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MHT CET 202622 AprilMorning Shift
Exam
MHT CET
Year
2026
Date
22 April
Shift
Morning Shift
Subject
Chemistry
Chapter
Alcohols Phenols and Ethers

MHT CET 2026 · 22 April · Morning Shift · Chemistry · Alcohols Phenols and Ethers

Identify A, B and C in following reaction when phenol is treated...

Identify A, B and C in following reaction when phenol is treated with chloroform in presence of NaOH?
Identify A, B and C in following reaction when phenol is treated with chloroform in presence of NaOH?

Options

  1. AWhat will be the main product when acetylene reacts with hypochlorous acid?
  2. BWhat will be the main product when acetylene reacts with hypochlorous acid?
  3. CWhat will be the main product when acetylene reacts with hypochlorous acid?
  4. DWhat will be the main product when acetylene reacts with hypochlorous acid?

Correct answer

A. What will be the main product when acetylene reacts with hypochlorous acid?

Step-by-step solution

The given reaction is the Reimer-Tiemann reaction.

Chloroform reacts with aqueous NaOHNaOH to generate dichlorocarbene (:CCl2:CCl_2), which acts as an electrophile. Phenol is converted to the more reactive phenoxide ion by NaOHNaOH.

The phenoxide ion attacks the dichlorocarbene at the ortho position. After proton transfer and rearomatization, the intermediate [A] formed is sodium 2-(dichloromethyl)phenolate. Its structure has an −ONa-ONa group and a −CHCl2-CHCl_2 group at ortho positions on the benzene ring.

The −CHCl2-CHCl_2 group in intermediate [A] undergoes alkaline hydrolysis with NaOHNaOH to form an unstable gem-diol, which immediately loses a water molecule to form an aldehyde group (−CHO-CHO). This gives intermediate [B], which is sodium 2-formylphenolate (having −ONa-ONa and −CHO-CHO groups).

Finally, acidification of [B] with H3O+H_3O^+ protonates the phenoxide oxygen to yield the final product [C], salicylaldehyde (2-hydroxybenzaldehyde).

Comparing these structures with the given options, the first option correctly identifies [A], [B], and [C].

Answer:
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