Puneet Varma

1 Hexanol

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Formula  C6H14O
Solubility in water  5.9 kg/m³
Density  814 kg/m³
1-Hexanol 1Hexanol Wikipedia

1 hexanol


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.

Contents

1-Hexanol wwwrdchemicalscommolimgbig7891gif

Preparation

1-Hexanol File1hexanolPNG Wikimedia Commons

Hexanol is produced industrially by the oligomerization of ethylene using triethylaluminium followed by oxidation of the 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.

Alternative methods

1-Hexanol hexanol C6H14O ChemSpider

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.

1-Hexanol 5methyl1hexanol China 5methyl1hexanol Selling Selling China

In principle, 1-hexene could be converted to 1-hexanol by hydroboration (diborane in tetrahydrofuran followed by treatment with hydrogen peroxide and sodium hydroxide):

1-Hexanol 4Methyl1hexanol C7H16O ChemSpider

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

1-Hexanol 2methyl1hexanol C7H16O ChemSynthesis

1-Hexanol is believed to be a component of the odour of freshly mown grass. Alarm pheromones emitted by the Koschevnikov gland of honey bees contain 1-hexanol.

References

1-Hexanol Wikipedia


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