Hexadecyl hexadecanoate, also known as cetyl palmitate, is the ester derived from hexadecanoic acid and 1-hexadecanol. This white waxy solid is the primary constituent of spermaceti, the once highly prized wax found in the skull of sperm whales.[2] Cetyl palmitate is a component of some solid lipid nanoparticles.

Cetyl palmitate
Names
Preferred IUPAC name
Hexadecyl hexadecanoate
Other names
Palmityl palmitate
Palmitic acid palmityl ester
Palmitic acid hexadecyl ester
Palmitic acid cetyl ester
n-hexadecyl palmitate
Palmatic acid n-hexadecyl ester
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.943 Edit this at Wikidata
EC Number
  • 309-375-8
KEGG
UNII
  • InChI=1S/C32H64O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-34-32(33)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-31H2,1-2H3 checkY
    Key: PXDJXZJSCPSGGI-UHFFFAOYSA-N checkY
  • CCCCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCCCC
Properties
C32H64O2
Molar mass 480.862 g·mol−1
Appearance Colourless wax
Melting point 54 °C (129 °F; 327 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Stony corals, which build the coral reefs, contain large amounts of cetyl palmitate wax in their tissues, which may function in part as an antifeedant.[3]

Applications

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Cetyl palmitate is used in cosmetics as a thickener and emulsifier.[4]

References

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  1. ^ http://www.sciencelab.com/msds.php?msdsId=9923365 [dead link]
  2. ^ Wilhelm Riemenschneider and Hermann M. Bolt "Esters, Organic" Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a09_565.pub2
  3. ^ Dobretsov, S.; Al-Wahaibi, A. S. M.; Lai, D.; Al-Sabahi, J.; Claereboudt, M.; Proksch, P.; Soussi, B., "Inhibition of Bacterial Fouling by Soft Coral Natural Products", International Biodeterioration & Biodegradation 2015, volume 98, 53-58. doi:10.1016/j.ibiod.2014.10.019
  4. ^ "Cetyl Palmitate for Skin - is It Safe? | Skincare Lab". 10 July 2020.