1-Octanol


1-Octanol, also known as octan-1-ol, is the organic compound with the molecular formula CH37OH. It is a fatty alcohol. Many other isomers are also known generically as octanols. 1-Octanol is manufactured for the synthesis of esters for use in perfumes and flavorings. It has a pungent odor. Esters of octanol, such as octyl acetate, occur as components of essential oils. It is used to evaluate the lipophilicity of pharmaceutical products.

Preparation

Octanol is produced industrially by the oligomerization of ethylene using triethylaluminium followed by oxidation of the alkylaluminium products. This route is known as the Ziegler alcohol synthesis. An idealized synthesis is shown:
The process generates a range of alcohols, which can be separated by distillation.

Water/octanol partitioning

Octanol and water are immiscible. The distribution of a compound between water and octanol is used to calculate the partition coefficient, P, of that molecule. Water/octanol partitioning is a relatively good approximation of the partitioning between the cytosol and lipid membranes of living systems.
Many dermal absorption models consider the stratum corneum/ water partition coefficient to be well approximated by a function of the water/octanol partition coefficient of the form:
Where a and b are constants, is the stratum corneum/water partition coefficient, and is the water/octanol partition coefficient. The values of a and b vary between papers, but Cleek & Bunge have reported the values a = 0, b = 0.74.

Uses

With a flash point of 81 °C, 1-octanol is not seriously flammable, though its autoignition point is as low as 245 °C. 1-Octanol is mainly consumed as a precursor to perfumes. It has been examined for controlling essential tremor and other types of involuntary neurological tremors because evidence indicates it can relieve tremor symptoms at lower doses than are required to obtain a similar level of symptomatic relief from consumption of ethanol, thereby reducing the risk alcohol intoxication at therapeutic dosages.