Glycidol
Structural Formula Vector Image
Title: Glycidol
CAS Registry Number: 556-52-5
CAS Name: Oxiranemethanol
Additional Names: 2,3-epoxy-1-propanol; 3-hydroxypropylene oxide
Molecular Formula: C3H6O2
Molecular Weight: 74.08
Percent Composition: C 48.64%, H 8.16%, O 43.19%
Literature 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 Type: 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).
Boiling point: bp760 167° (decompn); bp2.5 66°; bp0.9 25°
Density: d425 1.1143
Toxicity data: 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 Type: L-Form
Properties: [a]D20 +15° (neat).
Optical Rotation: [a]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.

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