JEE Main Chemistry question

Ethyl ester --CH₃MgBr (excess)--> P. The product P will be

(A)(CH₃)₂C(OH)–C(C₂H₅)... i.e. a tertiary alcohol bearing two new methyls from excess GrignardCorrect
(B)An alternate tertiary alcohol isomer with different substitution
(C)An alternate tertiary alcohol isomer, further variant
(D)A different tertiary alcohol isomer, n-propyl variant

Answer: (A)

Solution

With excess Grignard reagent, an ester first reacts to expel the alkoxide (giving a ketone intermediate), and the ketone then reacts with a second equivalent of the Grignard reagent, giving, after aqueous workup, a tertiary alcohol bearing two new, identical R groups (here, two methyls) from the excess CH₃MgBr, plus

See the full step-by-step solution

Create a free account to read the complete working (2 steps), and practise questions like this in a timed test.

Create a free account

Question ID VK-149287