ABSTRACT
CASRN: 110-75-8; DOT: 1992; molecular formula: C4H7ClO; FW: 106.55; RTECS: KN6300000; Merck Index: 12, 2191 Physical state and color: Colorless liquid Melting point (°C): -70.3 (Sax, 1984) -69.7 (Dean, 1987) Boiling point (°C): 108 (Weast, 1986) 110 (Dean, 1987) Density (g/cm3 at 20 °C): 1.0475 (Weast, 1986) 1.0493 (quoted, Standen, 1970) Diffusivity in water (x 10-5 cm2/sec): 0.87 at 20 °C using method of Hayduk and Laudie (1974) Flash point (°C): 16 (Acros Organics, 2002) 27 (open cup, NFPA, 1984) Henry’s law constant (x 10-4 atm⋅m3/mol): 2.5 (Pankow and Rosen, 1988) Soil organic carbon/water partition coefficient, log Koc: 0.82 (estimated, Schwille, 1988) Octanol/water partition coefficient, log Kow: 1.28 (calculated, Leo et al., 1971) Solubility in organics: Soluble in ethanol and ether (Weast, 1986) Solubility in water: 6,000 mg/L at 20 °C (quoted, Standen, 1970) Vapor density: 4.36 g/L at 25 °C, 3.68 (air = 1) Vapor pressure (mmHg): 26.75 at 20 °C (U.S. EPA, 1980a)
Biological. When 2-chloroethyl vinyl ether was statically incubated in the dark at 25 °C with yeast extract and settled domestic wastewater inoculum, significant biodegradation with rapid adaptation was observed. At concentrations of 5 and 10 mg/L, complete degradation was observed after 21 d (Tabak et al., 1981). Chemical/Physical. Chlorination of 2-chloroethyl vinyl ether to α-chloroethyl ethyl ether or β-chloroethyl ethyl ether may occur in water treatment facilities. The alpha compound is very unstable in water and decomposes almost as fast as it is formed (Summers, 1955). Although stable in NaOH solutions, in dilute acid solutions hydrolysis yields acetaldehyde and chlorohydrin (Windholz et al., 1983). At pH 7 and 25 °C, the hydrolysis half-life is 175 d (Jones and Wood, 1964). At influent concentrations of 10.0, 1.0, 0.1, and 0.01 mg/L, the GAC adsorption capacities at pH 5.4 were 25, 3.9, 0.6, and 0.1 mg/g, respectively (Dobbs and Cohen, 1980). Symptoms of exposure: Exposure to vapors may cause irritation of eyes, nose, and lungs (Patnaik, 1992). Toxicity: LC50 (contact) for earthworm (Eisenia fetida) 33 µg/cm2 (Neuhauser et al., 1985). LC50 (96-h) for bluegill sunfish 350 mg/L (Spehar et al., 1982). Acute oral LD50 for rats 250 mg/kg (quoted, RTECS, 1985). Uses: Anesthetics, sedatives, and cellulose ethers; copolymer of 95% ethyl acrylate with 5% 2chloroethyl vinyl ether is used to produce an acrylic elastomer.
