Chapter 7.12, Problem 46CC

(a)

Interpretation Introduction

Interpretation:

Whether the elimination of HBr from tertiarybutyl bromide in presence of $\text{NaOEt}$ will show primary isotope effect if ${{\text{(CD}}_{\text{3}}\text{)}}_{\text{3}}\text{Br}$ is used instead of ${{\text{(CH}}_{\text{3}}\text{)}}_{\text{3}}\text{Br}$ is to be explained.

Concept Introduction :

When bond breaking is directly associated with isotopes used in the rate-determining phase, the principal isotope effect is seen. The C-D bond is stronger than a C-H bond.

(b)

Interpretation Introduction

Interpretation:

Whether the elimination of HBr from tertiary butyl bromide in presence of $\text{EtOH}$ will show primary isotope effect if ${{\text{(CD}}_{\text{3}}\text{)}}_{\text{3}}\text{Br}$ is used instead of ${{\text{(CH}}_{\text{3}}\text{)}}_{\text{3}}\text{Br}$ must be explained.

Concept Introduction :

When bond breaking is directly associated with isotopes used in the rate-determining phase, the principal isotope effect is seen. The C-D bond is stronger than a C-H bond.