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Question

Which pair of products would result from the acid cleavage of phenyl propyl ether with excess concentrated HBr?
  1. Phenol and 1-propanol
  2. Bromobenzene and 1-propanol
  3. Bromobenzene and 1-bromopropane
  4. Phenol and 1-bromopropane

A
Phenol and 1-bromopropane
B
Phenol and 1-propanol
C
Bromobenzene and 1-propanol
D
Bromobenzene and 1-bromopropane
Solution
Verified by Toppr

The cleavage of alkyl aryl ethers in presence of conc. HBr gives phenols and alkyl bromides.
Thus, the acid cleavage of phenyl propyl ether, in presence of conc. HBr gives phenol and 1-bromopropane.

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