United States
                   Environmental Protection
                   Agency
                                   National Exposure
                                   Research Laboratory
                                   Research Triangle Park, NC 27711
                   Research and Development
                                   EPA/600/SR-96/050     April 1996
                   Project Summary
vvEPA
Field  Validation  of the  DNPH
Method for Aldehydes and
Ketones
                   Gerald S. Workman, Jr. and Joette Steger
                    Two field validation studies were con-
                  ducted to evaluate and validate the pro-
                  posed  2,4-dinitrophenylhydrazine
                  (DNPH) method for sampling aldehydes
                  and ketones. The sampling trains were
                  similar to the train  described in SW-
                  846 Draft Method 0011, except that the
                  first impinger contained 200 ml_ of re-
                  agent to increase sample capacity, and
                  an additional impinger containing DNPH
                  was added  to evaluate breakthrough.
                  The nine compounds evaluated in the first
                  field test were formaldehyde, acetaldehyde,
                  quinone, acrolein, propionaldehyde, me-
                  thyl isobutyl ketone, methyl ethyl ke-
                  tone,  acetophenone, and  isophorone.
                  Laboratory studies indicated that form-
                  aldehyde and isophorone are efficiently
                  recovered from the first impinger. When
                  formaldehyde and  isophorone com-
                  pounds  are present in the source at
                  high levels, the capacity  of DNPH to
                  capture and derivatize may be exceeded
                  and low compound  recoveries result.
                  By doubling the amount of DNPH re-
                  agent in the first impinger, recoveries
                  doubled  for formaldehyde and qua-
                  drupled for  isophorone.
                    To  validate the  proposed  DNPH
                  method, ten field test runs were per-
                  formed using quadruplicate sampling
                  trains. Two of the four trains during
                  each run were dynamically spiked with
                  the aldehydes  and  ketones.  The test
                  results were evaluated statistically us-
                  ing the  procedures  described in EPA
                  Method  301. Precision and bias were
                  calculated using all  four impingers for
                  the first field  test. Two-impinger data
                  are reported for the first field test to
                  demonstrate that formaldehyde and ac-
                                   etophenone met  acceptance criteria
                                   with only two  impingers. For the sec-
                                   ond field test, data are reported for only
                                   two impingers because breakthrough
                                   levels were low with little difference in
                                   total recovery  whether two- and four-
                                   impinger data sets were used.
                                     Based on the EPA Method 301 crite-
                                   ria for method precision (<+50% rela-
                                   tive standard deviation) and bias (cor-
                                   rection factor  of  1.00  +0.30) the pro-
                                   posed DNPH method for sampling alde-
                                   hydes and ketones was validated for form-
                                   aldehyde, acetaldehyde, propionaldehyde,
                                   acetophenone, and isophorone. Quinone,
                                   acrolein, methyl  isobutyl ketone, and
                                   methyl ethyl ketone did not meet the
                                   validation criteria for  the method as
                                   used in the field validation studies.
                                     This Project Summary was developed
                                   by the National  Exposure  Research
                                   Laboratory's Air Measurements  Re-
                                   search Division,  Research Triangle
                                   Park,  NC, to announce key findings of
                                   the research project that is fully docu-
                                   mented in a separate report of the same
                                   title (see Project Report ordering infor-
                                   mation at back).

                                   Introduction
                                     Radian Corporation, while assisting the
                                   Method Branch of the National Exposure
                                   Research Laboratory (NERL), has evalu-
                                   ated  and  validated a multiple pollutant
                                   sampling and analytical  method for alde-
                                   hydes and ketones  in emissions from sta-
                                   tionary sources. This  study is part of an
                                   EPA program to develop stationary source
                                   emission test methods for the 189 haz-
                                   ardous air pollutants  listed in the Clean
                                   Air Act Amendments of 1990,  and which

