Glycerol

"Glycerine" redirects here. For the song by Bush, see Glycerine (song).
Glycerol
Glycerol
Ball-and-stick model of glycerol
Ball-and-stick model of glycerol
Space-filling model of glycerol
Space-filling model of glycerol
Sample of glycerine
Names
Preferred IUPAC name
Propane-1,2,3-triol[1]
Other names
  • 1,2,3-Trioxypropane
  • 1,2,3-Trihydroxypropane
  • 1,2,3-Propanetriol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.263 Edit this at Wikidata
E number E422 (thickeners, ...)
KEGG
UNII
  • InChI=1S/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2 checkY
    Key: PEDCQBHIVMGVHV-UHFFFAOYSA-N checkY
  • InChI=1/C3H8O3/c4-1-3(6)2-5/h3-6H,1-2H2
    Key: PEDCQBHIVMGVHV-UHFFFAOYAF
  • OCC(O)CO
Properties
C3H8O3
Molar mass 92.094 g·mol−1
Appearance Colorless hygroscopic liquid
Odor Odorless
Density 1.261 g/cm3
Melting point 17.8 °C (64.0 °F; 290.9 K)
Boiling point 290 °C (554 °F; 563 K)[5]
miscible[2]
log P −2.32[3]
Vapor pressure 0.003 mmHg (0.40 Pa) at 50 °C[2]
−57.06×10−6 cm3/mol
1.4746
Viscosity 1.412 Pa·s (20 °C)[4]
Pharmacology
A06AG04 (WHO) A06AX01 (WHO), QA16QA03 (WHO)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Flash point 160 °C (320 °F; 433 K) (closed cup)
176 °C (349 °F; 449 K) (open cup)
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 15 mg/m3 (total)
TWA 5 mg/m3 (resp)[2]
REL (Recommended)
 None established[2]
IDLH (Immediate danger)
 N.D.[2]
Safety data sheet (SDS) JT Baker ver. 2008 archive
Supplementary data page
Glycerol (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Glycerol (/ˈɡlɪsərɒl/)[6] is a simple triol compound. It is a colorless, odorless, viscous liquid that is sweet-tasting and non-toxic. The glycerol backbone is found in lipids known as glycerides. It is also widely used as a sweetener in the food industry and as a humectant in pharmaceutical formulations. Because of its three hydroxyl groups, glycerol is miscible with water and is hygroscopic in nature.[7]

Modern use of the word glycerine (alternatively spelled glycerin) refers to commercial preparations of less than 100% purity, typically 95% glycerol. [8]

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 690. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0302". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "glycerin_msds". Archived from the original on 8 March 2020. Retrieved 7 May 2018.
  4. ^ Segur, J. B.; Oberstar, H. E. (1951). "Viscosity of Glycerol and Its Aqueous Solutions". Industrial & Engineering Chemistry. 43 (9): 2117–2120. doi:10.1021/ie50501a040.
  5. ^ Lide, D. R., ed. (1994). CRC Handbook of Data on Organic Compounds (3rd ed.). Boca Raton, FL: CRC Press. p. 4386.
  6. ^ "glycerol – Definition of glycerol in English by Oxford Dictionaries". Oxford Dictionaries – English. Archived from the original on 21 June 2016. Retrieved 21 February 2022.
  7. ^ Cite error: The named reference Ullmann was invoked but never defined (see the help page).
  8. ^ "Is There any Difference Between Glycerin and Glycerol?". Oxford Dictionaries – English. 9 April 2024. Retrieved 20 October 2024.