Question:

The reaction that produces o-bromophenol as the major product is 

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Phenol + Br$_2$/CS$_2$ at low temperature → selective ortho substitution.
Updated On: Dec 14, 2025
  • A
  • B
  • C
  • D
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The Correct Option is A

Solution and Explanation

Step 1: Understand bromination of phenols. 
Phenols are strongly activating and \emph{o,p}-directing. When bromination is carried out in a non-aqueous solvent such as CS$_2$ at low temperature, monobromination occurs predominantly at the ortho position. 
Step 2: Evaluate the options. 
(A) and (B) involve conditions that lead to rearrangements or decomposition, not selective ortho bromination. 
(D) involves benzyne formation and substitution at unpredictable positions. 
(C) Br$_2$/CS$_2$ at 0 °C specifically gives ortho-bromophenol as the major product because para attack is sterically hindered. 
Step 3: Conclusion. 
Thus, option (C) produces o-bromophenol as the major product. 
 

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