested,
on nrii^   Sr^-   m±?alS *" nOt exPected  fc°  have any significant effect
on primary productivity in the aquatic environment.
aauatcor         *"%*** ^ PhytoPlankton  are less sensitive than other
tha? both f MmS    Chloro-0^ani- compounds.  Gehrs et al. (12) observed
earn e± J:chl°r°^acl1 and ^-chlororesorcinol decrea^dThe hatchability of
effect of ^pC°^Centratlon! as low as 1 Ppb.  Xn order to full  assegs th*
to aouatL ?nvf J0J°-°rganic chemicals on aquatic organisms, their toxicity
are Tnerallv'uch       and.fi^es should be determined since these organisms
are generally much more sensitive to low concentration of chemicals.





appear to have no adverse effect on the phytoplankton themselves at the

            "
                                                               a
chain may become exposed to this potentially hazardous compound?
resistanttomcroM^°r0 f T" iS ^^ tO make aromatic compounds more
resistant to microbial degradation which suggests  that chlorine-containine

                                           ~s^rtf^r^
to determine the  envirc^enta!

SLn^    t8 ?f, Łound "« to read«y ^grade,  their effect in atc
organisms should  be studied at concentrations  higher than those used In these
                                     26

-------
studies.  Furthermore, the chloro-organic chemicals may be converted to other
stable products as a result of biological and/or nonbiological transformation
in the aquatic environment.  To fully assess the effects of chloro-organic
chemicals on phytoplankton, we suggest that the effects of their transformation
products be determined.
                                       27

-------
                                 REFERENCES


1.   Alexander, M. and B.K. Lustigman.  1966.  Effect of chemical structure
     on microbial degradation of substituted benzenes.  J. Agr. Food Chem.,
     14:410-413.

2.   Barnhart, D.R. and G.R. Campbell.  1972.  Effect of chlorination on
     selected organic chemicals.  Environmental Protection Agency, Water
     Pollution Control Research Series  12020, EXG 03/72.

3.   Batterton, J.C., G.M. Boush and F. Matsumura.  1972.  DDT: Inhibition
     of sodium chloride tolerance by the blue-green alga Anacystis nidulans.
     Science, 176:1141-1143.                                       ~~

4.   Brown, D.J.  1970.  The Pyrimidines.   Chemistry of Heterocyclic Compounds
     V. 16  (A. Weissberger, Ed.), Interscience, N.Y., 774 pp.

5.   Brungs, W.A.  1973.  Effect of residual chlorine on aquatic life.  J.
     Water  Pollut. Cont. Fed., 45:2180.

6.   Cochran, W.C. and C.M. Cox.  1957.  Experimental Designs.  2nd ed.,
     Wxley, N.Y., pgs. 122-139.

7.   Cummings, R.B.  1976.  The potential for increased mutagenic risk to
     the human Copulation due to the products of water chlorination.  Proc.
     Conf.  Environmental Impact of Water Chlorination Conf. 751096, Oak
     Ridge  National Laboratory, Oak Ridge, Tenn.

 8.   Dunstan,  W.M.   1975.   Problems of measuring  and  predicting influence of
     effluents on marine  phytoplankton.  Environ.  Sci.  Technol.,  9:635-638.

 9.   Federal Water Pollution Control  Act,  Amendments,  Public  Law 92-500,
     U.S.  Government.   October 18,  1972.

10.    Fisher, N.S., R.L.  Guillard and  C.F.  Wurster.  1976.   Effects  of a
      chlorinated hydrocarbon pollutant on the growth kinetics of a  marine
      diatom.  In: Modeling Biochemical Processes  in Aquatic Ecosystems
      (R.P.  Canale, ed.).   Ann Arbor Science Publishers,  Inc., p.  305.

11.    Fisher, N.S. and C.F.  Wurster.   1973.  Individual and combined effects
      of temperature and polychlorinated biphenyls on the growth of  three
      species of phytoplankton.  Environ.  Pollut., 5:205-212.


                                       28

-------
1'2.   Gehrs, C.W. , L.D. Eyman, R.L. Jolley and J.E. Thompson.  1974.  Effect
      of stable chlorine-containing organics on aquatic environments.  Nature,
      249:675.

13.   Glaze, W.H., J.E. Henderson, J.E. Bell and V.A. Wheeler.  1973. Analysis
      of organic materials in waste water effluents after chlorination.
      J. Chromatogr. Sci., 11:580.

14.   Guillard, R.R.L. and J.H. Ryther.  1962.  Studies on marine planktonic
      diatoms.  Can. J. Microbiol., 8:229-239.

15.   Guillard, R.R.L.  1975.  Division rates.  In: Handbook of Phycological
      Methods: Culture Methods and Growth Measurements (JsR.Stein, ed.).
      Cambridge Univ. Press.

16.   Hannan, P.J. and C. Patouillet.  1972.  Effects of mercury on algal
      growth rates.  Biotech. Bioeng., 14:93-101.

17.   Jolley, R.L.  1974.  Determination of chlorine-containing organics in
      chlorinated sewage effluents by coupled 36C1 tracer-high-resolution
      chromatography.  Environ. Lett., 7:321-340.

18.   Jolley, R.L.  1975.  Chlorine-containing organic constituents in chlor-
      inated effluents.  J. Water Pollut. Control Fed., 47:601-618.

