Cetyl alcohol

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Cetyl alcohol[1]
Skeletal formula
Space-filling model
Names
IUPAC name
Hexadecan-1-ol
Other names
Cetanol, Cetyl alcohol, Ethal, Ethol, Hexadecanol, Hexadecyl alcohol, Palmityl alcohol
Identifiers
36653-82-4 YesY
ChEBI CHEBI:16125 YesY
ChEMBL ChEMBL706 YesY
ChemSpider 2581 YesY
EC Number 253-149-0
Jmol 3D model Interactive image
KEGG D00099 YesY
PubChem 2682
UNII 936JST6JCN YesY
  • InChI=1S/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3 YesY
    Key: BXWNKGSJHAJOGX-UHFFFAOYSA-N YesY
  • InChI=1/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3
    Key: BXWNKGSJHAJOGX-UHFFFAOYAS
  • OCCCCCCCCCCCCCCCC
Properties
C16H34O
Molar mass 242.45 g·mol−1
Appearance White crystals or flakes
Odor very faint
Density 0.811 g/cm3
Melting point 49.3 °C (120.7 °F; 322.4 K)
Boiling point 344 °C (651 °F; 617 K)
insoluble
Solubility very soluble in ether, benzene, chloroform
soluble in acetone
slightly soluble in alcohol
Acidity (pKa) 16.20
1.4283 (79 °C)
Viscosity 53 cP (75 °C)
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Cetyl alcohol /ˈstəl/, also known as hexadecan-1-ol and palmityl alcohol, is a fatty alcohol with the formula CH3(CH2)15OH. At room temperature, cetyl alcohol takes the form of a waxy white solid or flakes. The name cetyl derives from the whale oil (Latin: cetus) from which it was first isolated.[2]

Preparation

Cetyl alcohol was discovered in 1817 by the French chemist Michel Chevreul when he heated spermaceti, a waxy substance obtained from sperm whale oil, with caustic potash (potassium hydroxide). Flakes of cetyl alcohol were left behind on cooling.[3] Modern production is based around the reduction of palmitic acid, which is obtained from palm oil.

Uses

Cetyl alcohol is used in the cosmetic industry as an opacifier in shampoos, or as an emollient, emulsifier or thickening agent in the manufacture of skin creams and lotions.[4] It is also employed as a lubricant for nuts and bolts, and is the active ingredient in some "liquid pool covers" (forming a surface layer to reduce evaporation and retain heat).

Side effects

People who suffer from eczema can be sensitive to cetyl alcohol,[5][6] though this may be due to impurities rather than cetyl alcohol itself.[7] Ironically, this ingredient is sometimes included in medications for the treatment of eczema.[8]

Related compounds

References

  1. Merck Index, 11th Edition, 2020.
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