Chapter 7.12, Problem 45CC

(a)

Interpretation Introduction

Interpretation:

Among ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}\text{CBr}$ and ${\left({\text{CD}}_{\text{3}}\right)}_{\text{3}}\text{CBr}$ , the compound which will undergo a more rapid elimination reaction in presence of strong base is to be interpreted.

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 $\text{C}-\text{H}$ bond. Tertiary alkyl halide undergoes E2 reaction in presence of strong base.

(b)

Interpretation Introduction

Interpretation:

Among ${\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}\text{CDBr}$ and ${\left({\text{CD}}_{\text{3}}\right)}_2\text{CHBr}$ which will undergo more rapid elimination reaction in presence of strong base is to be interpreted.

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 $\text{C}-\text{H}$ bond. Tertiary alkyl halide undergoes E2 reaction in presence of strong base.

(c)

Interpretation Introduction

Interpretation:

Among ${\text{CH}}_{\text{3}}{\text{CD}}_{\text{2}}\text{Cl}$ and ${\text{CD}}_{\text{3}}{\text{CH}}_{\text{2}}\text{Cl}$ which will undergo more rapid elimination reaction in presence of strong base is to be interpreted.

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 $\text{C}-\text{H}$ bond. Tertiary alkyl halide undergoes E2 reaction in presence of strong base.