Compound 'P' undergoes the following sequence of reactions : [figure] 'P' is :
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Answer
(1) [figure]
Solution
Working backwards from the product, cyclohexyl isocyanide:
Carbylamine reaction (CHCl3, alc. KOH, Δ) converts a 1° amine into an isocyanide the amine is cyclohexylamine.
Hoffmann bromamide degradation (KOH, Br2) gives an amine with one carbon less than the amide Q = cyclohexanecarboxamide.
NH3 followed by heating converts a carboxylic acid into its amide (via the ammonium salt) P = cyclohexanecarboxylic acid.
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Answer: (1)