Glycidol

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Glycidol
Glycidol
Identifiers
CAS number 556-52-5 YesY
PubChem 11164
ChemSpider 10691 YesY
KEGG C10920 YesY
ChEBI CHEBI:30966 YesY
Jmol-3D images Image 1
Properties
Molecular formula C3H6O2
Molar mass 74.08 g mol−1
Appearance Viscous liquid
Density 1.1143 g/cm³[1]
Melting point −54 °C (−65 °F; 219 K)[2]
Boiling point 167 °C (333 °F; 440 K) (decomposes)[1]
Hazards
MSDS External MSDS
NFPA 704
Flammability code 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 fuel Health code 4: Very short exposure could cause death or major residual injury. E.g., VX gas Reactivity code 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., fluorine Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 66 °C (151 °F; 339 K)[2]
LD50 420 mg/kg (oral, rat)[2][3]
1980 mg/kg (dermal, rabbit)[2][4]
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

Glycidol is an organic compound that contains both epoxide and alcohol functional groups. Being bifunctional, it has a variety of industrial uses. The compound is a slightly viscous liquid that is slightly unstable and is not often encountered in pure form.

Synthesis and applications[edit]

Glycidol is prepared by the epoxidation of allyl alcohol.[5]

Glycidol is used as a stabilizer for natural oils and vinyl polymers and as a demulsifier. It is used as a chemical intermediate in the synthesis of glycerol, glycidyl ethers, esters and amines. It is used in surface coatings, chemical synthesis, pharmaceuticals, sanitary chemicals and sterilizing milk of magnesia, and as a gelation agent in solid propellants.[6]

Safety[edit]

Glycidol is an irritant of the skin, eyes, mucous membranes, and upper respiratory tract. Exposure to glycidol may also cause central nervous system depression, followed by central nervous system stimulation.[7] It is listed as an IARC group 2A carcinogen, meaning that it is "probably carcinogenic to humans".[8] In regards to occupational exposures, the Occupational Safety and Health Administration has set a permissible exposure limit at 50 ppm over an eight hour work shift, while the National Institute for Occupational Safety and Health recommends a limit at 25 ppm over an eight hour work shift.[9]

See also[edit]

References[edit]

  1. ^ a b Merck Index, 11th Edition, 4385
  2. ^ a b c d Record in the GESTIS Substance Database from the IFA
  3. ^ Food and Cosmetics Toxicology. Vol. 19, Pg. 347, 1981
  4. ^ AMA Archives of Industrial Health. Vol. 14, Pg. 250, 1956
  5. ^ Guenter Sienel, Robert Rieth, Kenneth T. Rowbottom "Epoxides" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a09_531
  6. ^ Glycidol at chemicalland21.com
  7. ^ OSHA guidelines for glycidol
  8. ^ IARC Monographs - Classifications - Group2A
  9. ^ CDC - NIOSH Pocket Guide to Chemical Hazards