-------
are needed to determine risk to the public
and to support the regulatory process.
  The method in the present study em-
ploys an impinger train containing  acidi-
fied 2,4-dinitrophenylhydrazine (DNPH) to
capture and derivatize aldehyde and  ke-
tone  compounds.  Validation of the test
method was  needed to demonstrate  ap-
plicability to different  source types. Test
sites known to emit relatively low concen-
trations of both acetaldehyde and formal-
dehyde were  selected.  Under  Work  As-
signment 67 of EPA Contract 68-D1-0010,
the method was evaluated  at a plywood
veneer dryer  vent at a pressboard manu-
facturing plant; under Work Assignment
12 of EPA Contract 68-D4-0022,  method
evaluation was conducted at a spinning
machine exhaust vent at a polyester fiber
manufacturing plant. Site parameters and
aldehyde  concentrations were confirmed
with  information gathered during pretest
site surveys. The  present report covers
both of these field validation studies.
  The method  was evaluated using pro-
cedures described in EPA Method  301,1
Protocol for the Field Validation of  Emis-
sion  Concentrations  from Stationary
Sources. Bias is established by compar-
ing the method's results with a reference
value. The data obtained from the valida-
tion test is used to determine if the bias is
statistically significant, and to calculate a
correction factor, which eliminates the bias.
Methods that have correction factors out-
1 U.S. Environmental Protection Agency. Method 301, in
 Code of Federal Regulations. Title 40, Part 63. Wash-
 ington, DC, Office of the Federal Register, July 1,1987.
side the 0.7 to 1.3 range  are  unaccept-
able.  In  the present  study, spiking  was
carried out by a dynamic method in which
measured quantities of analyte were intro-
duced into the flue gas being sampled.
  Precision and bias of the test method
for  each  compound  tested are summa-
rized  in Table 1.  For Field Test I data is
shown for both two  and four impingers.
Precision and bias calculations were com-
pleted using all four  impingers  for Field
Test I because of the high breakthrough
values that occurred  during Runs 3, 4, 6,
and  7.  Two-impinger data also was re-
ported for Field Test I to demonstrate that
formaldehyde and acetophenone passed
with only two impingers. For Field Test II,
data is shown for two impingers only be-
cause breakthrough  levels for all of the
trains were low and there was little differ-
Table 1. Results of the EPA Method 301 Statistical Evaluation
Parameter
Field Test f
RSD Spiked (%)
RSD Unspiked (%)
Bias CF
Disposition
Field Test f
RSD Spiked (%)
RSD Unspiked (%)
Bias CF
Disposition
Field Test?
RSD Spiked (%)
RSD Unspiked (%)
Bias CF
Formal-
dehyde

7.36
10.2
1.11
Pass

7.32
9.95
1.10
Pass

8.8
20.7
1.10
Disposition Pass Pass Pass
Acet-
aldehyde

7.18
10.6
1.26
Pass

8.15
10.3
1.34
Fail

16.7
12.4
1.24
Pass
Propion-
aldehyde

7.20
21.0
1.25
Pass

NR
NR
NR
NR

12.9
48.5
1.29
Fail Fail
Aceto-
phenone

7.94
42.5
1.08
Pass

7.79
43.5
1.11
Pass

10.4
ND
1.09
Pass
Methyl
Ethyl
Ketone

26.1
74.3
2.55
Fail

NR
NR
NR
NR

18.8
ND
2.45
NT NT
Methyl
Isobutyl
Ketone

17.2
32.2
2.22
Fail

NR
NR
NR
NR

21.2
ND
4.33

Isophorone

7.94
211
1.08
Pass

NR
NR
NR
NR

9.0
ND
0.93

Quinone

40.0
39.7
1.84
Fail

NR
NR
NR
NR

NT
NT
NT

Acrolein

12.1
17.3
2.00
Fail

NR
NR
NR
NR

NT
NT
NT

NR = Not Reported
NT = Not Tested
RSD = Relative Standard Deviation
CF = Correction Factor
ND = Native Compound Not Detected
aStatistics calculated from 4-impinger results in Field Test 1.
^Statistics calculated from 2-impinger results in Field Test 1.
'Statistics calculated from 2-impinger results in Field Test 2.

