A secondary alcohol 'P' on oxidation with CrO_3 gives compound 'Q'. Compound 'Q' can also be synthesized by the reaction of benzene with propanoyl chloride in the presence of anhydrous AlCl_3 . Identify the alcohol 'P'.

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Quantrex Academy · Accepted Answer

Correct answer: B. 1-Phenylpropan-1-ol

The reaction of benzene with propanoyl chloride (

\mathrm{CH_3CH_2COCl}

) in the presence of anhydrous

\mathrm{AlCl_3}

is a Friedel-Crafts acylation. It yields propiophenone (1-phenylpropan-1-one) as compound 'Q'.

Compound 'Q' is also formed by the oxidation of a secondary alcohol 'P' with

\mathrm{CrO_3}

. Therefore, 'P' must be the secondary alcohol corresponding to propiophenone.

Reducing the ketone group of 1-phenylpropan-1-one gives 1-phenylpropan-1-ol. Thus, 'P' is 1-phenylpropan-1-ol.

1-Phenylpropan-2-ol would oxidize to 1-phenylpropan-2-one. 3-Phenylpropan-1-ol is a primary alcohol, and 2-phenylpropan-2-ol is a tertiary alcohol which resists oxidation.

Answer: 1-Phenylpropan-1-ol

A secondary alcohol 'P' on oxidation with CrO_3 gives compound 'Q'....

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