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Question

(CH3)3CClNaCN−−−−→Adil.H2SO4−−−−−−→B. Compund B is


A

(CH3)3CCOOH

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B

(CH3)3COH

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C

(CH3)3COC(CH3)3

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D

All the three

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Solution

The correct option is B

(CH3)3COH


CN is a strong base since the substrate is a tert-halide, it mainly undergoes elimination reaction forming alkene (A). In presence of dil. H2SO4, alkenes undergo hydration in Markovnikov's way.


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