19.   Kanazawa, T. and K. Kanazawa.  1969.  Specific inhibitory effect of copper
      on division in Chlorella.  Plant Cell Physiology, 10:495-502.

20.   Mandelli, E.F.  1969.  The inhibitory effect of copper on marine
      phytoplankton.  Contrib. Mar. Sci., Univ. of Texas, Mar. Sci. Inst.,
      14:47-57.

21.   McFarlane, R.B., W.A. Glooschenko and R.C. Harris.   1972.  The inter-
      action of light intensity and DDT concentration upon the marine diatom
      Nitzschla delacatissiroa.  Hydrobiologia, 39:373-382.

22.   Mosser, J.L., T.C. Teng, W.C. Walther, and C.G. Wurster.  1974.  Inter-
      action of PCBs, DDT and DDE in a marine diatom.  Bull Envxron. Contam.
      Toxicol., 12:665-668.

23.   Prager, B., P. Jacobson and F. Richter.  1936.  Beilstein Handbuch der
      Orgfnischen Chemie.  XXIV:318.  Verlag Von Julius Springer.  Berlin.

24.   Richter, F.  1944.  Beilstein Handbuch der Organischen Chemie. VI
      (2nd ed.):818.  Springer-Verlag, Berlin.

25.   Rice, C.P. and B.C. Sikka.  1973.  Uptake and metabolism of DDT by six
      species of marine algae.  J. Agr. Food Chem.,21:148-152.
                                       29

-------
26.   Rice, C.P. and H.C.  Sikka.  1973.  Fate of dieldrin in selected species
      of marine algae.  Bull. Environ. Contain. Toxicol. , 9:111-123.

27.   Sikka, H.C. and G.L. Butler.  1977.  Effect of  selected wastewater
      chlorination products on marine algae.  EPA-600/3-77-029.  U.S.
      Environmental Protection Agency, Gulf Breeze, Florida.  38 pp.

28.   U.S. EPA.  1971.  Algal Assay Procedure Bottle Test.  National Eutro-
      phication Research Program, Corvallis, Oregon.  U.S.GPO:1972-295
      146/1.

29.   U.S. EPA.  1974.   Marine Algal Assay Procedure Bottle Test.  Eutro-
      phication and Lake Restoration  Branch, Corvallis, Orgeon.  EPA-660/3-
      75-008.

30.   West, R.A. and  H.W. Barrett.  1954.   Synthesis of chloropyrimidines by
      reaction with N-chlorosuccinimide  and by  condensation methods.
      J.  Amer.  Chem.  Soc.,  76:3146-3149.
                                        30

-------
APPENDIX
      31

-------
         10'
K3
m
 OD65Q  10-2
        10
         -3
                     1	1—r-rr
T	1—i   i  i  i i  n
                                       106

                                     Cells/ml
       Al.   Caption curve (eel! number „. optlcal denslty)  for


                        Microcvstis aeruainosa
                                 32

-------
D
 I

§
10C
  OD650  10
         10
          ,-2
            107
                              108
                            Cells/ml

                                                                    109
 Figure A2.   Calibration curve  (cell  number vs., optical density)  for
                          Microcystis  aeruginosa.
                                    33

-------
     X101
     X10°
 E
 c
 o
 in
 
-------
      10°
      1-1
    10
      -2
       105
                             «  '  '  ' '
  1
 106
Cells/ml
                                                   i"  '   ' "i '
                                                                10'
Figure A4V 'Calibration curve  (cfell number vs.' optical density) for
                           Porphyridiuitt sp.
                                    35

-------
       X10°
      X10"1
   E
   c
   o
   in

  0*

  O
     X10
        -2
     XI O-
         X104
                            XI O5
                                XI O6
                                                                  X107
                                    Cells/ml
- Figure A5.
Calibration  curve (cell number vs. optical  density) for
             Scenedesmua pbliquus.
                                     36

-------
a
 i
X10°
       X10
         1-1
    E
    c
    o
    in

   Q*
   O
       X10-2
1—i  i  i i i 1	r	1—i  i i  i i
      X10~3

          X104
                     X105
                                                _L_U	L.
                            X106
                                      Cells/ml
                                                            X107
Figure  A6..
     Calibration curve  (cell number  vs.  optical  density) for

               Selenastrum capricorhutum.
                                    37

-------
  D
  I
X10°
        X10
           ,-1
     o
     ID
     CO
    Q

    O
        X1
-------
       X10°
     X10
        ,-1
   E
   e
   o
   ID
   (O
  Q

  O
     X10
        -2
     X10~3
        X104
                                           i i  i r i
                                                      '   '	1  I  I
X10S
X106
                                                                 xto7
                                    Cells/ml
Figure  A8.   Calibration curve (cell  number vs. optical density)  for

                         Thalassiosira pseudonana.
                                    39

-------
 TABLE  Al.   THE  EFFECTS  OF VARIOUS  CHLORO-ORGANIC  CHEMICALS AT  0.1 ppm ON THE YIELD OF
                                     DUNALIELLA TERTIOLECTA

Experiment 1
Treatment
Biomass Main effects
Experiment 2
& Treatment
(cells/ml) interactions
CR
CP
CG
CC
CP,
CG,
CC,
CG,
CC,
CC,
CG,
CC,
CC,
CC,
CC,
7.4 x IO4 -.04 x IO4
8.2 x IO4 -.09 x IO4


