Chapter 7.18, Problem 28P

Interpretation Introduction

Interpretation:

Whether $\text{2-bromo-2-methylbutane}$ is expected to exhibit a deuterium isotope effect in $\text{E1}$ elimination is to be determined.

Concept Introduction:

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$\text{E1}$ elimination is a two-step mechanism.

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In the rate determining step, only the substrate is involved with the halogen leaving with its bond pair and forming a carbocation.

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A $\text{β-}$ proton is then extracted by a base, forming a double bond between the two carbon atoms to which the proton and halogen were bonded.