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Fatty alcohol - Wikipedia, the free encyclopedia

Fatty alcohol

From Wikipedia, the free encyclopedia

Fatty alcohols are aliphatic alcohols derived from natural fats and oils. They are the counterparts of fatty acids and fatty aldehydes. They usually have even number of carbon atoms. Production from fatty acids yields normal-chain alcohols—the alcohol group (-OH) attaches to the terminal carbon. Other processing can yield iso-alcohols—where the alcohol attaches to a carbon in the interior of the carbon chain.

The smaller molecules are used in cosmetics and food, and as industrial solvents. Some of the larger molecules are important as biofuels.

Due to their amphipathic nature, fatty alcohols behave as nonionic surfactants. They find use as emulsifiers, emollients and thickeners in cosmetics and food industry.

Fatty alcohols are a common component of waxes, mostly as esters with fatty acids but also as alcohols themselves.

Those with common names include:

  • capryl alcohol (1-octanol) -- 8 carbon atoms
  • pelargonic alcohol (1-nonanol) -- 9 carbon atoms
  • capric alcohol (1-decanol, decyl alcohol) -- 10 carbon atoms
  • 1-dodecanol (lauryl alcohol) -- 12 carbon atoms
  • myristyl alcohol (1-tetradecanol) -- 14 carbon atoms
  • cetyl alcohol (1-hexadecanol) -- 16 carbon atoms
  • palmitoleyl alcohol (cis-9-hexadecan-1-ol) -- 16 carbon atoms, unsaturated, CH3(CH2)5CH=CH(CH2)8OH
  • stearyl alcohol (1-octadecanol) -- 18 carbon atoms
  • isostearyl alcohol (16-methylheptadecan-1-ol) -- 18 carbon atoms, branched, (CH3)2CH-(CH2)15OH
  • elaidyl alcohol (9E-octadecen-1-ol) -- 18 carbon atoms, unsaturated, CH3(CH2)7CH=CH(CH2)8OH
  • oleyl alcohol (cis-9-octadecen-1-ol) -- 18 carbon atoms, unsaturated
  • linoleyl alcohol (9Z, 12Z-octadecadien-1-ol) -- 18 carbon atoms, polyunsaturated
  • elaidolinoleyl alcohol (9E, 12E-octadecadien-1-ol) -- 18 carbon atoms, polyunsaturated
  • linolenyl alcohol (9Z, 12Z, 15Z-octadecatrien-1-ol) -- 18 carbon atoms, polyunsaturated
  • elaidolinolenyl alcohol (9E, 12E, 15-E-octadecatrien-1-ol) -- 18 carbon atoms, polyunsaturated
  • ricinoleyl alcohol (12-hydroxy-9-octadecen-1-ol) -- 18 carbon atoms, unsaturated, diol, CH3(CH2)5CH(OH)CH2CH=CH(CH2)8OH
  • arachidyl alcohol (1-eicosanol) -- 20 carbon atoms
  • behenyl alcohol (1-docosanol) -- 22 carbon atoms
  • erucyl alcohol (cis-13-docosen-1-ol) -- 22 carbon atoms, unsaturated, CH3(CH2)7CH=CH(CH2)12OH
  • lignoceryl alcohol (1-tetracosanol) -- 24 carbon atoms
  • ceryl alcohol (1-hexacosanol) -- 26 carbon atoms
  • montanyl alcohol, cluytyl alcohol (1-octacosanol) -- 28 carbon atoms
  • myricyl alcohol, melissyl alcohol (1-triacontanol) -- 30 carbon atoms
  • geddyl alcohol (1-tetratriacontanol) -- 34 carbon atoms

Behenyl alcohol, lignoceryl alcohol, ceryl alcohol, 1-heptacosanol, montanyl alcohol, 1-nonacosanol, myricyl alcohol, 1-dotriacontanol, and geddyl alcohol are together classified as policosanol, with montanyl alcohol and myricyl alcohol being the most abundant.

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