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Chemical Fact Sheet

Chemical Abstract Number (CAS #) 111911
CASRN 111-91-1
Synonymsbis(2-Chloroethoxy)methane
Ethane, 1,1'-[methylenebis(oxy)]bis[2-chloro-
Dichloromethoxy ethane
Analytical Methods EPA Method 611
EPA Method 625
EPA Method 8010B
EPA Method 8110
EPA Method 8270
Molecular FormulaC5H10Cl2O2

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

Use SOLVENT; INTERMEDIATE FOR POLYSULFIDE RUBBER
Consumption Patterns ESSENTIALLY 100% AS CHEMICAL INTERMEDIATE FOR POLYSULFIDE RUBBERS
Apparent Color COLORLESS LIQUID
Boiling Point 218.1 DEG C
Melting Point Freezing point= -32.8 deg C
Molecular Weight 173.05
Density 1.2339 @ 20 DEG C/20 DEG C
Sensitivity Data Irritating to skin and eyes.
Environmental Impact Bis(2-chloroethoxy)methane is a synthetic organic compound, chiefly used on site in the production of polysulfide polymers. If released to soil, bis(2-chloroethoxy)methane would be expected to display high to very high mobility. Biodegradation of bis(2-chloroethoxy)methane is not expected to be an important fate process. Volatilization from water should be a slow process; the estimated half-life for volatilization from a model pond is 11 years. Hydrolysis of bis(2-chloroethoxy) methane can be expected by comparison to other chlorine containing compounds; the half-life for this pH independent process has been estimated at 0.5-2 years. Direct photochemical degradation of bis (2-chloroethoxy) methane in the atmosphere or in the upper layers of surface waters should not be an important fate process. The estimated half-life for the atmospheric reaction with photochemically produced hydroxyl radicals is 10 hours. The probable route of exposure to bis(2-chloroethoxy)methane is through dermal contact and inhalation during its manufacture and formulation in polymers, and during its use as a solvent.
Environmental Fate TERRESTRIAL FATE: If released to soil, Koc values for bis(2-chloroethoxy)methane lying in the range 7-115 can be calculated(1,2,3,4,SRC), suggesting high to very high mobility for bis(2-chloroethoxy)methane(5,SRC). Biodegradation should not be an important fate process(6,7). The vapor pressure at 25 deg C, 1.4X10-4 mm Hg(8), and the estimated Henry's Law constant, 1.7X10-7 atm cu-m/mol at 25 deg C(9), suggests that volatilization from dry soil to the atmosphere might occur, but that it should be a slow process; volatilization from moist soil, however, should not be an important fate process. AQUATIC FATE: If released to water, bis(2-chloroethoxy)methane would not be expected to undergo biodegradation(1,2). The Henry's Law constant, 1.7X10-7 atm cu-m/mol at 25 deg C(3,SRC), suggests that volatilization to the atmosphere will not be an important fate process. The estimated volatilization half life from a model pond is 11 years(4,SRC). The hydrolysis half-life for similar beta-chloro ethers has been estimated at 0.5-2 years, a process which is pH independent . ATMOSPHERIC FATE: If released to the atmosphere, bis(2-chloroethoxy)methane should react with photochemically produced hydroxyl radicals; the half life for this process can be estimated at 10 hours(1,SRC). (The water solubility, estimated at 8.1X10 4 to 1.2X10 5 mg/l at 25 deg C(2,3,SRC), suggests that rain washout may be an important fate process. Direct photochemical degradation would not be expected for bis(2-chloroethoxy)methane(2,SRC).
Drinking Water Impact SURFACE WATER: USEPA STORET Data Base, for bis(2-chloroethoxy)methane 834 samples, 0.1% positive, median concn less than 10 ug/l . Not detected in eighty-six samples from fifty-one rainwater runoff catchments located throughout the USA (detection limits not given) . Identified in one of eleven samples and three of ten samples along the Ohio River, Wheeling, WV, (mile point 86.8) and Evansville, KT, (mile point 791.5), respectively, in concn less than or equal to 0.1 ug/l, 1977-1978. It was not found in eighty-two other stations along the river . EFFL: Bis(2-chloroethoxy)methane was qualitatively detected in disposal trench leachate samples collected from commercially operated low-level radioactive disposal sites at Maxey Flats, KY, and at West Valley, NY . USEPA STORET Data Base, for bis(2-chloroethoxy)methane 1,243 samples, 1.0% positive, median concn less than 10 ug/l . Detected in eleven of one hundred twenty-nine raw water extracts at eleven water utilities in the Ohio River Basin, 1977-78, at concn less than 0.1 ug/l . Has been monitored in rubber plant effluents at a maximum level of 140 mg/l.

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