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Chemical Fact Sheet

Chemical Abstract Number (CAS #) 87683
CASRN 87-68-3
SynonymsHexachlorobutadiene
1,3-Butadiene, 1,1,2,3,4,4-hexachloro-
Analytical Methods EPA Method 502.2
EPA Method 503.1
EPA Method 524.2
EPA Method 612
EPA Method 625
EPA Method 8021
EPA Method 8120
EPA Method 8270
EPA Method 8260
Molecular FormulaC4Cl6

Link to the National Library of Medicine's Hazardous Substances
Database for more details on this compound.

Use SOLVENT FOR ELASTOMERS; HEAT-TRANSFER LIQ; TRANSFORMER & HYDRAULIC FLUID; WASH LIQUOR FOR REMOVING C4 & HIGHER HYDROCARBONS. CHEM INT FOR FLUORINATED LUBRICANTS, RUBBER COMPOUNDS; FLUID FOR GYROSCOPES /Used in the USSR as a fumigant against Phylloxera on grapes. It is also used as a fumigant in vineyards in France, Italy, Greece, Spain & Argentina. Ultraviolet irradiation on hexachlorobutadiene monomer has been used to photopolymerize the pin-hole free film. The largest use of hexachlorobutadiene in USA in 1975 was for recovery of 'snift' (chlorine-containing) gas in chlorine plants.
Consumption Patterns No information was available on the quantities used in USA.
Apparent Color CLEAR, COLORLESS LIQ.
Odor Faint turpentine like odor.
Boiling Point 215 DEG C AT 760 MM HG
Melting Point -21 DEG C
Molecular Weight 260.76
Density 1.5542 AT 20 DEG C
Odor Threshold Concentration 12 mg/cu m (odor low) 12 mg/cu m (odor high)
Environmental Impact Recent information on hexachlorobutadiene (HCBD) production was not available; however, total USA production of hexachloro-1,3-butadiene was reported as 8.0 million pounds/year in 1975 and losses of hexachloro-1,3-butadiene to the environment estimated at 0.1 million pounds/year. hexachloro-1,3-butadiene is used as a solvent for elastomers, heat-transfer liquid, transformer and hydraulic fluids and as a wash liquor for removing C4 and higher hydrocarbons. When released to soil surfaces, hexachloro-1,3-butadiene is expected to rapidly evaporate. In aerobic zones of soil, Hexachloro-1,3-butadiene may biodegrade. Hexachloro-1,3-butadiene will probably adsorb strongly to soils (estimated Koc = 5181) so leaching will probably not be rapid except in sandy soils. Estimated half-lives for hexachloro-1,3-butadiene are 3-30 days in river water and 30-300 days in lake and ground waters. Because of its relatively high log Kow value (4.90), hexachloro-1,3-butadiene will sorb to sediments, suspended sediments and biota. Henry's Law constants for hexachloro-1,3-butadiene are 1.03X10-2 atm-cu m/mole (25 deg C) and 2.40X10-2 atm-cu m/mole (20 deg C); thus, volatilization from unfrozen water will be rapid. It has a long half-life in the atmosphere with estimates ranging from months to over a year. Therefore considerable dispersion is expected and hexachloro-1,3-butadiene is found in remote areas of the globe far removed from emission sources. Hexachloro-1,3-butadiene has been detected in a number of USA surface and drinking waters. The highest exposure to hexachloro-1,3-butadiene will probably be in occupational settings while the primary exposure of the public to hexachloro-1,3-butadiene will probably be from drinking water.
Environmental Fate TERRESTRIAL FATE: When hexachlorobutadiene (HCBD) is released to soil surfaces, evaporation is expected to be a significant transport mechanism (HCBD vapor pressure at 20 deg C is 0.15 mm Hg ). HCBD may biodegrade in aerobic zones of soil based on aerobic biodegradation studies in water . In anaerobic batch tests in water, HCBD did not biodegrade ; thus, HCBD may not biodegrade in anaerobic zones of soil. No information was found about HCBD adsorption to soil. The calculated Koc value for HCBD using equation 4.7 of Lyman et al and a water solubility of 9.77 umole/l is 5181. Thus, HCBD will adsorb strongly to organic material in soils and is not expected to rapidly migrate. However, migration will be more rapid in sandy soils. Dune infiltration studies in the Netherlands indicate that HCBD is mobile in sandy soil. Dune infiltration and effluent HCBD concentrations (respectively) were 0.02 and 0.01 ug/l in 1976 and 0.01 and 0.01 ug/l in 1977(6). Average residence time was 100 days. These results also suggest that degradation of HCBD under these conditions is very slow. AQUATIC FATE: Hexachlorobutadiene (HCBD) may biodegrade in natural waters since 100% HCBD degradation occurred in 7 days in an aerobic batch culture incubated at 25 deg C and inoculated with settled domestic sewage . No information was found on HCBD biodegradation rates in natural waters. Estimated half-lives for HCBD degradation are 3-30 days in river water and 30-300 days in lake and ground waters . No information was found on hydrolysis or photolysis. Because of its relativel high log Kow value (4.90 ), HCBD will sorb to sediments, suspended sediments and biota. The mean bioconcentration factor (BCF) for rainbow trout exposed to 0.10 ng/l and 3.4 ng/l of HCBD was 5800 and 17,000,respectively , which would suggest extensive bioconcentration. The Henry's Law constant for HCBD at 25 deg C is 1.03X10-2 atm-cu m/mole . Another study reports a water/air partition coefficient of 0.97 at 20 deg C (2.4X10-2 atm-cu m/mole). These values indicate that HCBD will rapidly volatilize from water (6). ATMOSPHERIC FATE: In the atmosphere, hexachlorobutane should degrade primarily by addition of photochemically derived hydroxyl radicals with its double bonds. By analogy with tetrachloroethylene one would anticipate a half-life of 2 months. Using a mass balance approach a half-life estimate of 1.6 was obtained for the northerm hemisphere. Therefore HCDB will be long lived in the atmosphere and considerable dispersion would be expected.
Drinking Water Impact SURFACE: Hexachlorobutadiene (HCBD) was found at concentrations of 10 and 23 ug/l in water sampled beyond the boundries of two chemical plants . HCBD concentration in an open waste treatment pond was 244 ug/l . Mississippi River water at Baton Rouge, LA contained 1.9 ppb of HCBD . HCBD was found in the Ashtabula River (Ohio) at an unspecified concentration . HCBD has also been detected in Lake Erie water . Grab samples of water from Lake Ontario the Niagara River and the Detroit River contained mean HCBD concns of 0.01, 0.2, and 0.1 parts/per trillion, respectively . Betweeen 1982 and 1985 the average concentration of HCBD in the Rhine River ranged from 0.01-0.1 ppb(6). The concentration of HCBD in the North Sea off the coast of the Netherlands during 1983-1984 ranged from <0.02-1.30 parts/per trillion, median 0.23 parts/per trillion(7). Since the concentration in the Rhine River was 15 parts/per trillion, it was concluded that the river was a source of this contaminant(7). DRINKING WATER: Hexachlorobutadiene (HCBD) concentration ranged from 0.04 to 0.70 ug/l in New Orleans drinking water from the Carrollton water plant . The highest HCBD concentration found in tap water from houses near Love Canal (Niagara Falls, NY) was 170 ng/l . EFFL: Effluent from the Diamond Shamrock Corp in Deerpark, TX contained 2 ug/l hexachlorobutadiene (HCBD) . HCDB was found to be discharged from the Niagara Falls Sewage treatment plant . Concentrations were not indicated.

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