CUET Preparation Today
CUET
Chemistry
Organic: Alcohols, Phenols and Ethers
Phenol reacts with a compound (X) in the presence of aq. NaOH to produce phenyl benzoate. Identify (X). |
Benzyl chloride Benzoyl chloride Acetyl chloride Benzophenone |
Benzoyl chloride |
The correct answer is option 2. Benzoyl chloride. Phenol reacts with a compound X in the presence of aqueous NaOH to produce phenyl benzoate. This reaction is a typical example of the Schotten-Baumann reaction, which involves the formation of an ester from a phenol and an acid chloride. Schotten-Baumann Reaction Mechanism: Phenol Deprotonation: Phenol (C6H5OH) is deprotonated by aqueous NaOH to form the phenoxide ion (C6H5O−)
The phenoxide ion then acts as a nucleophile and attacks the carbonyl carbon of benzoyl chloride (C6H5COCl), which is an acyl chloride. This leads to the formation of phenyl benzoate and hydrochloric acid (HCl).
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