CR
CR
CR
CP
CP
CG
CP, CR
CP, CR
CG, CP
CG, CR
CG, CP, CR
Control
7.0 x 10* -.14 x
7.4 x IO4 -.21 x
7.5 x IO4 -.24 x
7.8 x 10 .21 x
7.4 x 10 .14 x
7.8 x IO4 .24 x
7.5 x 10* -.12 x
7.6 x HT .09 x
7.4 x IO4 -.19 x
7.4 x 10 .14 x
7.0 x 10 -.21 x
8.0 x 10* -.16 x
/
6.9 x 10* .04 x
7.8 x IO4
io4
io4
io4
io4
io4
io4
IO4
IO4
io4
io4
io4
io4
io4
CC
CU
CUD
CB
CC,
CC,
CB,
CU,
CB,
CB,
CC,
CB,
CB,
CB,
CB,




CU
CUD
CC
CUD
CU
CUD
CU, CUD
CC, CU
CU, CUD
CC, CUD
CC, CU, CUD
Control
Biomass
(cells /ml)
7.2 x IO4
7.6 x IO4
7.2 x IO4
7.4 x IO4
7.6 x IO4
7.6 x IO4
7.6 x IO4
7.2 x IO4
7.4 x IO4
7.2 x IO4
7.2 x IO4
7.6 x IO4
7.8 x IO4
7.0 x IO4
7.4 x IO4
7.4 x IO4
Main effects &
interactions
.00
.15
-.15
.05
-.05
-.05
-.05
.00
.10
.00
-.10
.00
.25
-.20
.05

x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4


* Denotes significance at 5% level of significance.

-------
TABLE A2.  THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                  DUNALIELLA TERTIOLECTA

Experiment 3
Treatment
CR
CB
CUD
CP
CB,
CR,
CP,
CB,
CB,
CP,
CB,
CB,
CB,
CP,
CB,




CR
CUD
CR
CUD
CP
CUD l
CR, CUD
CP, CR
CP, CUD
CR, CUD
CP, CR, CUD
Control
. .• -
Biomass
(cells/ml)
7.2
7.2
7.6
7.2
6.5
7.2
7.0
7.0
6.9
6.9
7.5
6.5
6.9
7.2
6.1
7.0
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
x IO4
Experiment A
Main effects & Treatment
interactions
-.19 x
-.33 x
.11 x
-.31 x
-.16 x
.09 x
-.09 x
-.01 x
-.13 x
-.24 x
.11 x
-.16 x
-.06 x
-.06 x
-.33 x
IO4
IO4
IO4
IO4
IO4
IO4
IO4
IO4
IO4
IO4
IO4
io4
io4
IO4
IO4
CR
CP
CG
CU
CP,
CG,
CR,
CG,
CP,
CG,
CG,
CP,
CG,
CG,
CG,




CR
CR
CU
CP
CU
CU
CP, CR
CR, CU
CU, CP
CR, CU
CP, CR, CU
Control
Biomass
(cells/ml)
6.7 x IO4
6.9 x IO4
7.3 x IO4
6.9 x IO4
7.0 x IO4
6.5 x IO4
6.9 x IO4
6.5 x IO4
6.9 x IO4
7.0 x IO4
6.9 x IO4
6.9 x IO4
7.0 x IO4
7.0 x IO4
7.6 x IO4
6.6 x IO4
Main effects &
interactions
.05
.10
.13
.23
.23
.00
.10
-.05
.05
.13
.23
-.08
.20
.15
-.08

x
x
X
X
X
X
X
X
X
X
X
X
X
X
X

IO4
IO4
IO4
IO4
IO4
IO4
io4
IO4
IO4
IO4
IO4
IO4
IO4
io4
IO4


* Denotes significance at 5% level of significance.

-------
       TABLE A3.   THE EFFECTS  OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD  OF

                                         MICROCYSTIS AERUGINOSA
4s
N3

Experiment 1
Treatment

CR
CP
CG
CC
CP, CR
CG, CR
CC, CR
CG, CP
CC, CP
CC, CG
CG, CP, CR
CC, CP, CR
CC, CG, CP
CC, CG, CR
CC, CG, CP, CR
Control

Biomass
(cells/ml)
2.4 x 107
2.4 x 107
2.7 x 107
2.7 x 107
2.3 x 107
2.7 x 107
2.5 x 107
2.7 x 107
1.9 x 107
2.3 x 107
2.7 x 107
2.5 x 107
2.3 x 107
2.3 x 107
3.0 x 107
3.3 x 107

Main effects
interactions
.01 x 10?
-.13 x 107
.09 x 107
-.21 x 107
.29 x 107*
.16 x 107
.26 x 107
.31 x 107*
.11 x 107
.01 x 107
-.11 x 107
.09 x 107
.06 x 107
.09 x 107
.09 x 107

Experiment 2
& Treatment

CC
CU
CUD
CB
CC, CU
CC, CUD
CB, CC
CU, CUD
CB, CU
CD, CUD
CC, CU, CUD
CB, CC, CU
CB, CU, CUD
CB, CC, CUD
CB, CC, CU, CUD
Control

Biomass
(cells /ml)
2.7 x 107
2.2 x 107
2.8 x 107
2.9 x 107
2.6 x 107
2.6 x 107
2.7 x 107
2.7 x 107
2.7 x 107
2.5 x 10?
2.7 x 107
2.7 x 107
2.7 x 107
3.0 x 107
2.7 x 107
2.0 x 107

