Chapter 9, Problem 9.4P

Interpretation Introduction

(a)

Interpretation:

The substitution and elimination products obtained by the reaction of trans-$1$-bromo-$3$-methylcyclohexane with sodium methoxide in methanol are to be stated.

Concept introduction:

A nucleophilic substitution reaction is a reaction in which nucleophile donates an electron pair to an electrophile and replaces the leaving group. A general nucleophilic substitution reaction is shown below.

${\text{Nu}}^{-}+\text{R}-\text{X}\to \text{R}-\text{Nu}+{\text{X}}^{-}$

The $\beta$-elimination reaction occurs when tertiary alkyl halide reacts with a Bronsted base and forms a double bond. The carbon bearing the halogen in alkyl halide is known as $\alpha$-carbon and the adjacent carbons of $\alpha$-carbon is $\beta$-carbon. The elimination occurs through the $\beta$-carbon therefore elimination is called $\beta$-elimination reaction.

Interpretation Introduction

(b)

Interpretation:

The substitution and elimination products obtained by the reaction of methyl iodide with sodium methoxide in methanol are to be stated.

Concept introduction:

A nucleophilic substitution reaction is a reaction in which nucleophile donates an electron pair to an electrophile and replaces the leaving group. A general nucleophilic substitution reaction is shown below.

${\text{Nu}}^{-}+\text{R}-\text{X}\to \text{R}-\text{Nu}+{\text{X}}^{-}$

The $\beta$-elimination reaction occurs when tertiary alkyl halide reacts with a Bronsted base and forms a double bond. The carbon bearing the halogen in alkyl halide is known as $\alpha$-carbon and the adjacent carbons of $\alpha$-carbon is $\beta$-carbon. The elimination occurs through the $\beta$-carbon therefore elimination is called $\beta$-elimination reaction.

Interpretation Introduction

(c)

Interpretation:

The substitution and elimination products when (bromomethyl) cyclopentane is treated with sodium methoxide in methanol are to be stated.

Concept introduction:

A nucleophilic substitution reaction is a reaction in which nucleophile donates an electron pair to an electrophile and replaces the leaving group. A general nucleophilic substitution reaction is shown below.

${\text{Nu}}^{-}+\text{R}-\text{X}\to \text{R}-\text{Nu}+{\text{X}}^{-}$

The $\beta$-elimination reaction occurs when tertiary alkyl halide reacts with a Bronsted base and forms a double bond. The carbon bearing the halogen in alkyl halide is known as $\alpha$-carbon and the adjacent carbons of $\alpha$-carbon is $\beta$-carbon. The elimination occurs through the $\beta$-carbon therefore elimination is called $\beta$-elimination reaction.