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Which one of the following can be oxidised to the corresponding carbonyl compound:

  • A.2-methyl-2-hydroxy propane
  • B.2-hydroxy propane
  • C.O-nitrophenol
  • D.Phenol

Answer: B

2-hydroxypropane can be oxidised to a carbonyl compound.

Propan-2-ol is a secondary alcohol and has a hydrogen on the carbon bearing the \(\mathrm{-OH}\), so it oxidises to the ketone acetone: \[\mathrm{CH_3CH(OH)CH_3 \xrightarrow{[O]} CH_3COCH_3}\] 2-methyl-2-hydroxypropane is tertiary, with no such hydrogen, and phenols cannot give a carbonyl without destroying the ring.

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