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Question

Which alkylbromide will yield 3-Methyl-1-hexene as the major product upon treatment with potassium t-butoxide in t-butyl alcohol (solvent)?

A
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B
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C
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D
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Solution

The correct option is D


When sterically hindered base is present, the preferred product is that alkene which has the lesser number of alkyl groups attached to the doubly bonded carbon atoms. Less sterically hindered proton will be eliminated, so hofmann product will be formed. Hence, the correct answer is option (d).

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