1-Octanol

Octanol

Names
IUPAC name Octan-1-ol
Other names 1-Octanol; Capryl alcohol; Octyl alcohol
Identifiers
CAS Number	111-87-5 Y
ChEMBL	ChEMBL26215 N
ChemSpider	932 N
IUPHAR/BPS	4278
Jmol 3D model	Interactive image
PubChem	957
InChI InChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3 N Key: KBPLFHHGFOOTCA-UHFFFAOYSA-N N InChI=1/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3 Key: KBPLFHHGFOOTCA-UHFFFAOYAH
SMILES CCCCCCCCO
Properties
Chemical formula	C8H18O
Molar mass	130.23 g·mol−1
Density	0.824 g/cm3
Melting point	−16 °C (3 °F; 257 K)
Boiling point	195 °C (383 °F; 468 K)
Solubility in water	0.46 g/liter
Viscosity	7.36 cP (at 25 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

1-Octanol also known as Octan-1-ol is the organic compound with the molecular formula CH₃(CH₂)₇OH. 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. 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:

Al(C₂H₅)₃ + 9 C₂H₄ → Al(C₈H₁₇)₃

Al(C₈H₁₇)₃ + 3 O + 3 H₂O → 3 HOC₈H₁₇ + Al(OH)₃

The process generates a range of alcohols, which are separated by distillation.

Water/octanol partitioning

Main article: Partition coefficient

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 (often expressed as its logarithm to the base 10, log P). 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:

$\log(K_{sc/w}) = a + b\log(K_{w/o})$

Where a and b are constants,$K_{sc/w}$ is the stratum corneum/ water partition coefficient, and$K_{w/o}$ 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

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.

See also

• 2-Octanol