Epichlorohydrin
Structural Formula Vector Image
Title: Epichlorohydrin
CAS Registry Number: 106-89-8
CAS Name: Chloromethyloxirane
Additional Names: dl-a-epichlorohydrin; 1-chloro-2,3-epoxypropane; g-chloropropylene oxide
Molecular Formula: C3H5ClO
Molecular Weight: 92.52
Percent Composition: C 38.95%, H 5.45%, Cl 38.32%, O 17.29%
Literature References: Prepn: H. T. Clarke, W. W. Hartman, Org. Synth. coll. vol. I, 233 (2nd ed., 1941); G. Braun, ibid. coll. vol. II, 256 (1943). Manuf: Faith, Keyes & Clark's Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley-Interscience, New York, 4th ed., 1975) pp 335-338. Toxicity data: H. F. Smyth, C. P. Carpenter, J. Ind. Hyg. Toxicol. 30, 63 (1948).
Properties: Liquid. d420 1.1812; d425 1.1750; d450 1.1436; d475 1.1101. bp760 117.9°; bp400 98.0°; bp200 79.3°; bp100 62.0°; bp40 42.0°; bp10 16.6°; bp1.0 -16.5°. mp -25.6°. nD11.6 1.44195; nD16 1.43969; nD25 1.43585. Flash pt, open cup: 105°F (40°C). Insol in water. Misc with alcohol, ether, chloroform, trichloroethylene, carbon tetrachloride; immiscible with petr hydrocarbons. LD50 orally in rats: 0.09 g/kg (Smyth, Carpenter).
Melting point: mp -25.6°
Boiling point: bp760 117.9°; bp400 98.0°; bp200 79.3°; bp100 62.0°; bp40 42.0°; bp10 16.6°; bp1.0 -16.5°
Flash point: Flash pt, open cup: 105°F (40°C)
Index of refraction: nD11.6 1.44195; nD16 1.43969; nD25 1.43585
Density: d420 1.1812; d425 1.1750; d450 1.1436; d475 1.1101
Toxicity data: LD50 orally in rats: 0.09 g/kg (Smyth, Carpenter)
CAUTION: Potential symptoms of overexposure are nausea, vomiting; abdominal pain; respiratory distress, coughing; cyanosis; irritation of eyes and skin with deep pain; reproductive effects. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 128. See also Patty's Industrial Hygiene and Toxicology vol. 2A, G. D. Clayton, F. E. Clayton, Eds. (Wiley-Interscience, New York, 3rd ed., 1981) pp 2242-2247. This substance is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-113.
Use: Solvent for natural and synthetic resins, gums, cellulose esters and ethers, paints, varnishes, nail enamels and lacquers, cement for Celluloid. As stabilizer.

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