Cetyl alcohol , also known as hexadecan-1-ol and palmityl alcohol, is a C-16

fatty alcohol Fatty alcohols (or long-chain alcohols) are usually high-molecular mass, straight-chain primary alcohols, but can also range from as few as 4–6 carbon atoms to as many as 22–26, derived from natural fats and oils. The precise chain length vari ...

with the

formula In science, a formula is a concise way of expressing information symbolically, as in a mathematical formula or a ''chemical formula''. The informal use of the term ''formula'' in science refers to the general construct of a relationship betwe ...

CH₃(CH₂)₁₅OH. At room temperature, cetyl alcohol takes the form of a waxy white solid or flakes. The name cetyl refers to

whale oil Whale oil is oil obtained from the blubber of whales. Oil from the bowhead whale was sometimes known as train-oil, which comes from the Dutch word ''traan'' ("tear drop"). Sperm oil, a special kind of oil used in the cavities of sperm whales, ...

(''cetacea'' oil, from , from ) from which it was first isolated.

Preparation

Cetyl alcohol was discovered in 1817 by the French

chemist A chemist (from Greek ''chēm(ía)'' alchemy; replacing ''chymist'' from Medieval Latin ''alchemist'') is a graduated scientist trained in the study of chemistry, or an officially enrolled student in the field. Chemists study the composition of ...

Michel Chevreul when he heated spermaceti, a waxy substance obtained from

sperm whale The sperm whale or cachalot (''Physeter macrocephalus'') is the largest of the toothed whales and the largest toothed predator. It is the only living member of the Genus (biology), genus ''Physeter'' and one of three extant species in the s ...

oil, with caustic potash (

potassium hydroxide Potassium hydroxide is an inorganic compound with the formula K OH, and is commonly called caustic potash. Along with sodium hydroxide (NaOH), KOH is a prototypical strong base. It has many industrial and niche applications, most of which utili ...

). Flakes of cetyl alcohol were left behind on cooling. Modern production is based around the chemical reduction of ethyl palmitate.

Occurrence and uses

The ether chimyl alcohol, derived from cetyl alcohol and glycerol, is a component of some

lipid membrane The lipid bilayer (or phospholipid bilayer) is a thin polar membrane made of two layers of lipid molecules. These membranes form a continuous barrier around all cells. The cell membranes of almost all organisms and many viruses are made of a l ...

s. Cetyl alcohol is used in the cosmetic industry as an opacifier in shampoos, or as an emollient,

emulsifier An emulsion is a mixture of two or more liquids that are normally immiscible (unmixable or unblendable) owing to liquid-liquid phase separation. Emulsions are part of a more general class of two-phase systems of matter called colloids. Althou ...

or thickening agent in the manufacture of skin creams and lotions. It is also employed as a

lubricant A lubricant (sometimes shortened to lube) is a substance that helps to reduce friction between surfaces in mutual contact, which ultimately reduces the heat generated when the surfaces move. It may also have the function of transmitting forces, ...

for nuts and bolts, and is the active ingredient in some "liquid pool covers" (forming a non-volatile surface layer to reduce water evaporation, related latent vaporization heat loss, and thus to retain heat in the pool). Moreover, it can also be used as a non-ionic co-

surfactant Surfactants are chemical compounds that decrease the surface tension or interfacial tension between two liquids, a liquid and a gas, or a liquid and a solid. The word ''surfactant'' is a Blend word, blend of "surface-active agent", coined in ...

emulsion An emulsion is a mixture of two or more liquids that are normally Miscibility, immiscible (unmixable or unblendable) owing to liquid-liquid phase separation. Emulsions are part of a more general class of two-phase systems of matter called colloi ...

applications.

Side effects

People who have

eczema Dermatitis is a term used for different types of skin inflammation, typically characterized by itchiness, redness and a rash. In cases of short duration, there may be small blisters, while in long-term cases the skin may become thickened ...

can be sensitive to cetyl alcohol, though this may be due to impurities rather than cetyl alcohol itself. However, cetyl alcohol is sometimes included in medications used for the treatment of eczema.

Related compounds

* Palmitate *

Palmitic acid Palmitic acid (hexadecanoic acid in IUPAC nomenclature) is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals, plants and microorganisms.Gunstone, F. D., John L. Harwood, and Albert J. Dijkstra. The ...

References

{{alcohols Fatty alcohols Antioxidants Non-ionic surfactants Lubricants Cosmetics chemicals Whale products Primary alcohols Alkanols Semiochemicals Insect pheromones