Glycidol

Glycidol
Glycidol
Names
Preferred IUPAC name
Oxiranylmethanol
Other names
Glycidol
2,3-Epoxy-1-propanol
3-Hydroxypropylene oxide
Epoxypropyl alcohol
Hydroxymethyl ethylene oxide
2-Hydroxymethyl oxiran
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.300 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2 checkY
    Key: CTKINSOISVBQLD-UHFFFAOYSA-N checkY
  • InChI=1/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2
    Key: CTKINSOISVBQLD-UHFFFAOYAN
  • OCC1OC1
Properties
C3H6O2
Molar mass 74.079 g·mol−1
Appearance Viscous liquid
Density 1.1143 g/cm3[1]
Melting point −54 °C (−65 °F; 219 K)[3]
Boiling point 167 °C (333 °F; 440 K) (decomposes)[1]
miscible[2]
Vapor pressure 0.9 mmHg (25°C)[2]
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxideSpecial hazards (white): no code
4
2
3
Flash point 66 °C (151 °F; 339 K)[3]
Lethal dose or concentration (LD, LC):
420 mg/kg (oral, rat)[3][4]
1980 mg/kg (dermal, rabbit)[3][5]
450 ppm (mouse, 4 hr)
580 ppm (rat, 8 hr)[6]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 50 ppm (150 mg/m3)[2]
REL (Recommended)
 TWA 25 ppm (75 mg/m3)[2]
IDLH (Immediate danger)
 150 ppm[2]
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Glycidol is an organic compound with the formula HOCH2CHOCH2. The molecule contains both epoxide and alcohol functional groups. Being simple to make and bifunctional, it has a variety of industrial uses. The compound is a colorless, slightly viscous liquid that is slightly unstable and is not often encountered in pure form.[7]

  1. ^ a b Merck Index, 11th Edition, 4385
  2. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0303". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ a b c d Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  4. ^ Food and Cosmetics Toxicology. Vol. 19, Pg. 347, 1981
  5. ^ AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956
  6. ^ "Glycidol". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  7. ^ Johnson, Roy A.; Burgos-Lepley, Carmen E. (2001). "Glycidol". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rg005. ISBN 0-471-93623-5.