Which pair of products would result from the acid cleavage of phenyl propyl ether with excess concentrated HBr?
A
Phenol and 1-propanol
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B
Bromobenzene and 1-propanol
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C
Bromobenzene and 1-bromopropane
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D
Phenol and 1-bromopropane
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Solution
The correct option is D Phenol and 1-bromopropane 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.