Eraffe
AMBIENT AQUATIC LIFE WATER QUALITY CRITERIA  FOR

           DI-2-ETHYLHEXYL PHTHALATE
     U.S.  ENVIRONMENTAL PROTECTION AGENCY
      OFFICE OF RESEARCH AND DEVELOPMENT
     ENVIRONMENTAL  RESEARCH  LABORATORIES
               DULUTH,  MINNESOTA
          NARRAGANSETT. RHODE ISLAND

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                                    NOTICES
This document has been  reviewed by the Criteria and Standards Division  Office
of Water Refutations and Standards, U.S. Environmental Protection Agencv  aj»4~
approved for publication.

Mention of trade names  or commercial products does not constitute endorsement
or recommendation for use.

This document; is available to the public throueh the National' Technical
Information Service (NTIS), 5285 Port Ro/al Road. Springfield. VA  22161.
                                      11

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                                    FOREWORD


       Section 304(a)(l) of the Clean Water; Act requires the Administrator  of
 the Environmental Protection Agency to publish water quality,criteria that
 accurately reflect the latest scientific knowledge on the kind and extent  o£
 all identifiable effects on health and welfare that might be expected from --he
 presence of pollutants in any body of water.   Pursuant to that end,  this
 document proposes water quality criteria for the protection of aquatic life.
 These criteria do not involve consideration of effects on human health.

       This document is a draft,  distributed for public review and comment.
 After considering all public comments and making any needed changes,  EPA will
 issue the criteria in final form,  at which time they will replace any
 previously published EPA aquatic-life criteria for the same pollutant.

       The term "water quality criteria" is used in two sections of the Clean
 Water Act,  section 304(a)(l)  and section 303(c)(2).   In section 304,  the te—
 represents  a non-regulatory,  scientific assessment of effects.   Criteria
 presented in this  document  are such scientific assessments.   If water qualit-
 criteria  associated  with  specific  stream uses  are  adopted by a State  as wate-
 quality standards  under section  303,  then they become maximum acceptable
 pollutant concentrations  that  can  be used to derive  enforceable permit limi-=
 for discharges  to  such waters.

      Water quality  criteria  adopted in State  water  quality standards  could
 have  the same numerical values as  criteria developed under  section 304.
 However,  in many situations States  might  want  to adjust water quality  criter- <••
 developed under section 304 to reflect  local environmental  conditions  before""
 incorporation into water quality standards.  Guidance  is  available from EPA --
 assist States in the modification of section 304(a)(l) criteria,  and in the
development of water quality standards.   It is not until  their  adoption as
part of State water quality standards that  the criteria become  regulatory.
                                    Martha G. Prothro
                                    Director
                                    Office of Water Regulations and Standards,
                                     iii

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                                 ACKNOWLEDGMENTS
 Larrj T.  Elrookt
 (freshwater author)
•University  of  Wisconsin-Superior
 Superior, Wisconsin
                Robert S. Carr
                (•saltwater author)
                Battelle Ocean Sciences
                Duxburj, Massachusetts
Charles E. Stephan
(document coordinator)
Environmental Research
Duluth. Minnesota
Laboratory
David J. Hansen  '
(saltwater coordinator)
Environmental Research Laboratory
Narraftnsett. Rhode Island
                                     i v

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                                     CONTENTS
 No C i ce s	



 Foreword.	                                           ...
                                	:	  ui


 Acknowledgments	



 Tables	
                            	•	   vi






 Intreduction	
                                                       '**•*•••••**•••• 	    4


 Acute  Toxicity to Aquatic Animals"...	           ,



 Chronic Toxicity  to Aquatic Animals	        3



 Toxicity  to  Aquatic Plants	                                      c
                                              	    o


 Bioaccumulation	                                                 -*
                                                                             o


 Other  Data	                      7



 Unused Data	
                                                	*••••••••».*    y


 Summary		             IQ



 National Criteria	...;	



 Implementation	







References	                                           ..
                                	   iD

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 TABLES
 I.   Acute T«icit7 of Di-2-eth7lhe*7.  Phth.late to Aquatic Animal, ..
 2.   Chronic  Toticity of  Di-2-eth7lhex7l  Phthalate to Aquatic  Aninuls
 3.   Toxicitj  of  Di-2-ethjlhetjl  Phthalate  to  Aquatic Plants...
 4.   Bioaccuaulation  of Di-2-eth7,hez7, Phthal.te  b7  Aquatic Orf.Bifll..'
5.  Other Data on Effects of Di-2.eth7,hex7,  Phth.late  on  Aquatic
      Organisms ..........
                                   ..   J4
                                   ..   17
                                      2Q
                                      Z2
vi

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   [ntroducti'on
      The chemicals commonl7 known as phthalates are  esters  of  phthalic acid
   (1.2-benzenedicarboxylic acid).   Phthalates are widely  used  in. the manufacture
   of plastics.  Phthalates are interfused with high molecular  weight polymers to
   increase flexibility,  extensibility,  and workability  of  the  plastic.  It is a
  major constituent of polyvinyl  chloride (PVC)  (Daniel 1978;  Graham 1973).
  Di-2-ethylhexyl  phthalate  (DEHP).  also  known as bi,(2-ethylhexyl) phthalate.
  is the most  produced phthalate  (U.S.  EPA 1980).   The  term  dioctyl phthalate
  (DOP)  is  sometimes  used  to  refer  to di-n-octyl  phthalate.  but  is  sometimes
  also used to  refer  to  DEHP;  the term  DEHP only  will be used  herein.
     DEHP  is a component  of many products found  in homes  and automobiles as
 well as in the medical and packaging  industries.  Its wide use and
 distribution, as well as its high volatility and persistence,  lead to it,
 common occurrence in fish,  water,  and sediments (Burns et al.  1981;  Corcoran
 1973;  Glass  1975; Kites 1973; Lindsay 1977;  Mayer et al.  1972; Morris 1370;
 Petersen and  Freeman 1982;  Ray et  al.  1983;  Swain 1978;  Williams 1973;  Zitko
 1973.1973).   DEHP ha, been  detected in precipitation upon Che remote  Enewetok
 Atoll  in the  North Pacific  Ocean (Atlas  and  Giaa 1981).   It occurs in
 sediments  of  Chesapeake Bay in concentration gradients proportional  to  the
 annual  production of the  compound  (Peterson  and Freeman  1982).
    The  reported  values of  the  solubility limit of DEHP  range from 50 to
 1.300 ng/L; however,  some of  the best  estimates  of solubility are
360 MI/L (Biesinger  et  al.. Manuscript)  and  400  Mg/L (Wolfe et al.
1980).   The  reported values  of the  log  octanol-water  partition coefficient
range from 4.2 to 8.7 (Callahan et al. 1979;  Fishbein  and Albro 1972; Leyder
and Boulanger  1983; Patty 1967).
    Persistence of DEHP has been measured in  freshwater hydrosoils (Johnson
and Lulves 1975).   Under aerobic conditions,   the half-life was  14  days.
                                       1

