JEE Main 2026ChemistryAlcohols Phenols and EthersHardMCQ

JEE Main 2026Alcohols Phenols and Ethers Question with Solution

JEE Main 2026 (06 April Shift 1)

Question

Consider the following sequence of reactions

The major product P is:

Choose an option

Show full solutionCorrect option: C
Correct answer
C

Step-by-step explanation

Step 1: The first reagent is Cu at . When a tertiary alcohol like tert-butyl alcohol is passed over heated copper at , it undergoes dehydration rather than dehydrogenation to form an alkene.


The intermediate product is isobutylene (2-methylpropene).

Step 2: The second set of reagents is and (benzoic acid). This is an acid-catalyzed addition of a carboxylic acid to an alkene, which is a standard method for synthesizing tert-butyl esters.
First, the alkene is protonated by the acid to form the most stable carbocation, which is the tertiary butyl carbocation:


Next, the carboxylic acid acts as a nucleophile and attacks the carbocation. The oxygen atom of the benzoic acid attacks the tert-butyl carbocation, followed by deprotonation:


The final major product is tert-butyl benzoate. Electrophilic aromatic substitution (Friedel-Crafts alkylation) on the benzene ring does not occur here because the group is strongly deactivating, making O-alkylation (ester formation) the highly preferred pathway.

Comparing this with the given options, Option (C) represents the structure of tert-butyl benzoate.

Answer:

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About this question

This is a previous-year question from JEE Main 2026, covering the Alcohols Phenols and Ethers chapter of Chemistry. PrepSharp catalogues every PYQ from JEE Main with a verified answer key and step-by-step solution prepared by IIT alumni — so you can search by chapter, topic or year and revise efficiently.