Nomenclature
CAS number: 556-52-5
Oxiranemethanol; 2,3-epoxy-1-propanol; 3-hydroxypropylene oxide.
C
3H
6O
2; mol wt 74.08.
C 48.64%, H 8.16%, O 43.19%.
Description and references
Prepd by the action of perbenzoic acid on allyl
alc: Prileshajew, Ber. 42, 4813 (1909); from glycerol-1-monochlorohydrin by the action of KOH
in alc, or by the action of sodium in ether: Rider, Hill, J. Am. Chem. Soc. 52, 1521 (1930).
l-form prepd from l-1-(p-toluenesulfonyl)glycerol:
Sowden, Fischer, ibid. 64, 1291 (1942). Acute toxicity data: E. D. Thompson, R. A. Hiles, Food Cosmet. Toxicol. 19, 347
(1981); E. D. Thompson, D. P. Gibson, Food
Chem. Toxicol. 22, 665 (1984).
Derivative
dl-Form.
Properties
Slightly viscous liq. d425 1.1143. bp760 167° (decompn); bp2.5 66°; bp0.9 25°.
Miscible with water. LD50 in female
rats (g/kg): 0.42 orally, 0.20 i.p. (Thompson, Hiles). LD50 in male, female rats (g/kg): 0.35, 0.21 i.p.; 0.76, 0.64 orally (Thompson, Gibson).Derivative
l-Form.
Properties
[α]D20 +15° (neat).Caution
Potential symptoms of overexposure
are irritation of eyes, nose, throat and skin; narcosis. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 152. See also Patty's Industrial Hygiene and Toxicology vol. 2A, G. D. Clayton, F. E. Clayton, Eds. (John Wiley
& Sons, New York, 4th ed., 1994) 422-425. This substance is reasonably
anticipated to be a human carcinogen: Report
on Carcinogens, Eleventh Edition (PB2005-104914, 2004)
p III-130.Use
Stabilizer in manuf of vinyl polymers; intermediate
in synthesis of glycerol, glycidyl ethers, and amines; additive for
oil and synthetic hydraulic fluids; epoxy resin diluent.