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 whereas no degradation was observed in 30 days under anaerobic  conditions.
 Tfolfe et al. (1980a) found very little transformation and volatilization of
 DEHP in several computer simulated ecosystems.
    A comprehension of the "Guidelines for Deriving Numerical  National  Water
 quality Criteria for the Protection of Aquatic Organisms and TheU Uses"
 (Stephan et al. 1985). hereinafter referred to as the Guidelines,  and the
 response to public comment (U.S. EPA 198Sa) is necessary to understand  the
 following text, tables, and calculations.  Results of such intermediate
calculations as recalculated LCSOs and Species Mean Acute Values are given to
four significant figures to prevent roundoff error  in subsequent calculations.
not to reflect the precision of the value.  The criteria presented herein
supersede previous national aquatic life water quality criteria for  OCHP (U.S.
EPA 1978.1980) because these new criteria were derived using improved
procedures and additional  information.  The latest  comprehensive  literature
search for information for this document was conducted  in February.  1986: some
more .recent information was included.

Acute Toxicity to Aquatic  Animals
    Some data that are available on the  acute  tozicity  of  DEHP are  useable
according to the Guidelines in  the derivation  of  Final  Acute Values  (FAV) for
DEHP (Table 1).  In only four of twenty-one acute  tests  with  freshwater animal
species was enough tozicity observed  to  permit calculation  of  an  acute value.
In a 48-hr exposure of Daohnia  mama  the  acute value  was 11,000 /*f/L
(LeBlanc 1980).  Adams and Heidolph (1985)  obtained a 48-hr ECSO  of
2,000 Mg/L with the same species.  Gary  et  al. (Manuscript)  reported LCSOs
of 240,000 jug/L for an amphipod and 2,100  Mg/L for larvae  of  a midge.
In the other seventeen freshwater  tests  with  five invertebrate species and
five fish species little or no  toxicity  was observed  at the highest tested
                                       2

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concentrations,  which ranged  from  89  to  1.50'  )30 M/L.  In addition. DEHP
was not lethal  to the nonresident  amphipod,   55HIM Mil- »« concentrations
up to 400 m/L (Stephenson 1983).
    The acute toricity of DEHP has been dec   med  with three  species of
saltwater animal, (Table I).   No effects w,    .etected at  300.000  ^g/L  with
the htrpacticoid copepod. Njla££3. JffiniP*.?    '&*" et  al"  1979>  nor at
550.000 MgA "ith the sheepshead minnow. C^  &&& vanegatus (Heitmuller
et al. 1981).  DEHP concentrations as high a  »50 MgA were not lethal  to
larvae of the grass shrimp, P«I.emanates DU*  . (Laughlin et al. 1978).
    Because  so few quantitative Species Mean  cute Values are available  for
freshwater and saltwater  species,  the  proced  e described  in  the  Guidelines
cannot be used to calculate Final  Acute Val    .  However,  the data .stronglj
suggest  that acute toiicity  does  not occur  *.   :onccntrations  below the water
solubility of DEHP (400  «/L).  The  only  unc   tainties in this  assessment
are  the  two  species.  Hvdra oligactis and  ^ur,  iculus  varjegatuj.  for which  ±*w
highest  concentration tested was  89  H|/L.   K  "ever,  there is  no reason to
believe  that these two species would have be    affected by concentrations a?
to 400 Mg/L.   The Criterion  Maximum Concentr  'ion for both fresh and salt
water is set at  400  m/L, although  it is pos   ble that even higher
concentrations  of DEHP would be acutely tox;   to few.  if any. species of   .
 freshwater  or saltwater fish or  invertebrate?-
 Chronic ToTicitT to Aouatic Animals
     Several tests have been conducted  that  are useable  according  to  the
 Guidelines concerning the chronic toricity  of DEHP  (Table  2).   Four  Ufe-ej*:l*
 tests have been conducted with the cladoceran, Daohnia  magna.   In the  first.
 test, all  tested concentrations,  including  the lowest of  3 ng/L.  inhibited

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reproduction by at least 607. (Mayer  and  Sanders  1973; Sanders et al. 1973).   ft
comparable acute test was not conducted.   Brown  and  Thompson (1982) found that
concentrations up to 107 pg/L did not reduce  survival or  reproduction of £.
magnt.   Adaiffls and Heidolph (1985) reported that  1.300 pg/L  significantly
reduced survival and reproduction,  whereas 640 MC/L  did not.   The  chronic
value was 912.1 pt/L.  Because these authors  did not conduct an acute test
in the dilution water in which their chronic  test was  conducted,  their
acute-chronic ratio of 2.20 cannot be used.  In  the  fourth test (Knowles  ec
al. 1987), survival and reproduction were significantly reduced at
811 MtA. but not at 158 m/L.  The chronic value was 358.0 pg/L.
    The early report that DEHP causes chronic toxicity to £. magn$ at
concentrations of 3 pg/L appears to be  in error because three  other tests
found that concentrations above  100 -pg/L  did  not affect survival  or
reproduction.
    Streufert and Sanders (1977) and Streiifert  et al.  (1980)  exposed midge
larvae to DEHP  for  35 days  until emergence and  then observed  the  animals untuii
eggs were produced  and  hatched.  The highest  concentration tested
(360 fig/I)  increased emergence  by  17.,  reduced the total  number of eggs by
15%, and  reduced hatchability by 2%.   At  200  pg/L.  emergence  was increased
by 555. the  total  number of  eggs was increased by 56%.  and hatchability was
decreased by 27..   Since the authors found none  of  these effects to be
significant,  the chronic value was  > 360 pg/L.  and  an acute-chronic ratio
cannot be calculated.
    Three early life-stage  tests have  been conducted on DEHP  with fish.
Mehrle and  Mayer (1978) exposed rainbow trout.  Salmo gairdneri.  eabryos ani
fry  for  100 days.   No significant effects occurred in the embryos or  in fry
older  than  24 days.  However, fry between hatching and 24 days  of age had a

