Predict the major product 'P' in the following sequence of reactions- [figure]
- [figure]
- [figure]
- [figure]
- [figure]
Answer
(3) [figure]
Solution
(i) In the presence of benzoyl peroxide, HBr adds by the anti-Markovnikov (peroxide effect, free radical) route: Br goes to the less substituted carbon of the double bond, giving 1-bromo-2-methylcyclopentane.
(ii) KCN replaces Br by CN (nucleophilic substitution): 2-methylcyclopentane-1-carbonitrile.
(iii) As per NCERT, nitriles are reduced to primary amines by sodium amalgam and ethanol (Mendius reduction): -C N -CH2NH2.
[figure]
P = (2-methylcyclopentyl)methanamine, option (3).
Answer: (3)