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Amyl alcohol
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{{Short description|Chemical compound family}} {{more refs|date=April 2022}} '''Amyl alcohols''' are [[alcohols]] with the formula C<sub>5</sub>H<sub>11</sub>OH.<ref>[[Merriam-Webster's Collegiate Dictionary]] 11th Ed. 2004</ref> Eight are known. A mixture of [[pentyl|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|1-pentanol]].<ref>{{cite book |doi=10.1002/14356007.a01_279|chapter=Alcohols, Aliphatic|title=Ullmann's Encyclopedia of Industrial Chemistry|year=2000|last1=Falbe|first1=Jürgen|last2=Bahrmann|first2=Helmut|last3=Lipps|first3=Wolfgang|last4=Mayer|first4=Dieter|isbn=3527306730}}</ref> :{| class="wikitable sortable" |+'''Amyl alcohol isomers''' |- ! Common name !! Structure !! Type !! [[Systematic name|IUPAC name]] !! Boiling point (°C)<ref>Calculated boiling points from [[ChemSpider]].</ref> |- | 1-pentanol<br/>or normal amyl alcohol | [[Image:Pentan-1-ol-2D-skeletal.png|150px]] | primary | [[1-Pentanol|Pentan-1-ol]] | 138.5 |- | 2-methyl-1-butanol<br/>or active amyl alcohol | [[Image:2-Methyl-1-butanol.svg|120px]] | primary | [[2-Methylbutan-1-ol]] | 128.7 |- | 3-methyl-1-butanol<br/>or isoamyl alcohol<br/>or isopentyl alcohol | [[Image:Isoamyl alcohol.svg|120px]] | primary | [[Isoamyl alcohol|3-Methylbutan-1-ol]] | 131.2 |- | 2,2-dimethyl-1-propanol<br>or neopentyl alcohol | [[Image:Neopentyl-alcohol-2D-skeletal.svg|100px]] | primary | [[2,2-Dimethylpropan-1-ol]] | 113.1 |- | 2-pentanol<br/>or ''sec''-amyl alcohol<br/>or methyl (n) propyl carbinol | [[Image:Pentan-2-ol-2D-skeletal.png|100px]] | secondary | [[Pentan-2-ol]] | 118.8 |- | 3-methyl-2-butanol<br/>or ''sec''-isoamyl alcohol<br/>or methyl isopropyl carbinol | [[Image:3-methylbutan-2-ol-2D-skeletal.png|80px]] | secondary | [[3-Methylbutan-2-ol]] | 113.6 |- | 3-Pentanol | [[Image:Pentan-3-ol-2D-skeletal.png|100px]] | secondary | [[Pentan-3-ol]] | 115.3 |- | 2-methyl-2-butanol<br/>or ''tert''-amyl alcohol | [[Image:Tert-pentyl-alcohol-2D-skeletal.svg|100px]] | 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 [[optical isomerism|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== {{Reflist}} {{Alcohols}} {{GABAAR PAMs}} {{Authority control}} {{DEFAULTSORT:Amyl Alcohol}} [[Category:Alkanols]] [[Category:GABAA receptor positive allosteric modulators]]
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