Glycerine acetate

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Glycerine acetate
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R = H or CH3C(=O)
Names
Other names
glycerol acetate
glyceryl acetate
1,2,3-propanetriol acetate
Identifiers
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3D model (JSmol)
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  • 1-monoacetin: InChI=1S/C5H10O4/c1-4(7)9-3-5(8)2-6/h5-6,8H,2-3H2,1H3
    Key: KMZHZAAOEWVPSE-UHFFFAOYSA-N
  • 1,2-diacetin: InChI=1S/C7H12O5/c1-5(9)11-4-7(3-8)12-6(2)10/h7-8H,3-4H2,1-2H3
    Key: UXDDRFCJKNROTO-UHFFFAOYSA-N
  • triacetin: InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3
    Key: URAYPUMNDPQOKB-UHFFFAOYSA-N
  • 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
Variable
Molar mass Variable
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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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.[1]

Notes

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  1. ^ Page Module:Citation/CS1/styles.css has no content.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. Bibcode:2007EnFue..21.1782M. doi:10.1021/ef060647q.
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