In the reaction of (S)-2-phenylpropanamide with NaOBr/H_2O to give 1-phenylethylamine, there is

JEE Main Chemistry question

In the reaction of -2-phenylpropanamide with to give 1-phenylethylamine, there is

(A)retention of configurationCorrect
(B)inversion of configuration
(C)a mixture of two products
(D)no reaction

Answer: (A)

Solution

This is a Hofmann bromamide degradation. The migrating alkyl/aryl group moves from carbon to the electron-deficient nitrogen in a concerted step, with its bonding electron pair, while remaining attached to the same face throughout (it

See the full step-by-step solution

Create a free account to read the complete working, and practise questions like this in a timed test.

Create a free account

Question ID VK-150324