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  significant increase in mortality at  a  DEHP  concentration  of  U M«/L.  The
  calculated chronic value was 8.368 jig/L.   However.  Spehar  (1986) exposed
  rainbow trout e»bryos and fry to  DEHP for  90 days.   The  average test
  concentrations ranged from 49 to  502  ng/L  and no  significant  effects were
  observed on embryo hatchabi 1 i tjr.  larval  or early  juvenile  survival or growth.
      The very low values for  both  £. magna  and rainbow  trout were obtained in
  the  same laboratory at  about  the  same time.   Subsequently, much higher values
  have  been  obtained'in this and  three  other laboratories  with  these two
  species.                                                           '
     In  a 32-day  early-life stage 'test with the fathead minnow.
 Promelas- survival was reduced 1% by 23.800 ng/L and was reduced 32* by
 42.400 Mg/L (Horne et al. 1983).   The mean weight of the fish in the
 control treatment at the end of the test was rather low. but the data indicate
 that the weight was higher than controls at 23.800 Mg/L. but was reduced-
 16% by 42.400 Mg/L.   Higher concentrations of DEHP caused even greater
 reductions in survival  and weight.   The chronic value was 31.770 Mg/L.  and
 the acute-chronic ratio was greater than 34.82.
     No  acceptable chronic tests have been conducted on DEHP with a  saltwater
 species.
     Useful chronic values are  available  for four freshwater species and  no
 saltwater  species.  The chronic value  for Danhnia  magna i,  in the  range  of
 358.0 to 912.1 MC/L and the midge chronic value  was  greater than
 360 Mg/L.  The chronic  values  for the  fathead minnow and rainbow trout are
 much higher.  31.770 and greater than 502  M«/L.  respectively.   The only
 information available concerning the acute-chronic  ratio for  DEHP is  greater
than 34.82 for the fathead minnow.   Acute-chronic  ratios are  not  very  useful.
because DEHP  is not acutely toxic enough  to allow determination  of  a

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quantitative Final Acute Value.   Since  DEHP does  not  totalize ia water, it
is assumed that it is equally toxic to  freshwater and saltomttfir .species.
Because the lowest tested reliable chronic va-lue  is  35i ;pf/L  and.it  is with
a sensitive species,  the freshwater and saltwater Final "Chronic Values are
identical and set at 358.0 fig/L.
         to Aouatic Plants
    Richter (1982) exposed a jreen alga. Selena strum empTittonuitum.  for  fii
days to concentrations up to 410 MC/L. which was assume* to be the
solubility limit of DEHP in the dilution water.  The hiflwat test concentra-
tion did not cause a SOX reduction in growth (Table 3).  Davis (1981)
conducted seven static tests with the duckweed. Lemna  eibba. to study the
effect of DEHP on frond production. , The ECSOs ranged  from 408.000 to
7.492,000 /J|/L. and the mean EC50 was 2.080.000 MC/L.  A test with the
saltwater diatom. Gymnodinium breve,  resulted  in a 98-tar EC50 of
31,000,000 MC/L (Wilson et al.  1978).
   'A Final Plant Value, as defined  in  the Guidelines, cannot be  obtained
because no test in which the concentrations of DEHP were measured resulted  tr.
an adverse effect.
Bi oaccumulati on
    Uptake of DEHP directly  from  water  has  been studied with a  variety  of
freshwater species.  Results  of exposures  that  lasted far at least  28 days and
results of tests  in which  the concentrations  in tissue iwere shown to have
reached steady-state are presented  in Table 4:  other results are presented in
Table 5.  All exposures were  conducted with radiolabeled DEHP and the  results
are based cm measurements  of    C  in water  and in tissue.

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    Mayer (1978) determined the percentage  composition  of  DEEP  and  its



metabolites in fathead minnows after 56 days of  exposure  to  several



concentrations.  DEHP ranged from 33 to 793 and  was inversely.,.related  to  the



concentration  in water.  The principal metabolite was 2-ethylhexyl  phthalate.



Tests with invertebrates resulted in bioconcentration factors (BCFs)  ranging



from 14 for an  isopod. Asellus brevicaudus. to 3,600 for  an amphipod,  Gammaris



oaeudolimnaeus.  Fish bioconcentrated l*C-labeled DEHP from 114 to  1,380



times.   Fathead minnows showed a wide range of BCFs with  a consistent inverse



relationship between concentration  in water and BCF (Mayer 1976; Mehrle and



Mayer 1978).



    BCFs for the soft tissues of M-  edulis exposed to 4.1 and 42.1 ng/L for



28 days in salt water were 2,386 and 2,827, respectively (Brown and Thompsons




1982).



    No  U.S.  FDA action level or other maximum acceptable concentration in



tissue,  as defined in the Guidelines, is available for DEHP, and, therefore no



Final Residue Value can be calculated.
Other Data



    Additional data concerning the lethal and sublethal effects of DEHP on



aquatic species are presented in Table S.  A green alga showed a  reduction «?



chlorophyll fluorescence after a two-hour exposure to 410 ng/L.   Gary «t



al.  (Manuscript) reported that 207,000 Mg/L did not reduce survival  of



brook trout exposed for 144 hr.  Exposure of the same species  to  3,000 Mt/L



for eight months had no effect on survival, growth rate, or  spawning success-



Gary et al. (Manuscript) also exposed bluegitls to high concentrations of



DEHP.  A 9-day exposure to 1,175,000 ng/L killed less than 50% of the



fish.  Exposure of bluegills for 90 days to 2.040 Mfi/L caused  no  adverse

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effects on survival,  growth,  or  spawning  success.  In the tests conducted by
Gary et al. (Manuscript),  no  effects  on brook trout or bluegills were, observed
even though the fish were  exposed to  concentrations of Triton X-100 that were
to 5 to 8% of the concentrations of DEHP.   Mehrle  and Mayer  (1976) observed no
effect on survival or growth  of  fathead minnows  during exposure  to 62 ng/L
for 56 daysi.
    Collagon synthesis was reduced in the vertebrae  of brook trout exposed  to
3.7 m/L for 150 days (Mayer  et  al. 1977).   They found the  same  effect  in
rainbow trout exposed for  90  days to 14  M«A and fathead minnows exposed
for 127 days to 11 m/L.   The heart-beat  rate  of goldfish was reduced when
the fish were exposed to 200.000 MK/L for 10 minutes (Pfuderer and Francis
1975:  Pfuderer et al. 1975).   Geyer et al.  (1981.1984)  reported a 24-hour BC?
of 5.400 for a green alga  (Table 5).   Cladocerans exposed for 7 days had BCFs
of 1.040 (Sanders et al.  1973) and 420 (Mayer and Sanders 1973).  Mayflies had
BCFs of 460 and 575 in 7-day  tests (Table 5).
    The fate and effects of uC-labeled DEHP were studied in a saltwater
microcosm during 30-day experiments in the winter and summer (Perez et al.
1983).   Ammonia flux from the benthic subsystem was reduced during the summer
at a average temperature of 18°C  in microcosms  in which  the DEHP
concentration averaged 15.5 ng/L.  A similar effect was  not observed at
58.9 /ig/L In the winter at an average temperature of l°C.   Average
concentrations of DEHP in the molluscs.  Pitar morrhuana  and Mulinia  tateralug..
frora-the sediment compartment were 1.767 times  the  concentration in the
overlying water and  BCFs  for  the  zooplankter Acartia sp. averaged 2.659 (Pere:
et al.  1983).  Values  for these  .three species differed  little between  tests
run in  the winter and  summer.   In contrast.  BCFs for  two infaunal  polyehaetes.
Nucula  annulata and  Nepthvs  incisa.  averaged  89.2 and  1.420 in the  winter and
summer  experiments,  respectively.
                                       8                            .

