Chapter 9.13, Problem 47P

(a)

Interpretation Introduction

Interpretation:

The elimination product formed when 3-bromo-3-methyl-1-butene reacts with ${\text{CH}}_{\text{3}}{\text{O}}^{\text{-}}$ has to be drawn.

Concept Introduction:

Elimination reaction:

Allylic and benzylic halides contains $\text{β-}$ hydrogens that readily undergo E2 elimination reaction because of double bond formed in the product is relatively stable and so formed easily.

E2 is single step elimination.  E2 refers bimolecular elimination in which both Carbon-halogen and Carbon-hydrogen bond should broke to gives double bond.

(b)

Interpretation Introduction

Interpretation:

The elimination product formed when 3-bromo-3-methyl-1-butene reacts with ${\text{CH}}_{\text{3}}\text{OH}$ has to be drawn.

Concept Introduction:

Elimination reaction:

Allylic and benzylic halides contains $\text{β-}$ hydrogens that readily undergo E2 elimination reaction because of double bond formed in the product is relatively stable and so formed easily.

Allylic and benzylic halides also can undergo E1 elimination because of they can form relatively stable carbocation.

E1 is dual step elimination.  E1 refers unimolecular elimination in which Carbon-halogen bond should broke to gives stable carbocation.