Aniline in a set of reactions yielded a product D. [figure] The structure of the product D would be
- C6H5NHOH
- C6H5NHCH2CH3
- C6H5CH2NH2
- C6H5CH2OH
Answer
(4) C6H5CH2OH
Solution
C6H5NH2 [HCl, 273-278 K]NaNO2 C6H5N2+Cl- (A, benzenediazonium chloride)
C6H5N2+Cl- CuCN C6H5CN (B, benzonitrile; Sandmeyer reaction)
C6H5CN [Ni]H2 C6H5CH2NH2 (C, benzylamine)
C6H5CH2NH2 HNO2 C6H5CH2OH + N2 + H2O (D)
As per NCERT, primary aliphatic amines react with nitrous acid to form aliphatic diazonium salts which, being unstable, liberate nitrogen gas quantitatively and give alcohols. Benzylamine behaves as a primary aliphatic amine (-NH2 is not on the ring).
D is benzyl alcohol, C6H5CH2OH.
Answer: (4)