Main effects &
interactions
.08 x 108
-.11 x 108
.08 x 108
.12 x 108
.02 x 108
-.02 x 108
-.01 x 108
.07 x 108
.01 x 108
-.08 x 108
-.11 x 108
-.09 x 108
-.07 x 108
.19 x 108
-.07 x 108

     * Denotes significance at 5% level of significance

-------
      TABLE A4.  THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0,1 ppm ON THE YIELD OF
                                        MICROCYSTIS AERUGINOSA
to

Experiment 3
Treatment
CR
CP
CG
CU
CP,
CG,
CR,
CG,
CP,
CG,
CG,
CP,
CG,
CG,
CG,




CR
CR
CU
CP
CU
CU
CP, CR
CR, CU
CP, CU
CR, CU
CP, CR, CU
Control
Biomass
(cells/ml)
2.1
1.8
2.2
2.1
2.2
2.0
1.8
1.9
1.8
1.9
2.3
1.9
2.0
2.3
2.1
2.0
x IO7
x IO7
x 107
x 10'
x 10
x IO7
x 10 7
x IO7
x IO7
x 10
x 1Q7
x 10
x 107
x 10
x 10 '
x 107
Exoeriment 4
Main effects & Treatment
interactions
.13
-.05
.13
-.08
.13
.05
-.05
.03
-.03
.05
-.05
-.10
.00
.13
-.13
x 107
x 10?
x 107
x 107
x 107
x 107
x 107
x 107
x IO7
x 107
x 10?
x 107
x 107
x 107
x 107
CR
CB
CUD
CP
CB,
CR,
CP,
CB,
CB,
CP,
CB,
CB,
CB,
CP,
CB,




CR
CUD
CR
CUD
CP
CUD
CR, CUD
CP, CR
CP, CUD
CR, CUD
CP, CR, CUD
Control
Biomass
(cells /ml)
3.4 x
2.9 x
3.0 x
2.8 x
3.9 x
3.0 x
3.4 x
3.4 x
3.5 x
3.1 x
3.4 x
3.6 x
3.3 x
2.4 x
3.6 x
3.4 x
107
107
io7
io7
io7
io7
io7
io7
io7
io7
io7
io7
io7
io7
io7
io7
Main effects &
interactions
.16
.39
-.21
-.09
.19
-.26
-.09
.16
.19
-.01
.06
-.06
-.04
-.01
.31

x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7
x IO7


      * Denotes significance at 5% level of significance.

-------
TABLE A5.  THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                      PORPHYRIDIUM SP.


Experiment 1
Treatment

CR
CP

CG
CC
CP,
CG,

CC,

CG,
CC,
CC,

CG,

CC,

CC,
CC,
CC,






CR
CR

CR

CP
CP
CG

CP, CR

CP, CR

CG, CP
CB, CR
CG, CP, CR
Control
Biomass
(cells/ml)

3.7
3.5

4.8
3.3
2.5
3.0

3.7

4.7
4.1
4.9

4.6

3.5

2.7
3.9
2.5
2.9
5
x 10
x 10
5
x 10
x 105
x 105
x 10
5
x 10
5
x 10
x 10
x 105
c
x 10
5
x 10
5
x 10
x 105
x 105
x IO5
Main effects &
interactions

-.44
-.26

.49
-.14
-.04
-.34

.09

-.26
-.49
-.64

.66

-.01

-.79
.09
-.21
5
x 10
x 105
5
x 10
x 105
x 10
x 105
5
x 10
s
x 10
x 105
x 10
r
x 10
5
x 10
5
x 10
x 10
x 105
Experiment 2
Treatment

CC
CU

CUD
CB
CC,
CC,

CB,

CU,
CB,
CB,

CC,

CB,

CB,
CB,
CB,






CU
CUD

CC

CUD
CU
CUD

CU, CUD

CC, CU

CU, CUD
CC, CUD
CC, CU, CUD
Control
Biomass
(cells/ml)
6
1.6 x 10
1.5 x 106
6
1.3 x 10
1.9 x 106
1.8 x 106
1.6 x 106
6
1.5 x 10
6
1.4 x 10
1.4 x 106
1.4 x 106
r
1.5 x 10
g
1.3 x 10
A
1.5 x 10
1.1 x 106
1.6 x 106
1.7 x 106
Main effects &
interactions

-.01
-.01

-.16
-.09
.11
.06

-.16

.16
-.01
.04

-.06

.06

.16
.01
.09


x
x

X
X
X
X

X

X
X
X

X

X

X
X
X

6
10
io6
5
10
IO6
IO6
IO6
6
10
g
10
io6
io6
6
10
6
10
6
10
io6
io6


* Denotes significance at 5% level of significance.

-------
TABLE A6.  THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                      PORPHYRIDIUM SP.


