Glycerine acetate
R = H or CH3 C(=O)
Names
Other names
glycerol acetate glyceryl acetate 1,2,3-propanetriol acetate
Identifiers
ChemSpider
ECHA InfoCard
100.014.216
EC Number
1-monoacetin: 247-704-6 1,2-diacetin: 246-941-2 triacetin: 203-051-9
RTECS number
UNII
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).
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
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
^ 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 .