Ascorbyl palmitate is an ester formed from ascorbic acid and palmitic acid creating a fat-soluble form of vitamin C. In addition to its use as a source of vitamin C , it is also used as an antioxidant food additive (E number E304). It is approved for use as a food additive in the EU,[ 1] the U.S.,[ 2] Canada,[ 3] Australia, and New Zealand.[ 4]
Quick Facts Names, Identifiers ...
Ascorbyl palmitate
Names
IUPAC name
L -threo -Hex-2-enono-1,4-lactone 6-hexadecanoate
Systematic IUPAC name
(2S )-2-[(2R )-3,4-Dihydroxy-5-oxo-2,5-dihydrofuran-2-yl]-2-hydroxyethyl hexadecanoate
Other names
Ascorbyl palmitate L-Ascorbic acid 6-hexadecanoate 6-O -Palmitoylascorbic acid
Identifiers
Abbreviations
E304
ChEMBL
ChemSpider
ECHA InfoCard
100.004.824
E number
E304 (antioxidants, ...)
UNII
InChI=1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1 Y
Key: QAQJMLQRFWZOBN-LAUBAEHRSA-N Y
InChI=1/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1
Key: QAQJMLQRFWZOBN-LAUBAEHRBD
OC=1[C@H](OC(=O)C=1O)[C@@H](O)COC(=O)CCCCCCCCCCCCCCC
Properties
C 22 H 38 O 7
Molar mass
414.539 g·mol−1
Appearance
White to yellowish colored powder
Melting point
116 to 117 °C (241 to 243 °F; 389 to 390 K)
Very slightly soluble in water; freely soluble in ethanol
Hazards
Flash point
178.1 °C (352.6 °F; 451.2 K)
Except where otherwise noted, data are given for materials in their
standard state (at 25
°C [77
°F], 100
kPa).
Close
Ascorbyl palmitate is also marketed as "vitamin C ester". It is synthesized by acylation of vitamin C using different acyl donors.[ 5]