The product formed from the following reaction sequence is [figure]
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Answer
(4) [figure]
Solution
(i) As per NCERT, nitriles are reduced by LiAlH4 to primary amines:
C6H5-C N LiAlH4, H2O C6H5CH2NH2 (benzylamine)
(ii) Benzylamine is an aliphatic-type primary amine (-NH2 on CH2, not on the ring); with NaNO2 + HCl it forms an unstable diazonium salt:
C6H5CH2NH2 NaNO2 + HCl [C6H5CH2N2+Cl-]
(iii) With water it at once loses N2 and gives the alcohol:
[C6H5CH2N2+Cl-] H2O C6H5CH2OH + N2 + HCl
∴ the product is benzyl alcohol.
Answer: (4)