-------
ence in total amounts recovered between
the two- and four-impinger data sets.
  For Field Test I and  Field Test II, four
sampling trains were operated  simulta-
neously (quadruplicate sampling  train) to
collect flue gas samples. The  configura-
tion of each sampling train was the same
as that described in SW-846  Method 00112
for formaldehyde,  except  that the first
impinger contained 200 ml_  of reagent to
increase  sample capacity,  and  an addi-
tional impinger containing  DNPH  was
added to check for breakthrough. The ac-
tual  method  evaluated  is  included  in
Appendix B. In this sampling method, gas-
eous  and particulate pollutants  are col-
lected from an emission source in  aque-
ous, acidic DNPH. Aldehydes and ketones
present in the stack gas stream react with
the DNPH to form dinitrophenylhydrazones.
Samples  are then  extracted with organic
solvent. The  resulting organic  extract is
concentrated as necessary and exchanged
into an appropriate solvent for analysis by
high  performance liquid chromatography
(HPLC).
  Ten  aldehydes  and  ketones listed in
Title  III of the Clean Air Act were studied
as part of this project. These compounds
are listed in  Table 2. Nine of the ten
compounds listed in Table 2—formal-
dehyde,  acetaldehyde, quinone,  ac-
rolein, propionaldehyde,  methyl ethyl
ketone, acetophenone, methyl  isobu-
tyl ketone, and isophorone—were spiked
into the sampling trains during sample col-
lection as part of  the method evaluation
procedure at  the first field test  site. The
compound 2-chloroacetophenone was ex-
cluded from the list of compounds quanti-
fiable by this  method because  a purified
DNPH  derivative of this  compound could
not be successfully made during the initial
laboratory studies. Furthermore, because
2-chloroacetophenone can be determined
by Method  0010,3 there was no  need to
include it in the Method 00112 validation
study.
  For Field Test II, acrolein and  quinone
were not included in the spiking solution.
Acrolein is chemically unstable  under the
acidic reaction conditions because of its
double bond. Acrolein is a highly reactive
substance and  is  known to dimerize by
2U.S. Environmental Protection Agency, Method 0011,
 in "Test Methods for Evaluating Solid Waste, Physical/
 Chemical Methods, SW-846 Manual, 3rd ed." Docu-
 ment No. 955-001-0000001 .Washington, DC Novem-
 ber 1986.

3U.S. Environmental Protection Agency, Method 0010,
 in "Test Methods for Evaluating Solid Waste, Physical/
 Chemical Methods, SW-846 Manual, 3rd ed." Docu-
 ment No. 955-001-0000001 .Washington, DC Novem-
 ber 1986.
the Diels-Alder reaction. Acrolein may also
react with other aldehydes, causing their
recoveries to be low. Therefore, acrolein
was considered inappropriate to study as
part of a multiple pollutant aldehyde and
ketone method test. A  pollutant-specific
method may be required to determine ac-
rolein. Quinone appears to be collected in
the impingers but does not react well with
the DNPH under the conditions specified
in  the method. Quinone is also a strong
oxidizing  agent having the potential to oxi-
dize formaldehyde, and its addition to the
spiking solutions  may have  caused low
recoveries of some  aldehydes during the
first field test. For these reasons, quinone
was also excluded from the second  field
study. Of the compounds that were spiked,
the laboratory studies indicated the method
would perform satisfactorily for five: form-
aldehyde, acetaldehyde, propionaldehyde,
acetophenone,  and  isophorone. Methyl
ethyl ketone  and methyl isobutyl ketone
do not react rapidly enough with the DNPH
to be quantitatively collected. The two com-
pounds are volatile and are swept through
the sampling train before they  have time
to  react.

