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Amyl alcohol

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Chemical compound family
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Amyl alcohols arealcohols with the formula C5H11OH.[1] Eight are known. A mixture ofamyl alcohols (also called amyl alcohol) can be obtained fromfusel alcohol. Amyl alcohol is used as a solvent and inesterification, by which is producedamyl acetate and other products. The nameamyl alcohol without further specification applies to the normal (straight-chain) form,1-pentanol.[2]

Amyl alcohol isomers
Common nameStructureTypeIUPAC nameBoiling point (°C)[3]
1-pentanol
or normal amyl alcohol
primaryPentan-1-ol138.5
2-methyl-1-butanol
or active amyl alcohol
primary2-Methylbutan-1-ol128.7
3-methyl-1-butanol
or isoamyl alcohol
or isopentyl alcohol
primary3-Methylbutan-1-ol131.2
2,2-dimethyl-1-propanol
or neopentyl alcohol
primary2,2-Dimethylpropan-1-ol113.1
2-pentanol
orsec-amyl alcohol
or methyl (n) propyl carbinol
secondaryPentan-2-ol118.8
3-methyl-2-butanol
orsec-isoamyl alcohol
or methyl isopropyl carbinol
secondary3-Methylbutan-2-ol113.6
3-PentanolsecondaryPentan-3-ol115.3
2-methyl-2-butanol
ortert-amyl alcohol
tertiary2-Methylbutan-2-ol102

Three of these alcohols, 2-methyl-1-butanol, 2-pentanol, and 3-methyl-2-butanol (methyl isopropyl carbinol), contain stereocenters, and are therefore chiral andoptically active.

The most important amyl alcohol isisoamyl alcohol, the chief one generated by fermentation in the production of alcoholic beverages and a constituent offusel oil. The other amyl alcohols may be obtained synthetically.

References

[edit]
  1. ^Merriam-Webster's Collegiate Dictionary 11th Ed. 2004
  2. ^Falbe, Jürgen; Bahrmann, Helmut; Lipps, Wolfgang; Mayer, Dieter (2000). "Alcohols, Aliphatic".Ullmann's Encyclopedia of Industrial Chemistry.doi:10.1002/14356007.a01_279.ISBN 3527306730.
  3. ^Calculated boiling points fromChemSpider.
By consumption
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Primary
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(1°)
Methanol
Ethanol
Butanol
Straight-chain
saturated
C1 — C9
Straight-chain
saturated
C10 — C19
Straight-chain
saturated
C20 — C29
Straight-chain
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C30 — C39
Straight-chain
saturated
C40 — C49
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