Experiment 3
Treatment

CR
CP
CG
CU

CP, CR
CG, CR
CR, CU
CG, CP
CP, CU
CG, CU
CG, CP, CR
CP, CR, CU
CG, CP, CU

CG, CR, CU
CG, CP, CR, CU
Control

Biomass
(cells/ml)
2.5 x 105
6.8 x 105
4.0 x 105
4.8 x 105
• " 5
2.5 x 10
5.2 x 105
4.2 x 105
5.5 x 105
4.7 x 105
3.5 x 105
5.0 x 105
4.1 x 105
5.4 x 105
5
4.9 x 10
4.6 x 105
3.5 x 105

Main effects &
interactions
.65 x 105
.75 x 105
.63 x 105
.15 x 105
c;
-.90 x 10
.98 x 105
.50 x 105
-.03 x 105
-.40 x 105
-.48 x 105
-.08 x 105
.35 x 105
.48 x 105
"5
-.53 x 10 •
-.48 x 10

Experiment 4
Treatment

CR
CB
CUD
CP

CB, CR
CR, CUD
CP, CR
CB, CUD
CB, CP
CP, CUD
CB, CR, CUD
CB, CP, CR
CB, CP, CUD

CP, CR, CUD
CB, CR, CP, CUD
Control

Biomass
(cells/ml)
9.7 x 105
7.9 x 105
9.7 x 105
8.5 x 105
c
9.4 x 10
11.7 x 105
9.9 x 105
9.9 x 105
9.2 x 105
9.0 x 105
10.9 x 105
7.5 x 105
9.4 x 105
«;
9.6 x 10
9.3 x 105
8.4 x 105

Main effects &
interactions
.75 x 105 *
-.38 x 105
5 *
1.13 x 10
-.70 x 105
c
-.58 x HT
.13 x 103
-.70 x 105
.25 x 105
-.03 x 105
-.58 x 105
.15 x 105
-.38 x 105
.20 x 105
c
.08 x 10
.45 x 105

 * Denotes  significance at 5% level of significance.

-------
 TABLE A7.   THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                    SCENEDESMUS OBLIQUUS


Experiment 1
Treatment

CU
CR
CP
CR, CU
CP, CU
CP, CR
CP, CR, CU

Control







Experiment 2
Biomass Main effects & Treatment
(cells/ml) interactions
2.2 x 10 6 .06 x 106 CG
1.8 x 106 .11 x 106 CUD
2.0 x 106 .04 x 106 CC
1.8 x 106 -.04 x 106 CB
1.9 x 10 .01 x 106 CUD, CG
1.6 x 106 .04 x 106 CC, CG
2.0 x 106 .09 x 106 CB, CG
CC, CUD
2.0 x 10 CB, CUD
CB, CC
CC, CG, CUD
CB, CG, CUD
CB, CC, CUD
CB, CC, CG
CB, CC, CUD, CG
Control

Biomass
(cells/ml)
1.9 x 106
2.0 x 106
1.7 x 106
2.0 x 106
1.8 x 106
2.0 x 106
2.2 x 106
2.1 x 106
1.8 x 106
2.0 x 106
1.9 x 106
1.8 x 106
1.8 x 106
1.9 x 106
2.0 x 106
1.8 x 106

Main effects &
interactions
.04 x 106
-.04 x 106
.01 x 106
• .04 x 106
-.09 x 106
.01 x 106
.04 x 106
.09 x 106
-.14 x 106
-.04 x 106
.04 x 106
.11 x 106
.04 x 106
-.04 x 106
.09 x 106

* Denotes significance at 5% level of significance.

-------
      TABLE A8.  THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                          SCENEDESMUS  OBLIQUUS
JS
-J

Experiment 	 3_
Treatment
CU
CP
CG

CB
CP,
CG,
CB,
CG,

CB,
CB,
CP,

CB,
CB,

CB,
CG,





CU
CU
CU
CP

CP
CG
CG, CU

CP, CU
CG, CP

CG, CU
CG, CP, CU
Control
Biomass
(cells/ml)
1.9
2.0
1.9

2.1
2.2
2.0
1.9
1.9

2.2
1.8
1.9

1.9
1.9

2.1
1.9
1.9
x IO6
x IO6
x IO6
6
x 10°
x IO6
x IO6
x IO6
xlO6
A
x 10b
x IO6
x IO6
6
x 10b
x IO6
A
x 10°
x IO6
x IO6
Main effects &
interactions
.01 x
.04 x
-.09 x

.01 x
-.04 x
.09 x
-.06 x
-.09 x

-.04 x
-.01 x
.06 x

-.06 x
.04 x

.11 x
.01 x
io6
IO6
IO6
6
10b
io6
io6
io6
io6
A
iob
io6
io6
A
iob
io6
g
iob
io6
Experiment 4
Treatment
CUD
CC
CR

CP
CC,
CR,
CP,
CC,

CC,
CP,
CC,

CC,
CC,

CP,
CC,





CUD
CUD
CUD
CR

CP
CR
CR, CUD

CP, CUD
CP, CR

CR, CUD
CP, CR, CUD
Control
Biomass
(cells /ml)
8.2
9.2
8.2

8.8
8.8
8.8
8.8
8.2

9.2
10.0
8.2

8.8
9.2

9.0
8.0
8.8
x IO5
x IO5
x IO5
*
x 10
x IO5
x IO5
x IO5
x IO5
c
x 10
x IO5
x IO5
c
x 10
x IO5
Q
x 10
x IO5
x IO5
Main effects &
interactions
-.38 x
-.13 x
-.13 x

.43 x
-.13 x
-.03 x
.28 x
.48 x

.23 x
.28 x
.08 x

-.03 x
.08 x

.44 x
.13 x

1C5
IO5
io5
"i
IO5
ia5
io5
io5
io5
c
IO5
io5
IO5
c
IO5
io5
c
IO5
io5

       * Denotes significance  at  5%  level of  significance.

