| Chemical |
Hexachlorocyclopentadiene |
| CAS-number : |
77-47-4 |
| |
| Synonyms : |
| Heksakloorisyklopentadieeni |
| perchlorocyclopentadiene. |
| |
| Sumformula of the chemical : |
| C5Cl6 |
| EINECS-number : |
| 2010293 |
| |
| Uses : |
Intermediate in manufacturing resins, dyes, pesticides,
fungicides, pharmaceuticals and freons.
|
| |
| State and appearance : |
Colourless liquid.
|
| |
| Molecular weight : |
272.75 |
| |
| Spesicif gravity (water=1) : |
| 1.71 |
|
| |
| Vapor density (air=1) : |
| 9.42 |
|
| |
| Density, kg/m3 : |
| 1710 |
|
| |
| Water solubility, mg/l : |
| 0.8 |
0.8 - 2.1, 25 °C |
| 2.1 |
|
| |
| Melting point, °C : |
| 9.6 |
|
| |
| Boiling point, °C : |
| 234 |
|
| 239 |
|
| |
| Log octanol/water coefficient, log Pow : |
| 3.99 |
|
| 5.51 |
Mackay 1982 |
| |
| Other physicochemical properties : |
Nonflammable.
Toxic compustion product: emits toxic and
irritating fumes of phosgene, as well as carbon monoxide.
|
| |
| Photochemical degradation in air : |
Photooxidation half-life in air:
1.0hr - 8.9hr,
scientific judgement based upon calculated rate constants for
vapor phase reactions with hydroxyl radicals and ozone in air
(Howard 1991).
|
| |
| Photochemical degradation in water : |
Quick photolysis in water solution (half-life 4 minutes),
forming water soluble ketones; e.g. pentachlorocyclopentenone
and hexachlorocyclopentenone.
Certain high molecular substances
are also formed (Chou et al. 1987).
Photomineralization, 17 hr, 46 % CO2 (Freitag et al. 1982).
Aquatic photolysis half-life:
1.0 min - 10.7 min,
scientific judgement based upon photolysis studies in aqueous
solutions (Howard 1991).
|
| |
| Hydrolysis in water : |
First-order hydrolysis half-life:
7.2 d,
based upon a first order rate constant (4.0 x 10-3s-1)
extrapolated to 25°C and pH independent between a pH of 2.9 and
9.8 (Howard 1991).
|
| |
| Half-life in air, days : |
| 0.04 |
1.0hr - 8.9hr, |
| 0.37 |
scientific judgement based upon estimated |
| |
photooxidation half-life in air, |
| |
Howard 1991 |
| |
| Half-life in soil, days : |
| 7 |
7d - 4w, |
| 28 |
scientific judgement based upon aerobic |
| |
biodegradation half-life, |
| |
Howard 1991 |
| |
| Half-life in water, days : |
| 0.04 |
1.0min - 173hr, |
| 7.2 |
in surface water, scientific judgement based upon |
| |
photolysis (low t1/2) and hydrolysis (high t1/2) |
| |
half-lives, |
| 7.2 |
7.2d - 8w, |
| 56 |
in ground water, scientific judgement based upon |
| |
aerobic aqueous biodegradation (high t1/2) and |
| |
hydrolysis (low t1/2) half-lives, |
| |
Howard 1991 |
| |
| Aerobic degradation in water : |
Aerobic half-life:
7d - 4w,
scientific judgement based upon aerobic aqueous screening test
data (Howard 1991).
|
| |
| Anaerobic degradation in water : |
Anaerobic half-life:
28d - 16w,
scientific judgement based upon aerobic aqueous biodegradation
half-life (Howard 1991).
|
| |
| Other information of degradation : |
Degradation products of special interest; hexachloroindenone
(Chou et al. 1987).
|
| |
| Metabolism in mammals : |
Absorbed slightly through skin and through lungs.
Absorbed badly
in alimentary canal.
Is preserved in liver, kidneys, ovaries
and lungs (Fawell & Hunt 1988).
|
| |
| Bioconcentration factor, fishes : |
| 11 |
< 11, 30d, Pimephales |
| |
Verschueren 1983 |
| |
-- |
| 1230 |
3d, Leuciscus, Freitag et al. 1982 |
| |
| Other information of bioaccumulation : |
Active sludge, accumulation factor = 2350, 5 d (Freitag et al.
1982).
Food chain contamination potential: Moderate.
A model ecosystem
study showed that HCCPD has considerable ecological stability
and moderate biomagnification potential in aquatic organisms
(Sax 1986).
|
| |
| LD50 values to mammals in oral exposure, mg/kg : |
| 113 |
orl-rat, Sax 1986 |
| 500 |
orl-rat |
| |
| LDLo values to mammals in oral exposure, mg/kg : |
| 420 |
orl-rbt, Sax 1986 |
| |
| LDLo values to mammals in non-oral exposure , mg/kg : |
| 430 |
skn-rbt, Sax 1986 |
| |
| LCLo values to mammals in inhalation exposure, ppm : |
| 1.5 |
ihl-mus, 7hr, Sax 1986 |
| |
| TDLo values to mammals in oral exposure, mg/kg : |
| 975 |
orl-rbt, 6-18d preg, teratogenic effect |
| |
Sax 1986 |
| |
| Other information of mammals : |
Mouse, ihl, 7 h - 216 d, lethal effect, 0.15 ppm (Sax 1986).
