|Molar mass||102.18 g·mol−1|
|Density||.8136 g cm−3|
|Melting point||−53 to −41 °C; −64 to −42 °F; 220 to 232 K|
|Boiling point||155 to 159 °C; 311 to 318 °F; 428 to 432 K|
|5.9 g/L (at 20 °C)|
|Vapor pressure||100 Pa (at 25.6 °C)|
Refractive index (nD)
|1.4178 (at 20 °C)|
|243.2 J K−1 mol−1|
|287.4 J K−1 mol−1|
Std enthalpy of
|−377.5 kJ mol−1|
Std enthalpy of
|−3.98437 MJ mol−1|
|Safety data sheet||ICSC 1084|
|GHS signal word||WARNING|
EU classification (DSD)
|Flash point||59 °C (138 °F; 332 K)|
|293 °C (559 °F; 566 K)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|(: / ?)|
1-Hexanol is an organic alcohol with a six-carbon chain and a condensed structural formula of CH3(CH2)5OH. This colorless liquid is slightly soluble in water, but miscible with diethyl ether and ethanol. Two additional straight chain isomers of 1-hexanol, 2-hexanol and 3-hexanol, exist, both of which differing by the location of the hydroxyl group. Many isomeric alcohols have the formula C6H13OH. It is used in the perfume industry.
- Alternative methods 1.1
- Occurrence in Nature 2
- See also 3
- References 4
- External links 5
Hexanol is produced industrially by the oligomerization of alkylaluminium products. An idealized synthesis is shown:
- Al(C2H5)3 + 6C2H4 → Al(C6H13)3
- Al(C6H13)3 + 1½O2 + 3H2O → 3HOC6H13 + Al(OH)3
The process generates a range of oligomers that are separated by distillation.
Another method of preparation entails hydroformylation of 1-pentene followed by hydrogenation of the resulting aldehydes. This method is practiced in industry to produce mixtures of isomeric C6-alcohols, which are precursors to plasticizers.
This method is instructive and useful in laboratory synthesis but of no practical relevance because of the commercial availability of inexpensive 1-hexanol from ethylene.
Occurrence in Nature
Cis-3-Hexenal, another volatile organic carbon biomolecule, is also considered responsible for the freshly mowed grass flavor.
- "1-hexanol - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 8 October 2011.
- Falbe, Jürgen; Bahrmann, Helmut; Lipps, Wolfgang; Mayer, Dieter (2005), "Alcohols, Aliphatic", .
- International Chemical Safety Card 1084