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Question

Which of the following is the most reactive alkyl halide for a SN1 reaction?

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 A
Compound which forms most stable carbocation will undergo SN1 reaction fastly.
Stability of carbocationNumber of αHydrogen

In compound (a), the formed carbocation is tertiary and it has 8 αHydrogen


In compound (b), the formed carbocation is secondary and it has 5 α Hydrogen


In compound (c), the formed carbocation is primary and it has 1 αHydrogen

In compound (d), the formed carbocation is primary and it has zero α Hydrogen


Thus, compound (a) forms most stable carbocation. Therefore, it is the most reactive alkyl halide toward SN1 reaction.

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