A hydrocarbon ' A ' ( C 4 H 8 ) on reaction with HCl gives a compound 'B', ( C 4 H 9 Cl ) , which on reaction with 1 mol of NH 3 gives compound ' C ', ( C 4 H 11 N ) . On reacting with NaNO 2 and HCl followed by treatment with water, compound ' C ' yields an optically active alcohol, 'D'. Ozonolysis of ' A ' gives 2 mols of acetaldehyde. Identify compounds 'A' to 'D'. Explain the reactions involved.

Question

A hydrocarbon ' A ' ( C 4 ​ H 8 ​ ) on reaction with HCl gives a compound 'B', ( C 4 ​ H 9 ​ Cl ) , which on reaction with 1 mol of NH 3 ​ gives compound ' C ', ( C 4 ​ H 11 ​ N ) . On reacting with NaNO 2 ​ and HCl followed by treatment with water, compound ' C ' yields an optically active alcohol, 'D'. Ozonolysis of ' A ' gives 2 mols of acetaldehyde. Identify compounds 'A' to 'D'. Explain the reactions involved.,

MARKS App · Accepted Answer

Compound 'A' is showing addition reaction with HCl . Therefore it is an alkene. A on ozonolysis gives 2 moles of acetaldehyde. Therefore ' A ' is $ CH 3 ​ − CH = CH − CH 3 ​ . $ Reactions involved are as following:

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