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    A steady-state BCF of 837 was predicted from uptake  and depuration



 kinetics of DEHP in sheepshead minnows, Cyprinodon varietatus  (Karara and



 Hayton  1984).  In contrast, OEHP was not detected at 2 mg/kg in the  tissues of



 post-larval grass shrimp exposed for 25 to 28 days to mean measured



 concentrations of 62 to 450 ng/L (Laughlin et al. 1978).
L'nuaed Data



    Some data concerning the effects of OEHP on aquatic organisms and their



uses were not used because the tests were conducted with species that are not



resident in North America (e.g., 'Stephenson 1983).  Results (e.g.. Sugawara



1974) of tests conducted with brine shrimp, Artemia sp., were not used because



these species are from a unique saltwater environment.  Biddinger and Gloss



(1984),  Davies and Dobbs (1984). Environment Canada (1983), Johnson et al. -



(1977),  Neely (1979). Peakall (1975), Thomas and Jtorthrup  (1982). Thomas and



Thomas (1984). Thomas et al. 1978; and Veith et al. (1979) compiled data from



other sources.




    Results were not used when the test procedures or  results were not



adequately described (Group  1988; Parker 1984; Streufert and Sanders  1977).



Tests conducted without controls were not used (Heitmuller et al. 1981)!



Data were not used when DEHP WAS a component of an effluent or  sediment



(Horning et al. 1984; Larsson and Thuren 1987; Pickering 1983;  Woin and



Larsson 1987).  The concentration of dissolved oxygen  was  too low in  the test



chambers in a test conducted by Silvo (1974).  Studies were not used  when  the



test chemical was reported as dioctylphthalate (Birge  et al. 1978,1979; Black



and Birge 1980; McCarthy et al. 1985; McCarthy and Whitmore 1985).  Results sf



tests (e.g.,  Gary, Manuscript; Dumpert and Zietz 1984; Zitko 1972),  inwhieia



the concentration of surfactant or organic solvent was too high were  not

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     Reports  of  the  concentrations of DEHP  in wild aquatic organisms (OeVaulc



 1985:  Glass  1975; Kaiser  1977;  Lindsay  1977; Murray et al. 1981; Musial  et  al.



 1981;  Ray and Giaa  1984;  Raj  et al.  1983;  Swain, 1978: Williams 1973; Zitlco



 1973)  were not  used to  calculate BCFs  if the number of aeasurements of DEHP in



 water  was too low or if the range of the concentration in water was too high.



 Studies  of the  metabolism of  DEHP in aquatic organisms were not used



 (Henderson and  Sargent  1983;  Lech and Melancon  1980; Melancon and Lech



 1978,1977,1979; Melancon  et al.  1977; Stalling  et al. 1973).  Results of



 laboratory bioconcentration tests were  not. used when the  teat was  not



 flow-through  or renewal (e.g.,  Ka.rara et al.  1984; Wofford et al.' 1981).   BCFs



 obtained  from microcosm or model ecosystem studies were  not used  when the



 concentration of DEHP in  water  decreased with time (Metcalf 1975;  Metcalf  et



 al.  1973;  Sodergren 1982).
Summary



    Data on the acute toxicity of DCHP are available  for  twelve  species  of



freshwater animals.  The  lowest  reported acute  value  of 2,100 MCA  was



obtained with a midge.  Higher concentrations were  not acutely toxic  to  most



species, but the high tested concentration was  only 89 Mg/L  in tests  with



two species.  Chronic toxicity tests  have been  conducted  with  four  species  of



freshwater animals, and conflicting  results  have  been obtained with two  of  the



species.  The chronic value for  Daohnia magna  is  in the  range  of 358.0  to



912.1 MfA and tne midge  chronic  value  is greater than 360 MK/L.  The



chronic values for the rainbow trout  and fathead  minnow  seem to  be  higher.



    The green alga, Selenastrum  capricornutum.  was  not  affected  by



410 /ig/L.  The ECSOs determined  with  duckweed  ranged  from 408,000 to




7,492,000 MC/L-  Bi oaccumul at i on has  been determined  with a variety of
                                       10

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freshwater species  using  uC-Ubeled DEHP.  Invertebrate studies resulted ia
BCFs ringing from 14 for  an isopod  to 3.600 for an anphipod.  Fish
bioconcentrated DEHP from 114  to  1,380  times.  Fathead minnows showed a wftdie
range of BCFs with a inverse relationship  between concentration  in water ami
BCF.
    The only data available on the  acute  toxicit7 of  DEHP  to  saltwater animals
shows that it was not acutely lethal  to the  harpacticoid copepod, Mitocra,
gpinioes.  at 300,000 MgA nor to  larval grass shrimp,  Palaemonetes  pug|o>
at 450 Mg/L.   Survival and development  of £.  ougio  were  not affected after
25 to 28 days in DEHP concentrations <  450 MlA-   Ammonia  flux from
sediments  in microcosms was reduced after 30 days  at 15.5  ng/L in the
summer but not at 58.9 MCA '« the winter.  BCFs averaged 89.2 in the
winter and 1.420 in the summer for the  polychaetes Nucula annulata and
incisa. 2,859 for the zooplankter Acartia sp. .  and for molluscs averaged 2,435
for Mvtilus edul is. 881 for Pi tar morrhuana and 2,560 for Mulinia lateraltta.
For the fish. Cvorinodon variegatus. the predicted BCF was 837.
National Criteria
    The procedures described  in the "Guidelines  for  Deriving  Numerical
National Water Quality Criteria for the  Protection of  Aquatic Organisms
Their Uses"  indicate  that,  except  possibly  where a  locally important species
is very sensitive, freshwater and  saltwater aquatic  organisms and their  uses
should not be affected unacceptably  if  the  four-day  average concentration of
di-2-ethylhe.xyl  phthalate  does not exceed 360  pg/L  more than once every
three years  on the average and if  the  one-hour average concentration does root
exceed 400 jig/L  more  than  once every  three  years on the average.
                                       11

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  Implementation



      As  discussed- in the Water Quality Standards Refutation .(U.S.  EPA I983a)



  and  the  Foreword  to this document, a water quality criterion for  aquatic  life



  has  regulatory  impact only after  it has been adopted in a state water quality-



  standard.  Such a standard specifies a criterion for a pollutant  that is



  consistent with a particular designated use.  With the concurrence of the  U.S.



  EPA. states designate one or more uses for each body of water or  segment



  thereof and adopt criteria that are consistent with the use(s) (U.S. EPA



  I983b,l987).   In each standard a state may adopt the national criterion,  if



 one exists,  or,  if adequately justified,  a site-specific criterion.



