Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Allyl phenyl ether can be obtained by heating.

Options:

$CH_2=CHBr$ and $C_6H_5ONa$

$CH_2=CHCH_2 Br$ and $C_6H_5ONa$

$CH_2=CH Br$ and $C_6H_5CH=CH_2ONa$

$CH_2=C=CHBr$ and $C_6H_5ONa$

Correct Answer:

$CH_2=CHCH_2 Br$ and $C_6H_5ONa$

Explanation:

The correct answer is Option (2) → $CH_2=CHCH_2 Br$ and $C_6H_5ONa$

The target molecule is allyl phenyl ether Structure: CH₂=CH–CH₂–O–C₆H₅ (also called 3-phenoxyprop-1-ene or 1-phenyl-3-oxopropene in common naming)

This is an unsymmetrical ether, so the standard method to prepare it is Williamson’s ether synthesis:

Alkyl halide + Sodium alkoxide → Ether

To get CH₂=CH–CH₂–O–C₆H₅, we can use either of these two combinations:

  1. CH₂=CH–CH₂–Br + C₆H₅O⁻ Na⁺ → CH₂=CH–CH₂–O–C₆H₅ (allyl bromide + sodium phenoxide) This is the option given (second one)
  2. C₆H₅–Br + CH₂=CH–CH₂–O⁻ Na⁺ (bromobenzene + sodium allyloxide) → This also works, but not listed in the options.

So the only correct combination among the given choices is CH₂=CH–CH₂Br (allyl bromide) + C₆H₅ONa (sodium phenoxide).