-------
 TABLE A9.  THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0,1 ppm ON THE  YIELD  OF
                                 SELENASTRUM CAPRICORNUTUM


Experiment 1
Treatment

CU
CR
CP
CR, CU
CP, CU
CP, CR
CP, CR, CU

Control







Experiment 2
Biomass Main effects & Treatment
(cells/ml) interactions
6.3 x 106 -0.14 x 106 CG
6.1 x 106 .11 x 106 CUD
5.9 x 106 .24 x 106 CC
6.1 x 106 .01 x 106 CB
4.9 x 106 .24 x 106 CG, CUD
6.1 x 106 .11 x 106 CC, CG
5.6 x 106 .11 x 106 CB, CG
CC, CUD
5.9 x 10 CB, CUD
CB, CC
CC, CG, CUD
CB, CG, CUD
CB, CC, CUD
CB, CC, CG
CB, CC, CG, CUD
Control

Biomass
(cells /ml)
4.0 x 106
3.6 x 106
4.1 x 106
4.1 x 106
3.7 x 106
5.2 x 106
3.7 x 106
3.9 x 106
4.1 x 10
4.1 x 106
4.0 x 106
4.8 x 106
3.8 x 106
3.7 x 106
3.6 x 106
4.3 x 106

Main effects &
interactions
.09 x 106
-.21 x 106
.01 x 106
-.11 x 106
.09 x 106
.06 x 106
-.16 x 106
-.24 x 106
.39 x 106
-.39 x 106
-.29 x 106
.24 x 106
-.14 x 106
-.29 x 106
.06 x 10


* Denotes significance at 5% level of significance,

-------
TABLE A10. THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0,1 ppm ON THE YIELD OF
                                SELENASTRUM CAPRICORNUTUM


q
Experiment _
Treatment

CU
CP
CG

CB
CP,

CG,
CB,
CG,

CB,
CB,

CG,

CB,

CB,
CB,
CB,






CU

CU
CU
CP

CP
CG

CP, CU

CP, CU

CG, CP
CG, CU
CG, CP, CU
Control
Biomass
(cells/ml)
6
4.3 x 10
4.3 x IO6
4.5 x IO6
ft
4.3 x 10
4.3 x IO6
ft
4.9 x 10
4.5 x IO6
4.0 x IO6
ft
4.2 x 10
4.4 x IO6
ft
4.5 x 10
6
4.5 x 10
ft
4.3 x 10
4.2 x IO6
4.3 x IO6
4.5 x IO6
Experiment 4
Main effects & Treatment
interactions

.13
-.15
.03

-.08
.08

.05
-.05
-.08

.13
-.10

.00

.00

.10
-.23
.03
ft
x 10
x IO6
x IO6
ft
x 10b
x IO6
ft
x 10b
x IO6
x IO6
6
x 10
x IO6
6
x 10
ft
x 10°
ft
x 10
x IO6
x 10

CUD
CC
CR

CP
CC,

CR,
CP,
CRr

CC,
CP,

CC,

CC,

CC,
CP,
CC,






CUD

CUD
CUD
CC

CP
CR

CR, CUD

CP, CUD

CP, CR
CR, CUD
CP, CR, CUD
Control
Biomass
(cells/ml)

2.2 x
2.4 x
2.5 x

2.6 x
2.5 x

2.5 x
2.4 x
2.4 x

2.5 x
2.4 x

2.4 x

2.5 x

2.5 x
2.4 x
2.4 x
2.4 x
ft
iob
IO6
io6
ft
iob
io6
ft
iob
io6
io6
ft
iob
io6
ft
iob
ft
10
ft
iob
io6
io6
io6
Main effects &
interactions

-.05
.03
.00

.05
.05

.03
-.03
-.05

.00
-.08

-.08

-.03

.08
.00
.00


x
x
X

X
X

X
X
X

X
X

X

X

X
X
X

ft
10b
IO6
IO6
ft
io6
io6
ft
iob
io6
io6
ft
iob
io6
ft
iob
ft
iob
ft
10b
io6
IO6


* Denotes significance at 5% level of significance.

-------
 TABLE All. THE EFFECTS OF VARIOUS CHLORO-ORGANIC  CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                     SKELETONEMA COSTATUM

Experiment _1 	
Treatment
Blomass
(cells/ml)
CR
CP
CG
CC
CP,
CG,
Oi
0 CC,
CG,
CC,
CC,
CG,
CC,
CC,
CC,
CC,




CR
CR
CR
CP
CP
CG
CP, CR
CP, CR
CG, CP
CG, CR
CG, CP, CR
5.0
4.5
4.6
2.7
3.2
4.0
1.7
4.5
3.0
3.2
2.3
2.0
3.8
2.3
x 105
x 105
x 105
x 105
x IO5
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
2.3 x 105
Main effects &
Experiment 2
Treatment
interactions
-1.00
-.30
.05
-1.45
-.50
-.30
-.10
.00
.60
.50
-.05
.35
.00
.20
-.10
5*
x 10
x 105
x 105
xlO5*
xlO5*
x 105
x 105
x 105
5*
x 10
5*
x 10
x 105
x 105
x 105
x 105
x 105
CR
CB
CUD
CP
CB,
CR,
CP,
CB,
CB,
CP,
CB,
CB,
CB,
CP,
CB,