     Site-specific criteria may include not only site-specific criterion



 concentrations (U.S.  EPA 1983b).  but also site-specific, and possibly



 pollutant-specific,  durations of averaging periods and frequencies of allow**



 excursions (U.S..  EPA I985b).   The averaging periods of "one  hour" and "four



 days" were selected  by the U.S.  EPA on the basis of data concerning how



 rapidly  some  aquatic species  react to increases in the concentrations of  same



 aquatic  pollutants,  and "three years" is  the Agency's best scientific judgment:



 of  the  average amount  of time aquatic ecosystems should be provided between



.excursions (Stephan  et al.  1985;  U.S. EPA 1985b).   However,  various species



 and ecosystems react and recover at greatly differing rates.  Therefore,  cf



 adequate  justification is  provided,  site-specific  and/or pollutant-specific



 concentrations,  durations,  and frequencies may be  higher or  lower than those



 given in  national  water quality criteria  for aquatic life.



     Use  of criteria, which have  been adopted in state water  quality standsrdis,.



 for developing water quality-based permit limits and for designing waste



 treatment  facilities requires selection of an appropriate wasteload alloca.ti.cr-



 model.  Although  dynamic models  are  preferred for  the application of these
                                       12

-------
criteria (U.S.  EPA 198Sb), limited data or other considerations might



the use of a' steadj-state model (U.S. EPA 1988).  Guidance on mixing zaaes and



the design of monitoring programs is also available (U.S. EPA 1985b. 198?))..
                                      13

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                                  REFERENCES








Adams,  W.J.  and B.B.  Heidolph.  1985.  Short-cut  chronic  toxicity  estimates



using DaohnU mtgna.  In:  Aquatic toxicology and hazard  assessment:  Seventh



symposium.  Cardwell.  R.D..  R.  Purdy and R.C.  Bahner (Eds.).  ASTM STP  854.



American Society for Testing and Materials. Philadelphia,  PA.  pp.  87-103.







Atlas.  E. and C.S.  Giara.  1981.  Global transport of organic pollutants:  Ambient



concentrations in the remote marine atmosphere. Science 211:183-165.








Barrows. M.E.. S.R. Petrocelli. K.J. Macelc and J .J . Carroll.  1980.



Bioconcentration and elimination of  selected water pollutants by bluegill



sunfish (Lepomis machrochirus). In:  Dynamics,  exposure and  hazard  assessment



of toxic chemicals. Hague. R.  (Ed.). Ann Arbor Science, Ann Arbor. MI. pp.




379-392.







Biddinger. G.R. and S.P. Gloss. 1984.  The  importance of trophic transfer  in



the bioaccumulation of chemical contaminants in aquatic ecosystems.  Residue




Rev. 91:104-145.







Biesinger. K.E.. D.L. DeFoe  and D. E.' Hammermeister.  Manuscript. Solubility and



toxicity of  eight  phthalate  esters.  U.S.  EPA.  Duluth.  MN.
Birge, W.J., J.A.  Black and A.G.  Westerman.  1978.  Effects of polychlorinated



biphenyl compounds  and  proposed PCB-replacement products on embryo-larval



stages of  fish  and  amphibians.  PB-290711.  National Technical Information




Service. Springfield. VA.
                                         26

-------
Birge.  W.J.,  J.A.  Black and  D.M.  Bruser.  1979. Toxicity of organic chemtcals



to embryo-larval  stages of  fish.  PB80-101637  or  EPA-560/11-79-007. National




Technical Information Service,  Springfield, VA.








Black.-  J.A.  and W.J.  Birge.  1980. An avoidance response  bioassay for acetic



pollutants.  PB80-180490. National Technical  Information  Service,  SpringffiieH.




VA.







Brown,  D. and R.S. Thompson. 1982. Phthalates and the aquatic environment:



Part I,  The  effect of di-2-ethyIheryl phthalate (DEHP) and di-isodecyl



phthalate (DIDP)  on the reproduction of Daohnia magna and observations an




their bioconcentration. Chemosphere  11:417-428.








Buccafusco,  R.J., S.J.  Ells and  G.A. LeBlanc. 1981.  Acute toxjcity  of praoritr



pollutants to bluegill  (Leoomis  macrochirus). Bull.  Environ.  Contain. Tazicol.




26:446-452.







Burns.  B.C., C.J. Musial and J.F.  Uthe.  1981. A novel cleanup method for the



routine  quantitative  gas chromatographic  determination  of  trace amounts af



di-2-ethylhexyl  phthalate  in fish lipid.  J.  Assoc.  Off.  Anal. Cheat.




64:282-286.








Callahan. M.A.,  M.W.  Slimak. N.W. Gabel,  I.P. May.  C.F.  Fowler, J.R. Freed. P.



Jennings. R.L. Durfee,  F.C. Whitmore,  B. Maestri. W.R.  Mabey. B.R. Holt and C.



Gould.  1979.  Water-related environmental fate of 129 priority pollutants. Vol



II.  EPA-440/4-79-029b.  National  Technical Information Service,  Springfield.




VA.  pp.  94-1  to  94-28.
                                         27

-------
 Gary. G.A.. G.F. Doebbler.  A.  Spacie and A.G.  Vilkas.  Manuscript. Acute and



 chronic toxicity of di-2-ethylhexyl  phthalate  and di-n-butyl  phthalate to fii



 and invertebrates.  Office of Research and Monitoring.  U.S.  EPA,  Washington.



 DC.                             .








 Corcoran E.F.  1973. Gas-chromatographic detection of phthalic acid  esters.



 Environ. Health Perspect. 3:13-15.








 Daniel,  J.W.  1978.  Toxicity and metabolism of  phthalate esters.  Clin.  Toxicol



 13:257-268.








 Davtes.  R.P.  and A.J.  Dobbs.  1984.  The prediction of bioconcentration in ft a-..



 Water  Res.  18:1253-1262.








 Davis, J.A.  1981. Comparison of static-replacement and flow-through bioassays



 using  duckweed  Lemna  gibba  G-3.  PB81-187650.  National  Technical  Information



 Service. Springfield.  VA.








 DeVault. D.S. 1985. Contaminants in  fish from  Great Lakes harbors and



 tributary mouths. Arch.  Environ.  Contam.  Toxicol.  14:587-594.








 Dumpert, K. and  E.  Zietz. 1984.  Platanna (Xenoous 1aevi 3) as  a test organism



 for determining  the erabryotoxic  effects of  environmental chemicals.



 Ecotoricol. Environ. Saf. 8:55-74.
Environment Canada.  1983.  Guidelines  for  surface  water quality.  Vol.  2.



Organic chemical substances.  Phthalic  acid  esters.  Inland Waters.  Water



Quality Branch. Ottawa, Canada. '




                                         28

-------
Fishbein,  L.  and P.*.  Albro.  1972.  Chromatographic and biological aspects of

the phthalate esters.  J.  Chromatogr.  70:356-412-.
Geyer,  H..  R.  Viswanathan.  D.  Freitag and F.  Korte.  1981.  Relationship between

water solubility of organic chemicals and their bioaccumulation  by  the alga

Chlorella.  Chemosphere 10:1307-1313.


