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?


Options
- A

- B

- C

- D

Correct answer
A. 
Step-by-step solution
The given reaction is the Reimer-Tiemann reaction.
Chloroform reacts with aqueous to generate dichlorocarbene (), which acts as an electrophile. Phenol is converted to the more reactive phenoxide ion by .
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 group and a group at ortho positions on the benzene ring.
The group in intermediate [A] undergoes alkaline hydrolysis with to form an unstable gem-diol, which immediately loses a water molecule to form an aldehyde group (). This gives intermediate [B], which is sodium 2-formylphenolate (having and groups).
Finally, acidification of [B] with 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:
Chloroform reacts with aqueous to generate dichlorocarbene (), which acts as an electrophile. Phenol is converted to the more reactive phenoxide ion by .
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 group and a group at ortho positions on the benzene ring.
The group in intermediate [A] undergoes alkaline hydrolysis with to form an unstable gem-diol, which immediately loses a water molecule to form an aldehyde group (). This gives intermediate [B], which is sodium 2-formylphenolate (having and groups).
Finally, acidification of [B] with 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: