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Question

What are the starting materials to get 2-methylpropene as the major product?

A
Sodium methoxide and sec-butyl bromide
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B
Sodium ethoxide and sec-butyl bromide
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C
Sodium tert-butoxide and ethyl bromide
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D
Sodium methoxide and tert-butyl bromide
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E
Sodium tert-butoxide and methyl bromide
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Solution

The correct option is C Sodium methoxide and tert-butyl bromide

Alkoxide ions are both powerful nucleophiles and bases. Thus, when they are treated with a tert alkyl halide, they bring its dehydrohalogenation resulting in the formation of alkene. Hence, the alkyl halide taken must be tertiary.


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