Chemistry:Ascorbyl palmitate

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Ascorbyl palmitate
Palmitinsäureascorbylester Strukturformel.svg
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
3D model (JSmol)
Abbreviations E304
ChEMBL
ChemSpider
UNII
Properties
C22H38O7
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).
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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]

Ascorbyl palmitate is also marketed as "vitamin C ester". It is synthesized by acylation of vitamin C using different acyl donors.[5]

See also

References

  1. UK Food Standards Agency: "Current EU approved additives and their E Numbers". http://www.food.gov.uk/safereating/chemsafe/additivesbranch/enumberlist. Retrieved 2011-10-27. 
  2. US Food and Drug Administration: "Listing of Food Additives Status Part I". Archived from the original on 2012-01-17. https://web.archive.org/web/20120117060614/https://www.fda.gov/Food/FoodIngredientsPackaging/FoodAdditives/FoodAdditiveListings/ucm091048.htm. Retrieved 2011-10-27. 
  3. Health Canada: "Chemical Substance - Ascorbyl palmitate". 26 July 2004. http://webprod.hc-sc.gc.ca/nhpid-bdipsn/ingredReq.do?id=972&lang=eng. Retrieved 2016-08-13. 
  4. Australia New Zealand Food Standards Code"Standard 1.2.4 - Labelling of ingredients". 8 September 2011. http://www.comlaw.gov.au/Details/F2011C00827. Retrieved 2011-10-27. 
  5. "Biocatalytic synthesis of ascorbyl esters and their biotechnological applications". Applied Microbiology and Biotechnology 81 (6 Suppl): 1013–1022. January 2009. doi:10.1007/s00253-008-1781-y. PMID 19030854. 

External links