CR
CUD
CR
CUD
CP
CUD
CR, CUD
CP, CR
CP, CUD
CR, CUD
CP, CR, CUD
Biomass
(cells /ml)
3.3
3.3
3.1
2.8
2.6
2.8
2.6
2.8
2.6
2.1
2.6
2.6
1.9
2.1
2.8
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
x 105
Main effects &
interactions
-.21 x
-.26 x
-.50 x
-.69 x
.21 x
.31 x
.39 x
.26 x
.34 x
.09 x
.04 x
.06 x
-.09 x
-.04 x
.14 x
5 *
10
5 *
10J
5 *
10°
io5*
io5
5 *
10
5 *
10
5 *
10
IO5*
IO5
IO5
IO5
IO5
IO5
IO5
Control
4.5 x 10-
                                                 Control
                                               4.5 x 10"
* Denotes significance at 5% level of significance,

-------
TABLE A12. THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                   SKELETONEMA COSTATUM


Experiment 3
Treatment

CR

CP

CG'
CU
CP, CR
CG, CR
CR, CU
CG, CP
CP, CU
CG, CU
CG, CP, CR

CP, CR, CU
CG, CP, CU
CG, CR, CU
CG, CP, CR, CU
Control

Biomass
(cells/ml)
4.0 x 105
5
3.8 x 10
5
4.3 x 10
4.5 x 105
3.8 x 105
4.5 x 105
4.5 x 105
5.0 x 105
2.1 x 105
5.0 x 105
4.0 x 105
5
4.7 x 10
4.5 x 105
5.0 x 105
3.8 x 105
3.2 x 105
Experiment 	
Main effects & Treatment Biomass Main effects &
interactions (cells/ml) interactions
.24 x 105
5
-.41 x 10
5
.69 x 10
.19 x 105
-.01 x 105
-.61 x 105
.24 x 105
.04 x 105
-.56 x 105
-.06 x 105
-.46 x 105
s
.49 x 10
.09 x 105
-.21 x 105
-.36 x 105

* Denotes significance at 5% level of significance.

-------
 TABLE A13. THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                   THALASSIOSIRA  PSEUDONANA

Experiment
Treatment
Biomass
(cells/ml)
CR
CP

CG
CC
CP,
CG,
CC,
CG,
CC,

CC,
CG,
CC,
CC,
CC,
CC,





CR
CR
CR
CP
CP

CG
CP, CR
CP, CR
CG, CD
CG, CR
CG, CP, CR
Control
2.6
3.1

3.1
3.0
3.1
2.7
2.6
2.8
3.1

2.8
3.1
3.3
2.6
2.5
2.6
2.9
x IO6
x IO6
ft
x 10b
x IO6
xlO6
x IO6
x IO6
x IO6
x IO6
6
x 10°
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
Main effects &
o
Experiment
Treatment
interactions
-.13
.18

-.18
-.13
.23
.03
.03
-.18
.03

-.18
.03
.03
-.03
-.03
-.08
x IO6
6 *
x 10°
Ł *
x 10
x IO6
6 *
x 10°
x IO6
x IO6
6 *
x 10
x IO6
A *
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
CC
CU

CUD
CB
CC,
CC,
CB,
CU,
CB,

CB,
CC,
CB,
CB,
CB,
CB,





CU
CUD
CC
CUD
CU

CUD
CU, CUD
CC, CU
CU, CUD
CC, CUD
CC, CU, CUD
Control
Biomass
(cells /ml)
2.5
2.3

2.6
2.5
2.2
2.3
2.8
2.6
2.4

2.8
2.7
2.5
2.4
2.5
2.4
2.5
x IO6
x IO6

x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6

x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
Main effects &
interactions
-.03
-.13

.08
.08
.05
-.10
.05
.10
-.10

-.10
.13
-.03
-.13
-.08
.00

x IO6
x IO6

x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6

x IO6
x IO6
x IO6
x IO6
x IO6
x IO6

* Denotes significance at 5% level of significance.

-------
TABLE A14. THE EFFECTS OF VARIOUS CHLORO-ORGANIC CHEMICALS AT 0.1 ppm ON THE YIELD OF
                                 THALASSIOSIRA PSEUDONANA

Experiment 3
Treatment
Biomass
(cells/ml)
CR
CP
CG
CU
CP,
CG,
CU,
CG,
CP,
CG,
CG,
CP,
CG,
CG,
CG,


_

CR
CR
CR
CP
CU
CU
CP, CR
CR, CU
CP, CU
CR, CU
CP, CR, CU
Control
3.1 x
3.4 x
3.1 x
3.0 x
3.0 x
2.8 x
3.1 x
2.8 x
2.8 x
2.8 x
2.9 x
2.9 x
2.9 x
2.6 x
2.4 x
3.1 x
IO6
IO6
IO6
IO6
IO6
IO6
IO6
IO6
IO6
IO6
IO6
IO6
io6
io6
IO6
IO6
Main effects &
Experiment 4
Treatment
interactions
-.14
-.06
-.26
.21
-.04
.09
.01
-.01
-.06
-.01
.06
-.04
.09
-.14
-.14
x IO6
x IO6
6 *
x 10
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
x IO6
CR
CB
CUD
CP
CB,
CR,
CP,
CG,
CB,
CP,
CB,
CB,
CB,
CP,
CB,