Toxic effect in mouse and rat after 19 mg/kg/d for 13 weeks
(Abdo et al. 1984).
|
| |
| Health effects : |
Strong irritation of eyes, nose and throat.
Skin contact causes
dermatitis, corrosion (Fawell & Hunt 1988).
Degenerative changes in the brain, heart, adrenals, liver,
kidney, and lungs are observed in severely poisoned animals by all
routes of administration (Sax 1986).
Direct contact: Contact with the skin can cause dermatitis,
corrosion to tissues and can also be absorbed (Sax 1986).
General sensation: Inhalation of vapors causes effects similar to
inhalation of carbon tetrachloride, which include:
irritation of eyes, nose, throat; headache, dizziness; nausea,
vomiting, hematemesis; absominal cramps, diarrhea; nervousness;
dyspnea; cyanosis; oliguria, proteinuria, hematuria; jaundice,
hepatomegaly; optic neuritis; unconsciousness; coma;
ventricular fibrillation (Sax 1986).
Acute hazard level: This material is very toxic to humans (Sax
1986).
Vapors cause similar toxic effects as carbon tetrachloride.
Vapors can be absorbed through the intact skin.
There is a
narcotic action, and high enough concentrations can cause
respiratory failure (Sax 1986).
Skin and eye irritation data:
skn, mky, 10 mg, severe; skn, rbt, 500 mg, 4 hr, severe; eye,
rbt, 20 mg, 24 hr, severe; eye, rbt, 100 mg, 5 min, severe;
skn, gpg, 20 mg, mild (Sax 1986).
|
| |
| Carcinogenicity : |
No information about carcinogenicity (Fawell & Hunt 1988).
|
| |
| Mutagenicity : |
Negative in Ames test and four other tests (Fawell & Hunt 1988).
|
| |
| Teratogenicity : |
No teratogenic or embryotoxic effects have been demonstrated
(Fawell & Hunt 1988).
|
| |
| Effects on wastewater treatment : |
Not amenable to biological treatment at sewage treatment plant
(Sax 1986).
|
| |
| LC50 values to crustaceans, mg/l : |
| 1 |
Daphnia, USEPA 1980i |
| |
| LC50 values to fishes, mg/l : |
| 0.007 |
96hr, Pimephales promelas |
| 0.007 |
30d, larvae, juv, Pimephales promelas |
| |
Spehar et al. 1979 |
| |
-- |
| 0.13 |
Lepomis, USEPA 1980i |
| 0.105 |
Pimephales |
| |
-- |
| 0.059 |
96hr, Pimephales, Sax 1986 |
References |
| 2726 | Abdo, K.M., Montgomery, C.A., Kluwe, W.M., Farnell, D.R. &
Prejean, J.D. 1984.
Toxicity of hexachlorocyclopentadiene:
subchronic (13-week) administration by gavage to F344 rats and
B6C3F1 mice.
J.
Appl.
Toxicol. 4: 75 - 81. |
| 2285 | Anon. 1989.
Miljöfarliga ämnen - exempellista och vetenskaplig
dokumentation. 303 p.
Stockholm.
Rapport från
kemikalieinspektionen (KEMI) 10. |
| 2724 | Chou, S.-F.J., Griffin, R.A., Chou, M.-I., M. & Larson, R.A.
1987.
Products of hexachlorocyclopentadiene (C-56) in aqueous
solution.
Environ.
Toxicol.
Chem. 6: 371 - 376. |
| 2148 | Fawell, J.K. & Hunt, S. 1988.
Environmental toxicology -
organic pollutants.
Ellis Horwood Limited, Chichester. 440 s. |
| 2651 | Freitag, D., Geyer, H., Kraus, A., Viswanathan, R., Kotzias,
D., Attar, A., Klein, W. & Korte, F. 1982.
Ecotoxicological
profile analysis.
VII.
Screening chemicals for their
environmental behavior by comparative evaluation.
Ecotoxicol.
Environ.
Safety 6: 60. |
| 3120 | Howard, 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.
|
| 2777 | Mackay, D. 1982.
Correlation of bioconcentration factors.
Environ.
Sci.
Technol., 16(5): 274 - 278. |
| 2147 | Sax, I. 1986.
Hazardous chemicals information annual No. 1.
Van
Nostrand Reinhold Information Services, New York. 766 s. |
| 1346 | Spehar, R.L., Veith, G.D., DeFoe, D.L. & Bergstedt, B.V. 1979.
Toxicity and bioaccumulation of hexachlorocyclopentadiene,
hexachloronorbornadiene, and heptachloronorbornene in
larval and early juvenile fathead minnows, Pimephales
promelas.
Bull.
Environ.
Contam.
Toxicol. 21: 576 - 583. |
| 2725 | USEPA 1980i.
Ambient Water Quality Criteria.
PB 81-117665. |
| 1468 | Verschueren, K. 1983.
Handbook of environmental data of
organic chemicals.
Van Nostrand Reinhold Co.
Inc., New York.
1310 s. |