Solveeit Logo
Login

Question

Question: Identify major product of the following reaction sequence. ...

Identify major product of the following reaction sequence.

A

Ph-CH2-C(CH3)2-OH (2-methyl-1-phenylpropan-2-ol)

B

Ph-CH2-CH(NH2)-CH3 (1-phenylpropan-2-amine)

C

Ph-CH2-CH(OH)-CH3 (1-phenylpropan-2-ol)

D

Ph-CH2-C(=O)-CH3 (1-phenylpropan-2-one)

Answer

Option 3

Explanation

Solution

The reaction sequence involves a Grignard reaction followed by hydrolysis and then reduction.

  1. Grignard addition to nitrile: Phenylacetonitrile (Ph-CH2-CN) reacts with CH3MgBr to form an imine salt: Ph-CH2-C(CH3)=NMgBr.
  2. Acidic hydrolysis: The imine salt is hydrolyzed by H3O+ to yield a ketone: Ph-CH2-C(=O)-CH3 (1-phenylpropan-2-one).
  3. Reduction: The ketone is then reduced by NaBH4/H2O to a secondary alcohol: Ph-CH2-CH(OH)-CH3 (1-phenylpropan-2-ol).

Therefore, the major product of the reaction sequence is 1-phenylpropan-2-ol.