CR
CUD
CR
CUD
CP
CUD
CR, CUD
CP, CR
CP, CUD
CR, CUD
CP, CR, CUD
Control
Biomass
(cells/ml)
3.4 x IO6
3.4 x IO6
3.4 x IO6
3.6 x IO6
3.4 x IO6
3.6 x IO6
3.5 x IO6
3.7 x IO6
3.6 x IO6
3.3 x IO6
3.6 x IO6
3.6 x IO6
3.3 x IO6
3.3 x IO6
3.3 x IO6
5.0 x IO6
Main effects &
interactions
-.20
-.18
-.23
.28
.18
.23
.18
.25
.15
.00
-.25
-.15
-.23
-.20
.23

x
x
X
X
X
X
X
X
X
X
X
X
X
X
X

IO6
IO6
IO6
IO6
io6
io6
IO6
io6
io6
io5
io6
io6
io6
io6
io5

* Denotes significance at 5% level of significance.

-------
TABLE A15. REPRESENTATIVE DATA COMPARING CELL NUMBERS OBTAINED BY DIRECT
           COUNTING AND FROM A CALIBRATION CURVE FOR PORPHYRIDIUM SP.
                                  Cells/ml
                           I/                                  2/
          Direct cell count—                  Calibration curve—
            1.0 x 105                           1.2 x 105
            3.2 x 105                           3.2 x 105
            3.6 x 105                           3.6 x 105
            8.0 x 105                           9.0 x 105
            1.1 x 106                           9.6 x 105
            1.1 x 106                           1.1 x 106
            1.1 x 106                           1.2 x 106
            1.2 x 106                           1.4 x 106
            2.0 x 106                           2.1 x 106
            2.5 x 106                           2.6 x 106
      I/  Direct  cell  count made with  an A-0  Bright-Line  hemacytometer.
      "if  Calibration  curve related  cell number  to  optical density
         measurements.
                                       54

-------
r
                                   TECHNICAL REPORT DATA
                            (Please read In'tructions on the r,.\wsc before completing)
 1. REPORT NO.
    EPA-600/3-79-075
                                                            3. RECIPIENT'S ACCESSION NO.
4. TITLE ANDSUBTITLE
EFFECTS  AND FATE OF  SEWAGE  CHLORINATION
  PRODUCTS  IN PHYTCPLANKTON
                                                             REPORT DATE

                                                             .inly 1975 issuing date	
                                                            ,. PERFORMING ORGANIZATION CODE
 7. AUTHOR(S)
  Sikka,  Harish C., Knowlton  C. Foote,  James
  I.  Mangi, and Eduiard J.  Pack.          	
 9. PERFORMING ORGANIZATION NAME AND ADDRESS
  Life Sciences Division
  Syracuse  Research Corporation
  Syracuse, New York   13210
                                                            8. PERFORMING ORGANIZATION REPORT NO.
 12. SPONSORING AGENCY NAME AND ADDRESS
  Marine  Division
  Corvallis  Environmental Research Laboratory
  U.  S. Environmental Protection  Agency
  Corvallis,  Oregon   97330	
                                                           10. PROGRAM ELEMENT NC

                                                             13A819
                                                            11. CONTRACT/GRANT NO.
                                                             R-804-936-010
                                                            13 TYPE OF REPORT AND PEPIOD COVERED
                                                            Final  r
                                                             . SPONSORING AGENCY CODE
                                                             EPA/600/02
 15. SUPPLEMENTARY NOTES
 16. ABSTRACT
                    3-Chlorophenol. 3-chlorobenzolc acid, 4-chlororesorcinol, 5-chlorouracil,
                5-chlorouridine, 6-chloroguanine or 8-chlorocaf feine at ""^"Jj^
                0.1 ppm, alone or in combinations of up to 4 chemicals, had no **S«J"cant
                effect on the yield of Scenedesmus obliquus, Selenastrum capricornutum.
                                  ~        •           Skeletonema cotatum,
                                                 sp.
                5-chlorouracil^e-Eak^n up by certain species but       .
                accumulated to a high level. The uptake of chlo^o "sorcinol "**
                greater than that of chlorouracll.  The uptake of 3-chlorobenzoic acid by
                the phytoplankton was negligible.

                    4-Chlororesorcinol was readily degraded in aqueous so lution by the
                action of simulated sunlight and both Skeletonema and Selenastrum took up
                chlororesorcinol as well as its photodegradation products from the medium.
 17.
                   Neither Skeletonema nor Selenastrum were able to «*tabo"" J-
               resorcinol in the dark but appeared to transform it to some extent into
               more polar material(s) in the light.


                                KEY WORDS AND DOCUMENT ANALYSIS
  !______	    DESCRIPTORS	•

   Phytoplankton,  chlorine  organic
   compounds,  chlorination,  sewage
   treatment,  metabolism.
                                                        ,  |             	

                                                b.lDENTIHERS/OPEN ENDED^TERMS
  '875771 HI BUTION STATEMENT	

    release unlimited
                                                uptake, 3-chloro-
                                               phenol,  3-chloroben-
                                               zoic acid,  4 chloro-
                                               resorcinol,  5-chlcro-
                                               uracil,  5-chlorouri-
                                               dine,  6-chloroguanine
                                               8-chlorocaffeine
                                               20 SECURITY CLASS (TMspage)
                                                 unclassified
      °'m 2220-1 (Rev. 4-77)   PREVIOUS EDITION is OBSOLETE
                                              55

-------