Geyer.  H.,  G.  Politzki and D.  Freitag. 1984.  Prediction of ecotoxicolajtcad

behavior of chemicals: Relationship between n-octanol/water partition

coefficient and bioaccumulation of organic chemicals by alga Chlorel la..

Chemosphere 13:269-284.


Glass,  G.E. 1975.  Identification of thirty-eight chemical contaminants ta Laks

Superior lake trout and Lake Huron burbot. U.S. EPA. Duluth. MN.


Graham. P.R. 1973. Phthalate ester plasticizers - Why  and how they  are used.

Environ. Health Perspect. 3:3-12.


Group.  E.F.. Jr.  1988. Environmental  fate  and  aquatic  toxicology  studies an

phthalate esters.  Environ. Health  Perspect.  65:337-350.


Heitmuller. P.T.,  T.A. Hollister and  P.R.  Parrish.  1981.  Acute  toxicity  of  54

industrial chemicals  to  sheepshead minnows (Cyprinodon variegatua). Bull,

Environ. Contam.  Toxicol.  27:596-604.


Henderson,  R.J. and J.R. Sargent.  1983.  Studies on  the effect of

di-(2-ethylhexyl)  phthalate on  lipid  metabolism in  rainbow trout (Salmo

gai rdneri i) fed zooplankton rich  in  wax  esters.  Comp.  Biochem.  Physiol.

74C:325-330.
                                         29

-------
 Hites. R.A. 1973. Phthalates  in the Charles and the Merrira&ck Rivers.  Enviro.-



 Health Perspect. 3:17-21.








 Home. J.D.. M.A. Swirsk7, T.A. Hollister. B.R. Oblad and J.H. Kennedy.  198C



 Aquatic toxicity studies of five priority pollutants. Report No. 4398. NUS



 Corporation. Houston, TX.








 Horning.  If.B..  II.  E.L. Robinson and A.C. Petrasek. Jr.  1984. Reduction in



 toxicity  of organic priority pollutants by pilot-scale conventional wastewa-



 treatment  process.  Arch.  Environ.. Contain. Toricol. 13:191-196.








 Johnson. B.T.  and W.  Lulves.  1975.  Biodegradation of di-n-butyl phthalate a. i



 di-2-ethylhexyl  phthalate in freshwater hydrosoil. J. Fish.  Res. Board Can.



 32:333-339.








 Johnson. B.T. . D.L. Stalling.  J.W.  Hogan and R.A.  Schoettger. 1977. Dynamic's



 of phthalic  acid  esters  in  aquatic  organisms.  In:  Fate of pollutants in air



 and water environments.  Part  2,  Chemical and biological  fate of pollutants



 the environment.  Suffet.  l.H.  (Ed.).  Wiley Interscience.  New York,  NY. pp.



 283-300.








Johnson. W.ff. and M.T.  Finley.  1980.  Handbook of acute toxicity of chenicaiU



to fish and  aquatic invertebrates.  Resource  Publication 137. U.S.  Fish and



Wildlife Service. Columbia. MO.  p.  65.








Kaiser, K.L.E. 1977.  Organic  contaminant residues  in fishes  from Nipigon fia;



Lake Superior. J. Fish..Res.  Board  Can.  34:850-855.
                                        30

-------
 Karara.  A.H.  and  *.l.  Hayton.  1984. Pharraacokinetic model for the uptake tnd



 disposition of  di-2-ethylhezyl phthalate  in sheepshead minnow Crprinodon



 variegatus.  Aquat.  Toxicol. 5:181-195.








 Karara,  A.H.. W.L.  Hayton  and  B.C. Archer. 1984. A  separation and  purification



 procedure  for [C1*]  diethylhexyl  phthalate in  fish. J. Anal. Toxicol.



 8:141-145.








 Knowles, C.O..  M.J.  McKee  and  D.U. Palawski.  1987.  Chronic  effects of



 di-2-ethylhexyl phthalate  on bioc.hemical  composition,  survival  and



 reproduction  of Daphnia  magna. Environ. Toxicol. Chem. 8:201-208.








 Larsson. P. and A.  Thuren.  1987.  Di-2-ethylhexylphthtlate  inhibits the



 hatching of frog  eggs  and  is bio»ccumulated by tadpoles.  Environ.  Toxicol.



 Chem. 6:417-422.








 Laughlin, R.B..  Jr., J.M.  Neff, Y.C.  Hrung. T.C. Goodwin and C.S.  Giam.  1978,



 The effects of  three phthalate esters on  the  larval development of the  grass



 shrimp Palaemonetes  pugio  (Holthuis).  Water Air Soil  Pollut.  9:323-336.








LeBlanc, G.A. 1980.  Acute  toxicity of priority pollutants  to water flea



(Daohnia magnt).  Bull. Environ. Contam. Toxicol. 24:684-691.








Lech, J. and M.  Melancon.  1980. Uptake, metabolism, and  deposition of



xenobiotic  chemicals in  fish.  PB81-135329 or  EPA-600/3-80-082.  National



Technical Information  Service. Springfield, VA.
                                         31

-------
 Leader.  F.  and  P.  Boulanger.  1983.  Ultraviolet  absorption, aqueous soluh-i liuty,



 and octanol-water  partition for several  phthalates.  Bull.  Environ. Contra..



 Toricol.  30:152-157.
 Linden,  E. ,  8.E.  Bengtsson.  0.  Svanberg and G.  Sundstrora.  1979.  The  acute.



 toxicity of  78  chemicals  and pesticide  formulations against  two  brack! sit



 organisms, the  bleak (Alburnus  alburnus)  and the harpacticoid Ni tacra



 spinipes.  Chemosphere  11/12:843-851.
Lindsay,  R.C.  1977.  Identity,  origin,  and development of off-flavora iim ffic-eat "



Lakes anadromous  fish.  Department of Food Science,  University of W s c cons i n.-



Madison.  Madison,  W I .








Mayer, F.L.  1978.  Residue  dynamics of  di-2-ethylhexyl phthtlate itt fathead



minnows (Pimephal es  promel as) .  J.  Fish.  Res.  Board Can.  33: 2810-2SL3!.








Mayer. F.L., Jr.  and M.R.  Ellersiech.  1988.  Manual  of acute  ; tori city::



Interpretation and data  base  for 410 chemicals and 68 species of freshwater



animals.  Resource  Publication  No.  160.  U.S.  Fish and Wildlife Service,



Washington.  DC. p. 394.








Mayer, F.L., Jr.  and H.O.  Sanders.  1973.  Toxicology of phthalic acud; esters  t:?



aquatic org:inis«s. Environ. Health Perspect.  3:153-157.








