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Data bank of environmental chemicals     |     The Finnish Environment Institute (SYKE)
 


25.4.2024

Data bank of environmental properties of chemicals


Chemical
Adipic acid
CAS-number :
124-04-9
 
Synonyms :
1.4-Butanedicarboxylic acid
Hexanedioic acid
 
Sumformula of the chemical :
COOH-(CH2)4-COOH C6H10O4
EINECS-number :
2046733
 
Molecular weight :
146.14
 
Spesicif gravity (water=1) :
1.37 
 
Vapor density (air=1) :
5.04 
 
Vapor pressure, mmHg :
0.073  at 18.5 °C, Danly & Campbell 1978
 
Water solubility, mg/l :
15000  at 15 °C
23000  MITI 1992
 
Melting point, °C :
151  151 - 153 °C
153 
150  150-153, MITI 1992
 
Boiling point, °C :
265  100 mmHg, MITI 1992
 
Sublimation point, °C :
337.5  Howard 1989
 
pKa :
4.44  pKa1
5.4  pKa2, Serjeant 1979
 
Log octanol/water coefficient, log Pow :
0.08 
0.08  Hansch & Leo 1985
 
Henry's law constant, Pa x m3/mol :
0.095  Howard 1989
 
Volatilization :
For molecules with such low Henry's Law constant,
volatilization will be slow with the rate being controlled by
slow diffusion through air. 
The half-life for volatilization
from a model river 1 m deep with a 1 m/sec current and a 3
m/sec wind is 47 days (Lyman et al. 1982).
 
Adsorption/desorption :
Adipic acid is extremely soluble in water and therefore would
not adsorb appreciable to soil (Lyman et al. 1982).
 
Photochemical degradation in air :
The adipic acid vapor should react with photochemically
produced hydroxyl radicals in the atmosphere by H-atom
abstraction with a resulting half-life of 4.4 days (GEMS 1986).
 
Photochemical degradation in water :
Photooxidation by ultra violet light in aqueous medium at 90 -95
°C; time for the formation of CO2 (% of theoretical):
25 %: 2.0 hr
50 %: 5.0 hr
75 %: 32.4 hr
(Verschueren 1983).
 
Aerobic degradation in water :
Adipic acid is readily degradable in biodegradability screening
tests. 
After a 5-10 hr lag, 50-75% of theoretical BOD was
obtained in 90-100 hr (Urano & Kato 1986).

In four of the tests that were designed as models for
degradability in the surface  water, the results ranged  from
92% of theoretical BOD in 14 days to 83% in 30 days (Gerike 
& Fischer 1979) ( Zahn & Huber 1975).

A test designed to simulate degradation in polluted river
water, the AFNOR test, gave a 5-day BOD of 36% of theoretical
(Dore et al. 1975).

In 5 tests designed to simulate treatment plants, result ranged
from 99% DOC removal in one day to 92% of theoretical BOD in 14
days (Zahn & Wellens 1980) ( Zahn & Huber 1975).

Adipic acid was rapidly degraded in a river die-away test using
Main River (Germany) water; 50% and 90% degradation being
achieved in 3.5 and 7 days, respectively, at concn levels of
700 mg/l (Zahn & Wellens 1980).
 
Anaerobic degradation in water :
Under anaerobic conditions, it was 82% degraded after 10-day
lag in a screening test. 
It is degraded in an anaerobic reactor
employing acetate-enriched cultures and a 20-day hydraulic
retention time with 67% utilization after 90 days of
acclimation (Chou et al. 1979)
 
Total degradation in water :
Biodegradation:
68-90% by BOD
period: 14d
substance: 100 mg/l
sludge: 30 mg/l
(MITI 1992)
 
Other information of bioaccumulation :
The log octanol/water partition coefficient suggests that the
potential for bioconcentration in fish is negligible (Lyman et 
al. 1982).
 
Other information of mammals :
Mammals: rat: inhalation: no effect level: 126 g/l, 15 x 6 hr
(Verschueren 1983).
 
Effects on microorganisms :
Bacteria: no effect; 100 mg/l (Verschueren 1983).
 
LC50 values to fishes, mg/l :
97  srv, act, 96 hr, Pimephales promelas,
  Vincent et al. 1976

References
2969Chou W. L. et al. 1979. Biotechnol. Bioeng. Symp. 8: 391 - 414.
3150Danly, D.E. & Campbell, C. R. 1978. Adipic Acid IN: Kirk-Othmer Encycl. Chem. Tech. 3rd ed. 1:510-31.
349Dore, M., Brunet, N., Legube, B. 1975. Participation de differents composes organiques a la valeur des criteres globaux de pollution. La tribune du Cebedeau, 28(374): 3 - 11.
3133GEMS; 1986 -. Graphical Exposure Modeling System. FAP. Fate of Atmos Pollut.
3151Gerike, P. & Fischer, W. K. 1979. Ecotox. Environ. Safety 3:159-73.
2958Hansch, C and Leo, A. J. 1985. Medchem Project Issue No 26. Claremont C.A. Pomona College.
3047Howard, P. H. 1989. Handbook of Environmental Fate and Exposure Data for Organic Chemicals. Vol. I: Large Production and Priority Pollutants. Lewis Publishers, Inc. Chelsea. pp 574.
2960Lyman, W. J. et al. 1982. Handbook of Chemical Property Estimation Methods. Environmental behavior of organic compounds. McGraw-Hill New York.
3105MITI 1992. Biodegradation and bioaccumulation data of existing chemicals based on the CSCL Japan. Compild under the Safety Division Basic Industries Bureau Ministry of International Trade & Industry, Japan. Edited by Chemicals Inspection & Testing Institute, Japan.
3099Serjeant, E. P. & Dempsey, B. 1979. Ionisation constants of organic acids in aqueous solution. IUPAC Chemical Data Series, New York, NY: Pergamon Press 989pp.
3153Urano, K. & Kato, Z. 1986. J. Hazardous Materials. 13:147-59.
1468Verschueren, K. 1983. Handbook of environmental data of organic chemicals. Van Nostrand Reinhold Co. Inc., New York. 1310 s.
1474Vincent, R.M., Arthur, J.W. & Walbridge, C.R. 1976. Acute toxicity of selected organic compounds to fathead minnows. EPA-600/3-76-097.
3154Zahn, R. & Huber, W. 1975. Tenside Deterg. 12:266-70.
2399Zahn, R. & Wellens, H. 1980. Prüfung der biologischen Abbaubarkeit im Standversuch weitere Erfahrungen und neue Einsatzmäglichkeiten. Z.f. Wasser und Abwasser Forschung 13: 1 - 7.

 
 
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