Pentyl group


In organic chemistry, pentyl is a five-carbon alkyl functional group with chemical formula -C5H11. It is the substituent form of the alkane pentane.
In older literature, the common non-systematic name amyl was often used for the pentyl group. Conversely, the name pentyl was used for several five-carbon branched alkyl groups, distinguished by various prefixes.
A cyclopentyl group is a ring with the formula -C5H9.
The name is also used for the pentyl radical, a pentyl group as an isolated molecule. This free radical is only observed in extreme conditions. Its formula is often written "•" or "•" to indicate that it has one unsatisfied valence bond.

Older "pentyl" groups

The following names are still used sometimes:
NameStructureIUPAC statusIUPAC recomm.Examples
n-pentyl−−pentyl
tert-pentyl−−C−No longer recommended2-methylbutan-2-yl
neopentylC−−No longer recommended2,2-dimethylpropyl
isopentylCH−−No longer recommended3-methylbutyl
sec-pentyl−−CH−pentan-2-yl
3-pentylCH−pentan-3-yl
sec-isopentyl−CH−3-methylbutan-2-yl
active pentyl−−CH−−2-methylbutyl

Pentyl radical

The free radical pentyl was studied by Pacansky and Gutierrez in 1983. The radical was obtained by exposing bishexanoyl peroxide trapped in frozen argon to ultraviolet light, that caused its decomposition into two carbon dioxide molecules and two pentyl radicals.

Examples