Mayer, F.L.. D.L.  Stalling and J.L.  Johnson.  1972.  Phthalate esters as



environmental contaminants. Nature 238:'4ll-4l3.
           •







Mayer, F.L.. P.M.  Mehrle and  R.A.' Schoettger.  1977. Collagen meta&acliLsrai in



fish exposed to organic  chemicals.  In:  Recent advances in fish  tosttcalogy.


                                         32

-------
 Tubb,  R.A.  (Ed.).  PB-273500 or EPA-600/3-77-085. National Technical
 Information Service, Springfield. VA. pp. 31-54:


 McCarthy.  J.F.  and O.K.  Whitraore. 1985.  Chronic toxicity of di-n-butyl and
 di-n-octyl  phthalate to  Daohni a  magna and the fathead minnow. Environ.
 Toxicol.  Chem.  4:167-179.


 McCarthy,  J.F.. J.E. Caton, O.K. Whitmore, A.R. Jone3, P.T. Singley. M.V.
 Buchanan,  I.R.  Rubin,  C.  Ho and  G.B. Hurst.  1985.  Support  for establishing
 structure-activity relationship  between  a series  of  phthalate esters  and
 toxicity  to  aquatic organisms. ORNL/TM-9254. National Technical  Information
 Service.  Springfield,  VA.


 Mehrte. P.M. and F.L.  Mayer.  1978.  Di-2-ethylhezyl  phthalate: Residue  dynamic.!
 and biological  effects  in rainbow trout  and  fathead  minnows.  In:  Trace
 substances  in environmental health  - X.  Hemphi11.  D.D.  (Ed.). University of
 Missouri, Columbia. MO.  pp. 519-524.


 Melancon. M.J.. Jr. and  J.J.  Lech.  1978. Distribution and  biliary excretion
 products of  di-2-ethylhexyl phthalate  in rainbow  trout.  Drug  Metab.  Dispos.
 4:112-118.'


Melancon, M.J.. Jr. and  J.J.  Lech.  1977. Metabolism  of  di-2-ethylhexyl
 phthalate by subcellular  fractions  from  rainbow trout  liver.  Drug Metab.
Dispos. 5:29-38.


Melancon. M.J.. Jr. and  J.J.  Lech.  1979. Structural"  requirements for the
 inhibition of phthalate  ester hydrolysis in  rainbow  trout  by
methylenedioxyphenyl compounds.   Xenobiotica  9:317-322.
                                         33

-------
Melancon. M.J., Jr.. J. Saybolt and J.J.  Lech.  1977.  Effect  of  piperonyi



butoxide on deposition of di-2-ethylhexyl phthalate by rainbow  trout.



Xenobiotica 7:833-640.







Metcalf, R.L.  1975. Laboratory model ecosystem evaluation of the chemical  ar



biological behavior of radiolabeled raicropol 1 utants.  Environ.  Qual.  Saf.




5:141-151.







Metcalf. R.L.. G.M. Booth. C.K. Schuth. D.L. Hansen and P. Lu.  1973. Uptake



and fate of di -2-ethylhexyl phthajate  in aquatic organisms and in a .model



ecosystem. Environ. Health Perspect. 4:27-33.








Morris. R.J.  1970. Phthalic acid in the deep sea jellyfish Atol la. Nature




(London) 225:1264.
Murray. H.E.. L.E. Ray and C.S. Gian. 1981. Analysis of marine sediaent,



and biota for selected organic pollutants. Chemosphere 10:1327-1334.
Musial, C.J., J.F. Uthe. G.R. Sirota, B.C. Burns. M.W. Gilgan, V. Zitko  and



R.A. Matheson. 1981. Di-n-hexyl phthalate  (DHP).  a  newly  identified



contaminant  in Atlantic herrinj (Clupea  harengus  harengus)  and Atlantic



mackerel (Sconber scombrus) .  Can.  J.  Fish. Aquat. Sci. 38:856-859.








Neely, W.B.  1979. Estimating  rate  constants  for  the uptake  and clearance of



chemicals by  fish. Environ. Sci. Technol.  13:1506-1510.
Parker, P. (Ed.).  1984.  Effects  of  pollutants  on marine  organisms.  PB-259354




National Technical  Information Service,  Springfield.  VA.





                                         34

-------
 Patty. F.A.  (Ed.).  1967.  Industrial  hygiene  and  toxicology,  2nd Rev.,  Toil.. 2,,



 Interscience,  New  York.  NY.  pp.  1906-1910.







 Peakall.  D.B.  1975.  Phthalate  esters:  Occurrence and biological effect*,



 Residue  Rev.  54: 1-41 .
 Perez.  K.T..  E.W.  Davey,  N.F.  Lackie,  G.E.  Morrison. P.G. Murphy, A.E..



 and  D.L.  Winslow.  1983.  Environmental  assessment of a phthalate ester,,



 di (2-ethylhexyl )  phthalate (DEHP).  derived from a marine microcosm. ana-



 Aquatic  toxicology and hazard assessment: Sixth symposium. Bishop, !..£..„ -R.35.



 Cardwell  and  B.B.  Heidolph (Eds.).  ASTM STP 802. American Society  fair



 and  Materials.  Philadelphia.  PA.  pp.  180-191.
Peterson, J.C.  and  D.H.  Freeman.  1982. Phthalate ester concentratioa



variations  in  dated sediment cores from the Chesapeake Bay.  Enviroa.. Scii .



'Techno 1.  16:464-489.








Pfuderer, P. and A. A.  Francis. 1975. Phthalate esters: Heartrate deyiressowss iro



the goldfish.  Bull.  Environ. Contain. Toxicol.  13:275-279.








Pfuderer, P.,  S. Janzen and W.T.  Rainey, Jr.  1975.  The  identification cctT



phthalic  acid  esters in the tissues of Cyprinodont  fish  and their ateluwiitcy iass



heartrate depressors.  Environ. Res. 9:215-223.
 Pickering,  Q.H.  1983: Chronic toxicity  to  fathead minnow Pimephaley


                                                               *• •    '"   '*
 of  wastewater from a conventional wastewater treatment system receiwiirngx,



 organic  priority pollutants. Environ. Pollut.  31A: 105-117.     ''•>:•'. ^. '    ^
                                          35

-------
       .  L.B. and C.S. Gia..-i984. Organic pollutant, in Texas coastal  ,ater,.
    Mar.  Enriron. Res. U:5l3-5u.
       .  I.E..  H.E.  „„,,, ,„„ c.s.  „,„_
    »«ples  from Portland.  Main,.  Che.osph.re 12: .031-1038
   «i.=ht.r. J.E.
   (Memoranda t. C.E. St.ph... U.S. EPA. DgUth> MN
         in.  T.D.
   (M^orandu.  „  L.T.
   September  5. )
         ,  H.O.. F.L. M.y.r. Jr.
          .  ,nd
                                      of phth.Ut.
  inirsrtebrttes.  Environ. Res. S:8*-90.
Sl.vo. O.E.J. ,374. Pre,
                          ,.in.r7  ,tu
-------
      ,*
  Stall inc. D.L. .  J^».  Hojan »nd J.L.  Johnson.  1973.  Phthalate  ester  residue*  -


  their aetabolisn and analysis in fish.  Environ.  Health Perspect.  3:159-173.




