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Identify the allylic alcohol in the following.

  • A.\(\mathrm{C_{6}H_{5}CH_{2}OH}\)
  • B.\(\mathrm{C_{6}H_{5}{-}CH{=}CH{-}C(CH_{3})_{2}{-}OH}\)
  • C.\(\mathrm{CH_{2}{=}CH{-}OH}\)
  • D.\(\mathrm{C_{6}H_{5}{-}CH_{2}{-}CH_{2}{-}OH}\)
  • E.\(\mathrm{CH_{2}{=}CH{-}CH_{2}{-}CH_{2}{-}OH}\)

Answer: B

The allylic alcohol is \(\mathrm{C_{6}H_{5}{-}CH{=}CH{-}C(CH_{3})_{2}{-}OH}\).

In an allylic alcohol the -OH group is on an sp3 carbon directly next to a C=C double bond. Here the carbon carrying -OH, C(CH3)2, is attached to the CH=CH group, so it is allylic (a tertiary allylic alcohol).

C6H5CH2OH is benzylic (next to a benzene ring). CH2=CH-OH is vinylic (the -OH is on the double-bond carbon itself). In C6H5-CH2-CH2-OH and CH2=CH-CH2-CH2-OH the -OH carbon is one position too far from the ring or double bond.

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