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1-octanol

Structure via PubChem · Public domain (PubChem)

EntityQ161666· pop 32· linked from 156 articles

Also known as primary octyl alcohol, 1-hydroxyoctane, n-octan-1-ol, n-heptyl carbinol, capryl alcohol, octan-1-ol, caprylic alcohol, hexyl methyl carbinol

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. It has a pungent odor. Esters of octanol, such as octyl acetate, occur as components of essential oils (grapefruit oil, orange oil, bergamot oil, mandarin oil and lime oil). It is used to evaluate the lipophilicity of pharmaceutical products.

Chemical data

Formula
C8H18O
Molecular weight
130.23 g/mol
IUPAC name
octan-1-ol
SMILES
CCCCCCCCO
InChIKey
KBPLFHHGFOOTCA-UHFFFAOYSA-N
XLogP
3
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
130.136
Show 5 more facts
chemical formula
C₈H₁₈O
canonical SMILES
CCCCCCCCO
melting point
-15.5
Commons category
1-Octanol
boiling point
195.16
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Article

5 sections
Contents
  • Preparation
  • Water/octanol partitioning
  • Properties and uses
  • See also
  • 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. It has a pungent odor. Esters of octanol, such as octyl acetate, occur as components of essential oils (grapefruit oil, orange oil, bergamot oil, mandarin oil and lime oil). It is used to evaluate the lipophilicity of pharmaceutical products.

==Preparation== Octanol is mainly 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 can be separated by distillation.

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