JEE Main 2017 · 8 Apr · Shift 1 · Chemistry Q60

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ChemistrySingle correct+4 / -1Question 60 of 90

The major product of the following reaction is :

2-(2-Hydroxyethyl)phenol treated with 1. K₂CO₃, 2. CH₃I (1 eq.).

2-(2-Methoxyphenyl)ethanol

Benzene ring with OCH₃ and, on the adjacent carbon, CH₂CH₂OH.

2,3-Dihydrobenzofuran

2-(2-Methoxyethyl)phenol

Benzene ring with OH and, on the adjacent carbon, CH₂CH₂OCH₃.

2-Vinylanisole

Benzene ring with OCH₃ and, on the adjacent carbon, CH=CH₂.

Answer and worked solution

Official answer: A

$\ce{K2CO3}$ deprotonates only the more acidic phenolic OH. The phenoxide then reacts with one equivalent of $\ce{CH3I}$ , giving 2-(2-methoxyphenyl)ethanol, structure (1).

Topics:Phenols Ethers

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JEE Main 2017 · 8 Apr · Shift 1, Chemistry question 60