JEE Main 2026 · 6 Apr · Shift 2 · Chemistry Q66

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ChemistrySingle correct+4 / -1Question 66 of 75

Consider the following reaction.

Statement I : In the above reaction, product formed will be a mixture of benzyl alcohol and iodobenzene.

Statement II : In the above reaction, the $\ce{-O-CH2-}$ bond is cleaved to give the product.

In the light of the above statements, choose the correct answer from the options given below :

Benzyl phenyl ether, C₆H₅-O-CH₂-C₆H₅, + HI gives the product.

Both Statement I and Statement II are true

Both Statement I and Statement II are false

Statement I is true but Statement II is false

Statement I is false but Statement II is true

Answer and worked solution

Official answer: D

Statement I. HI cleaves benzyl phenyl ether at the benzylic $\ce{O-CH2}$ bond, through the stable benzyl cation. The products are phenol and benzyl iodide, not benzyl alcohol and iodobenzene. False.

Statement II. The $\ce{-O-CH2-}$ bond is the one cleaved. True.

(D)

Topics:Ethers

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JEE Main 2026 · 6 Apr · Shift 2, Chemistry question 66