  Stephan,  C.E., D.I.  Mount.  D.J.  Hansen,  J.H.  Geiatile.  G.A.  Chapman  and  W.fc.


  Brunjs.  1985.  Guidelines for deriving numerical  national  water quality
%

  criteria  for the protection of aquatic  organisms and their  uses.  PB85-227Q43.

  National  Technical  Information Service,  Sprinffield,  VA.




  Stephenson.  R.R.  1983.  Effects of  water  hardness, water temperature,  and  size


  of test-organism on the  susceptibility  of  the  freshwater  shrimp.  GammaruT


 2ul£i (L.).  to tozicants. Bull.  Environ. Contaa.  Toxicol. 31:459-488.




 Streufert. J.M.  and H.O. Sanders.  1977.  Chronic  effects of  two phthalic acid


 esters on midge  Chironomua olumoauy. Trans. Mo.  Acad.  Sci.  10-11:297.




 Streufert. J.M..  J.R.  Jones and H.O. Sanders.  1930.  Toxicity  and  biological


 effects  of phthalate esters on midges (Chironomua plumoauaW  Trans. Mo. Acad,

 Sci.  14:33-40.





Sugawara.  N.  1974. Toxic effect of a normal series of  phthalate esters on the


hatching of  shrimp eggs.  Toxicol. Appl.  Pharmacol. 30:87-89.




Swain. IT.R.  1978. Chlorinated organic residues in fish, water, and


precipitation from the  vicinity of Isle  Royale. Lake Superior. J. Great Lakes

Res.  4:398-407	         ,    ,                    .
Thomas. J.A. and S.J.  Northrup.  1982.  Toxicity and metabolism of

monoethylhexyl phthalate  and  diethylhexyl  phthaUte:  A survey of recent

literature. J. Toxicol. Environ.  Health  9:141-152.

                                        37

-------
 Thomas, JJl. and M.J. Thomas. 1984. Biological effects of di-(2-ethylh.es$rtl))



 phthalate und other phthalic acid esters. Crit. Rev. Toiicol.  l3:283-3tT..








 Thomas. J.A., T.D. Darby, R.F. Tallin. P.J. Garvin and L. Martis. 1973. It



 review of t:he biological effects of di-{2-ethylhexyl) phthalate.  J. Toxico-h.



 Appl.  Pharaiacol.  45:1-27.







 U.S.  EPA.  1978.  Quality criteria for water. PB-263943 or EPA-440/9-76-023.



 National  Technical Information Service, Springfield. VA. pp. 191-192.








 U.S. EPA.  1978.  In-depth studies on health and environmental impacts of



 selected  water  pollutants.  (Table of data available from C.E. Stephan, U.S.



 EPA. Duluth.  MN.)                                  .








 U.S. EPA.  1980. Ambient water quality criteria for phthalate esters.



 EPA-440/5-80-067.  National  Technical Information Service. Springfield, V»...








 U.S. EPA.  1983a. Water quality standards regulation. Federal Regist.



 48:51400-51413. November 8.








 U.S. EPA.  I983b. Water quality standards handbook. Office of Water Rfr*uJia,t:i:o:rr.s



and Standards,  Washington.  DC.








U.S. EPA.  I985a. Appendix B - Response to public comments on "Gui'del irrejs for



deriving numerical  national  water quality criteria for  the  protection  of




aquatic organisms  and their uses."  Federal Regist. 50:30793-30796.  Juty29.
                                          38

-------
   U.S. EPA.  I985b. Technical support document for water qual ity-based toxics
   control.  EPA-440/4-85-032 or PB88-150067. National Technical Information
   Service,  Springfield. VA.

   U.S. EPA.  1988. Chapter  I - Stream design flow for steady-state modeling. las
   Book VI - Design conditions.  In: Technical guidance manual for performing
   waste load allocation. Office of Water. Washington, DC. August.

  U.S.  EPA.  1987.  Permit writer's guide to water qual i t7-based permittiaif for
  toxic pollutants.  EPA -440/4-87-005.  Office of Water.  Washington. DC.
 Veith,  G.D..  D.L.  DeFoe  and B.V.  Bergstedt.  1979.  Measuring and esti«ting
 bioconcentration  factor  of  chemicals in fish.  J.  Fish.  Res. Board Can.
 36:1040-1048.

 Williams. D.T. 1973. Dibutyl- and di-(2-ethylhexyl )  phthalate in fVsh. -J.
      .  Food Chen.  21:1128-1129.
 Wilson.  W.B..  C.S.  GUm. T.E. Goodwin. A. Aldrich. V.  Carpenter  and ' T..C.
 Hrung.  1978.  The toxicity of phthalate, to the marina  dinof lagel late
 GTmnodinimn br^ve.  Bull. Environ. Contam. Toxicol. 20:149-154.

 Wofford. H.W..  C.D.  Wilsey.  G.S.  Neff. C.S.  Giam and J.M. Neff.  1981..
 Bioaccumulation and  metabolism of phthalate  esters by  oysters, browa shrimp
 and sheepshead  minnows.  Ecotoxicol.  Environ.  Saf.  5:202-210.

-oin.  P. and P.  Larsson.  1987.  Phthalate  esters reduce predat ion efficiency cort
dragonfly larvae. Odonata; Aeshna. Bull.  Environ.  Contam. Toxicol. 33; 220 -225..
                                         39

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  Ifolfe, N.I...  L.A. Burns  and W.C. Steen.  1980*. Use of "linear free ener^j
  relationships and an evaluative model to assess-the  fate  and transport of
  phthalate esters in the  aquatic environment. Chemosphere  9:393-402.

  Wolfe, M.L., W.C. Steen  and L.A. Burns.  1980b. Phthalate  ester  hydroljsis:
  Linear free eneriv relationships. Chemosphere 9:403-408.

 Yoshioka.  Y..  Y.  Os-e and T. Sato. I98fl. Correlation  of the  five test method*
 to  assess  chemical  toxicit/ and relation to physical properties. Ecototicol,
 Environ. Suf.  12:15-21.


 Zitko, V,  1.972. Determination,  toxicitj.  and environmental  level, of phthalat*
 plasticizers.  Technical  Report  No.  344.  Fisheries Research  Board of Canada.

Zitko. V.  1973. Determination of  phthalates in biological samples.  Int. J.
Environ.  Anal. Chem. 2:241-252.
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