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Amyl alcohol
Chemical compound family
Chemical compound family
Amyl alcohols are alcohols with the formula C5H11OH. 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.
:{| class="wikitable sortable"
| +Amyl alcohol isomers |
|---|
| ! Common name !! Structure !! Type !! IUPAC name !! Boiling point (°C) |
| - |
| 1-pentanol |
| or normal amyl alcohol |
| [[Image:Pentan-1-ol-2D-skeletal.svg |
| primary |
| Pentan-1-ol |
| 138.5 |
| - |
| 2-methyl-1-butanol |
| or active amyl alcohol |
| [[Image:2-Methyl-1-butanol.svg |
| primary |
| 2-Methylbutan-1-ol |
| 128.7 |
| - |
| 3-methyl-1-butanol |
| or isoamyl alcohol |
| or isopentyl alcohol |
| [[Image:Isoamyl alcohol.svg |
| primary |
| 3-Methylbutan-1-ol |
| 131.2 |
| - |
| 2,2-dimethyl-1-propanol |
| or neopentyl alcohol |
| [[Image:Neopentyl-alcohol-2D-skeletal.svg |
| primary |
| 2,2-Dimethylpropan-1-ol |
| 113.1 |
| - |
| 2-pentanol |
| or sec-amyl alcohol |
| or methyl (n) propyl carbinol |
| [[Image:Pentan-2-ol-2D-skeletal.svg |
| secondary |
| Pentan-2-ol |
| 118.8 |
| - |
| 3-methyl-2-butanol |
| or sec-isoamyl alcohol |
| or methyl isopropyl carbinol |
| [[Image:3-methylbutan-2-ol-2D-skeletal.svg |
| secondary |
| 3-Methylbutan-2-ol |
| 113.6 |
| - |
| 3-Pentanol |
| [[Image:Pentan-3-ol-2D-skeletal.svg |
| secondary |
| Pentan-3-ol |
| 115.3 |
| - |
| 2-methyl-2-butanol |
| or tert-amyl alcohol |
| [[Image: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
References
- [[Merriam-Webster's Collegiate Dictionary]] 11th Ed. 2004
- (2000). "Ullmann's Encyclopedia of Industrial Chemistry".
- Calculated boiling points from [[ChemSpider]].
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