JEE Main Chemistry question

CH₃MgX + CH₃–C(=O)–OC₂H₅ --H⁺,H₂O--> A --Na--> B --C₂H₅OH--> C. C is

(A)CH₃–CO–CH₃
(B)(CH₃)₃C–O–C₂H₅Correct
(C)C₂H₅OC₂H₅
(D)C₂H₅OC(=O)CH₃

Answer: (B)

Solution

CH₃MgX adds twice (with excess, implied) to ethyl acetate to give the tertiary alcohol A, (CH₃)₃COH (tert-butanol, via the ketone intermediate). Sodium metal deprotonates the alcohol to its sodium alkoxide, B = (CH₃)₃CONa. This alkoxide then reacts with ethanol in a Williamson-type/transesterification-like exchange is

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Question ID VK-149328