Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

What happens when $C_6H_5-O-R$ is treated with HX?

Options:

RX and $C_6H_5OH$ are formed

ROH and $C_6H_5X$ are formed

$C_6H_4X_2$ and ROH are formed

RX and $C_6H_5X$ are formed

Correct Answer:

RX and $C_6H_5OH$ are formed

Explanation:

The correct answer is Option (1) → RX and $C_6H_5OH$ are formed

When an aryl–alkyl ether $(C_6H_5–O–R)$) is treated with a hydrogen halide (HX, especially HI or HBr):

  • The C–O bond breaks at the alkyl side, not the aryl side.
  • This is because the aryl–O bond has partial double bond character due to resonance and is not cleaved easily.
  • Hence, the products are:

$C_6H_5–O–R + HX \rightarrow C_6H_5OH + RX$

Therefore, the correct option is RX and C₆H₅OH are formed.