Choose the Best Answer · Q21
Q.4-Methoxybenzonitrile (p-CH3O-C6H4-CN) is treated with CH3MgBr, then hydrolysed with H3O+. Product 'P' in this reaction is
a) p-CH3O-C6H4-CH(OH)-CH3
b) p-CH3O-C6H4-CO-CH3
c) p-CH3O-C6H4-CHO
d) p-CH3O-C6H4-COOH
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Start your 14-day free trial to unlock the full solution →Step 1. 4-Methoxybenzonitrile, p-CH3O-C6H4-CN, reacts with the Grignard reagent CH3MgBr: the nucleophilic methyl carbanion adds ONCE across the nitrile's triple bond, giving a magnesium salt of an imine (a metalated ketimine).
Step 2. Hydrolysis of this imine salt with aqueous acid (H3O+) hydrolyses the C=N bond to a C=O bond, i.e. the imine hydrolyses to the corresponding KETONE, releasing ammonium ion as the nitrogen leaves. …
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