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Glycerine acetate

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(Redirected from Glyceryl monoacetate)
Glycerine acetate

R = H or CH3C(=O)
Names
Other names glycerol acetate
glyceryl acetate
1,2,3-propanetriol acetate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.014.216 Edit this at Wikidata
EC Number
  • 1-monoacetin: 247-704-6
  • 1,2-diacetin: 246-941-2
  • triacetin: 203-051-9
PubChem CID
RTECS number
  • triacetin: AK3675000
UNII
InChI
  • 1-monoacetin: InChI=1S/C5H10O4/c1-4(7)9-3-5(8)2-6/h5-6,8H,2-3H2,1H3Key: KMZHZAAOEWVPSE-UHFFFAOYSA-N
  • 1,2-diacetin: InChI=1S/C7H12O5/c1-5(9)11-4-7(3-8)12-6(2)10/h7-8H,3-4H2,1-2H3Key: UXDDRFCJKNROTO-UHFFFAOYSA-N
  • triacetin: InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3Key: URAYPUMNDPQOKB-UHFFFAOYSA-N
SMILES
  • 1-monoacetin: CC(=O)OCC(CO)O
  • 1,2-diacetin: CC(=O)OCC(CO)OC(=O)C
  • triacetin: CC(=O)OCC(COC(=O)C)OC(=O)C
Properties
Chemical formula Variable
Molar mass Variable
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Glycerine acetate is a mixture of esters produced from the esterification of glycerol (1) with acetic acid. This reaction produces five congeners:

  • the two monoacetylglycerols / MAG / monoacetin (2 and 3)
  • the two diacetylglycerols / DAG / diacetin / glyceryl diacetate (4 and 5)
  • the one triacetalglycerol / TAG / triacetin (6)
Structures of all possible acetate esters of glycerol
Structures of all possible acetate esters of glycerol

In addition, two of the congeners, 2 and 4, are chiral and can exist in either of two enantiomeric forms.

Uses

DAG and TAG can be used as fuel additives for improving the cold and viscosity properties of biodiesel or the antiknocking properties of gasoline.

Notes

  1. J. A. Melero; R. vanGrieken; G. Morales; M. Paniagua (2007). "Acidic Mesoporous Silica for the Acetylation of Glycerol: Synthesis of Bioadditives to Petrol Fuel". Energy & Fuels. 21 (3): 1782–1791. doi:10.1021/ef060647q.
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