Amyl alcohol
Template:Short description Template:More refs Amyl alcohols are alcohols with the formula C5H11OH.[1] Eight are known. A mixture of amyl alcohols (also called amyl alcohol) can be obtained from fusel alcohol. Amyl alcohol is used as a solvent and in esterification, by which is produced amyl acetate and other products. The name amyl alcohol without further specification applies to the normal (straight-chain) form, 1-pentanol.[2]
Amyl alcohol isomers Common name Structure Type IUPAC name Boiling point (°C)[3] 1-pentanol
or normal amyl alcoholFile:Pentan-1-ol-2D-skeletal.svg primary Pentan-1-ol 138.5 2-methyl-1-butanol
or active amyl alcoholFile:2-Methyl-1-butanol.svg primary 2-Methylbutan-1-ol 128.7 3-methyl-1-butanol
or isoamyl alcohol
or isopentyl alcoholFile:Isoamyl alcohol.svg primary 3-Methylbutan-1-ol 131.2 2,2-dimethyl-1-propanol
or neopentyl alcoholFile:Neopentyl-alcohol-2D-skeletal.svg primary 2,2-Dimethylpropan-1-ol 113.1 2-pentanol
or sec-amyl alcohol
or methyl (n) propyl carbinolFile:Pentan-2-ol-2D-skeletal.svg secondary Pentan-2-ol 118.8 3-methyl-2-butanol
or sec-isoamyl alcohol
or methyl isopropyl carbinolFile:3-methylbutan-2-ol-2D-skeletal.svg secondary 3-Methylbutan-2-ol 113.6 3-Pentanol File:Pentan-3-ol-2D-skeletal.svg secondary Pentan-3-ol 115.3 2-methyl-2-butanol
or tert-amyl alcoholFile:Tert-pentyl-alcohol-2D-skeletal.svg tertiary 2-Methylbutan-2-ol 102
Three of these alcohols, 2-methyl-1-butanol, 2-pentanol, and 3-methyl-2-butanol (methyl isopropyl carbinol), contain stereocenters, and are therefore chiral and optically active.
The most important amyl alcohol is isoamyl alcohol, the chief one generated by fermentation in the production of alcoholic beverages and a constituent of fusel oil. The other amyl alcohols may be obtained synthetically.
References
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- ↑ Merriam-Webster's Collegiate Dictionary 11th Ed. 2004
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- ↑ Calculated boiling points from ChemSpider.
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