Conclusions  and
Recommendations
  Based  on  the work  performed  in the
laboratory studies and the field evaluation
of  the aldehydes and ketones,  and using
Method 3011 criteria as revised in Decem-
ber, 1994, the following  conclusions  may
be drawn regarding the  proposed  sam-
pling method.
  • Acetophenone,  Formaldehyde,
    Isophorone,  Acetaldehyde,  and
    Propionaldehyde Using the criterion
    of 70-130% recovery for the dynami-
    cally spiked compounds,  acetophe-
    none, formaldehyde,  isophorone, ac-
    etaldehyde,  and  propionaldehyde
    meet the minimum recovery criterion.
  • Quinone, Acrolein, Methyl ethyl ke-
    tone, and  Methyl isobutyl ketone
    The  test method is  not appropriate
    for the measurement of quinone, ac-
    rolein, methyl ethyl  ketone, and  me-
    thyl isobutyl ketone, due either to poor
    collection efficiency or analytical prob-
    lems.
  • Formaldehyde,  Acetaldehyde,
    Propionaldehyde,  Methyl  Ethyl Ke-
    tone, Acetophenone, and  Methyl
    isobutyl ketone are all stable in the
    aqueous spiking solution  for up  to
    62 days.
  • All Compounds Except Formalde-
    hyde Dynamic spiking  allowed the
    collection efficiency of the train to be
    more adequately evaluated than static
    spiking and  is  the preferred spiking
    technique especially when very vola-
    tile, waterpurgeable compounds  are
    being tested.
  • All Compounds Keeping the first two
    impingers in  an ice  bath results in
    higher compound recoveries with less
    breakthrough into the second impinger
    and  less tautomer formation than
    when the first two impingers are kept
    warm.
  Based  on work performed in the labora-
tory and in the field evaluation, the follow-
ing recommendations are  made:
  • Subject  to the  number of impingers
    used for various compounds  (as
    stated below), the sampling and ana-
    lytical method tested is recommended
    for  adoption as a  standard EPA
    method for the determination of form-
    aldehyde, acetophenone, isophorone,
    acetaldehyde,  and propionaldehyde
    emissions from  stationary sources.
  • To obtain quantitative  recoveries of
    formaldehyde,  acetophenone,  and
    isophorone,  use 200  ml_ of DNPH
    reagent  in the first impinger followed
    by one  impinger  containing  100mL
    and keep the impingers iced. To  ob-
    tain quantitative recoveries of acetal-
    dehyde and propionaldehyde, use 200
    ml_ of DNPH  reagent in  the first
    impinger followed by two impingers
    containing 100 ml_  and keep  the
    impingers iced.
  • Recoveries for acrolein  in the labora-
    tory  studies were low,  probably due
    to the reactive  nature of the double
    bond. Alternative sampling and ana-
    lytical methods should be pursued for
    acrolein   or modifications should be
    made to Method 00112 to stabilize
    acrolein.  Potential modifications to
    Method  00112 include using hexane
    to recover the sample trains instead
    of methylene chloride.
  • Method  00112 yields  inconsistent re-
    sults when used to determine quinone.
    Alternative sampling and analytical
    methods  should be investigated for
    quinone.
  • Methyl isobutyl  ketone and  methyl
    ethyl  ketone  are  not efficiently  col-
    lected by the aqueous DNPH reagent.
    Alternative sampling and analytical
    methods,  possibly using  sorbents,
    should be investigated for these com-
    pounds.  Alternatively, modifications to
    Method 00112 such as  using five or
    more reagent impingers, sampling at
    lower flow rates,  using a lower pH
    reagent  (>2N HCI), may improve the
    performance of  Method 00112  for
    these compounds.

-------
Table 2.  Aldehydes and Ketones Included on the Clean Air Act Title III List

                                  Formaldehyde

                                  Acetaldehyde

                                    Quinone

                                    Acrolein

                                Propionaldehyde

                               Methyl Ethyl Ketone

                                 Acetophenone

                              Methyl Isobutyl Ketone

                              2-Chloroacetophenone

                                  Isophorone
   GeraldS. Workman, Jr. and JoetteStegerare with Radian Corp., Research Triangle
     Park, NC 27709
   Joseph E. Knoll is the EPA Project Officer (see below).
   The complete report, entitled "Field Validation of the DNPH Method for Aldehydes
     and Ketones," (Order No. PB96-168398; Cost: $41.00, subject to change) will be
     available only from:
           National Technical Information Service
           5285 Port Royal Road
           Springfield, VA 22161
           Telephone: 703-487-4650
   The EPA Project Officer can be contacted at:
           Air Measurements Research Division
           National Exposure Research Laboratory
           U.S. Environmental Protection Agency
           Research Triangle Park, NC 27711
United States
Environmental Protection Agency
National Risk Management Research Laboratory (G-72)
Cincinnati, OH 45268

Official Business
Penalty for Private Use $300
      BULK RATE
POSTAGE & FEES PAID
         EPA
   PERMIT No. G-35
 EPA/600/SR-96/050

-------