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


24.4.2024

Data bank of environmental properties of chemicals


Chemical
2,2-bis (4-hydroxyphenyl) propane
CAS-number :
80-05-7
 
Synonyms :
2,2-(4,4-dihydroxydiphenyl)propane
4,4'-isopropylidenediphenol
bisphenol A
 
Sumformula of the chemical :
C15H16O2
EINECS-number :
2012458
 
Molecular weight :
228.28
 
Vapor pressure, mmHg :
0.0000001  exact value 0.00000004 (est.), at 25°C, Howard 1989
 
Water solubility, mg/l :
120  at 25°C, Dorn et al. 1987.
 
Melting point, °C :
155  155-156, MITI 1992
156 
 
Boiling point, °C :
220  at 4 mmHg
 
Log octanol/water coefficient, log Pow :
3.32  Hansch & Leo 1985
 
Henry's law constant, Pa x m3/mol :
0.0000101  calc. Howard 1989
 
Volatilization :
The value of Henry's Law constant suggests that volatilization
would be insignificant from all bofies of water. 
Due to its
relatively low vapor pressure and its to adsorb to soil,
bisphenol A is not expected to volatilize significantly from
wet or dry soil surfaces (Lyman et al. 1982) (Howard 1989).
 
Adsorption/desorption :
Soil adsorption coefficients (Koc) of 314 and 1524 have been
estimated for bisphenol A based on the water solubility and the
log Kow, respectively (Lyman et al. 1982).
 
Mobility :
The Koc values suggest that mobility of bisphenol A in soil
would be moderate to low and that adsorption to suspended
solids would be moderate to extensive (Swann et al. 1983).
 
Photochemical degradation in air :
Based on the estimated vapor pressure bisphenol A is expected
to exist almost entirely in the particulate phase in the
atmosphere. 
Bisphenol A particles may be removed from the
atmosphere by dry deposition or photolysis. 
The small fraction
of bisphenol A which exist in the vapor phase may react with
photochemically generated hydroxyl radicals (half-life 4 hours)
or it may photolyze. 
Photodegradation products of bisphenol A
vapor are phenol, 4-isopropylphenol and a semiquinone derivate
of bisphenol A (Howard 1989).

Photooxidation half-life:
160d - 2.75d, scientific judgement based upon reported reaction
rate constants for .OH and RO2. 
(low t1/2) and RO2. 
(high t1/2)
with the phenol glass (Howard 1991).
 
Other reactions in atmosphere :
The half-life for bisphenol A vapor reacting with
photochemically generated hydroxyl radicals in the atmosphere
has been estimated to be 4 hours based on a reaction rate
constant of 6.0x10-11 cm3/mol-sec at 25°C and an average
hydroxyl radical concentration of 8.0x10+5 mol/cm3. 
However
bisphenol A is expected to exist almost entirely in the
particulate phase in the atmosphere and reaction with hydroxyl
radicals is expected to be much slower in particulate form than
in vapor form (GEMS 1987) (Howard 1989).
 
Photochemical degradation in water :
In neutral and acidic methanol solutions bisphenol A exhibits
slight adsorption of UV light wavelenghts >290 nm, while in
basic methanol solution bisphenol A exhibits significant
adsorption of UV >290 nm. 
These data indicate that bisphenol A
has potential to photolyze in water, and that this potential is
somewhat greater under basic conditions (Sadtler 1966).
 
Half-life in air, days :
0.308  7.4hr - 0.74hr,
0.031  scientific judgement based upon estimated photooxidation half-life in air.
  Howard 1991
 
Half-life in soil, days :
180  6mo - 1d,
scientific judgement based upon estimated unacclimatd aqueous aerobic biodegradation half-life.
  Howard 1991
 
Half-life in water, days :
159.7  5.3mo - 1d,
in surface water: scientific judgement based upon estimated photooxidation half-life in water (high t1/2) and estimated unacclimated aqueous aerobic biodegradation half-life (low t1/2).
360  12mo - 2d,
in ground water: scientific judgement based upon estimated unacclimated aqueous aerobic biodegradation half-life.
  Howard 1991
 
Aerobic degradation in water :
Aerobic half-life: 
6mo - 1d, scientific judgement based upon screening test data 
which indicate either rabid degradation or resistance to or 
slow degradation (Howard 1991).
 
Anaerobic degradation in water :
Anaerobic half-life:
24mo - 4d, scientific judgement based estimated unacclimated 
aerobic aqueous biodegradation half-life (howard 1991).
 
Total degradation in water :
Biodegradation:
0% by BOD
period: 14d
substace: 100 mg/l
sludge: 30 mg/l
(MITI 1992)

Half-life of 3 mg/l bisphenol A in natural recieving water:
bisphenol A plant discharge, 3 days (Dorn et al. 1987).

OECD biodegradation screening test, domestic sewage as seed <1%
degradation in 28 days (Dorn et al. 1987).
 
Ready biodegradability :
Confirmed to be non-biodegradable (Anon. 1987).
 
Bioconcentration factor, fishes :
5.1  5.1 - 13.3, 6w, Cyprinus carpio, conc 0.150 mg/l,
13.3 
20  < 20 - 67.7, 6w, Cyprinus carpio, conc 0.015 mg/l,
67.7  MITI 1992
 
Other information of bioaccumulation :
Confirmed to be non-accumulative or low accumulative (Anon.
1987).

A bioconcentration factor of <100 was measured for bisphenol A 
in carp (Kawasaki 1980).

BCF of 42 and 196 were estimated for bisphenol A based on water 
solubility and log Kow, respectively. 
These BCF values indicate 
that bisphenol A should not bioaccumulate significantly in 
aquatic organisms (Lyman et al. 1982).
 
LC50 values to fishes, mg/l :
15  48hr, Oryzias latipes, MITI 1992

References
1848Anon. 1987a. The list of the existing chemical substances tested on biodegradability by microorganisms or bioaccumulation in fish body by Chemicals Inspection & Testing Institute. Ministry of International Trade and Industry, MITI. Japan.
3217Dorn et al. 1987. Chemosphere 16: 1501-1507.
3133GEMS; 1986 -. Graphical Exposure Modeling System. FAP. Fate of Atmos Pollut.
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.
3120Howard, P.H., Boethling, R.S., Jarvis, W.F., Meylan, W.M. & Michalenko, E.M., Handbook of Environmental Degradation Rates, 1991. Lewis Publicers, Inc., Chelsea, Michigan, U.S.A., pp. 725.
2846Kawasaki, M. 1980. Experiences with the test scheme under the Chemical Control Law of Japan: An Approach to structure-activity correlations. Ecotoxicol. Environ. Safety 4: 444 - 454.
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.
3218Sadtler. 1966. Standard UV Spectra No 325 Philadelphia, PA. Sadtler Research Lab.
2988Swann, R. L. et al. 1984. Res. Rev. 85: 17 - 28.

 
 
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