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Question

In the following reactions, if the rate of reaction of (I) and (II) are different, then, both reactions proceed by which mechanism?


A
E1
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B
E2
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C
None of the above
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D
Anti-elimination
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Solution

The correct option is B E2
The given reactions are elimination reaction. In reaction (II), there is a abstraction of D while in reaction (I) there is a abstraction of H. Since, D shows isotopic effect the rate of abstraction of D will differ with rate abstraction of H of same base.
Hence, both the reaction are of different rate because mechanism depends on the abstraction of H/D by the base.
In E1 elimination mechanism, the rate of reaction depends only the carbocation formation step so it does not have the isotopic effect.

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