Chapter 14, Problem 12P

(a)

Interpretation Introduction

Interpretation:

The product of the given reaction should be given.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Bromination:

2-methyl propane undergoes radical bromination which yields the 2-bromo-2-methylpropane.because bromination will occur where the tertiary radical is present.(Bromination reactions are more selective reaction).

The mechanism of monobromination of ethane (as an example) includes three steps,

1. (i) Initiation
2. (ii) Propagation
3. (iii) Termination

Thus the mechanism of monobromination of ethane is shown below,

In a halogenation reaction, one or more halogen atoms are introduced into an organic compound. Generally, these reactions are initiated in the presence of light or heat.

Bromination will occur on tertiary radical than the secondary than primary radical, tertiary radical is more stable radical than the other radicals.

Answer to Problem 12P

3-methyl hexane undergoes radical bromination and yields the 3-bromo-3-methylhexane which is shown below

Explanation of Solution

3-methyl hexane undergoes radical bromination and yields the 3-bromo-3-methylhexane according to the above mentioned mechanism steps. The reaction is shown below,

(b)

Interpretation Introduction

Interpretation:

The product of the given reaction should be given.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Chlorination:

2-methyl propane undergoes radical chlorination and yields the 2-bromo-2-methylpropane and 1-bromo-2-methyl propane.

The mechanism of monochlorination of ethane includes three steps,

1. (i) Initiation
2. (ii) Propagation
3. (iii) Termination

The mechanism of monochlorination of ethane is shown below,

In a halogenation reaction, one or more halogen atoms are introduced into an organic compound. Generally, these reactions are initiated in the presence of light or heat.

Explanation of Solution

Cyclohexane undergoes radical chlorination; all the carbons in cyclohexane are secondary.  Therefore, it yields the 1-chloro cyclohexane according to the above mentioned mechanism steps. And the reaction is shown above.

(c)

Interpretation Introduction

Interpretation:

The product of the given reaction should be given.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Chlorination:

2-methyl propane undergoes radical chlorination and yields the 2-bromo-2-methylpropane and 1-bromo-2-methyl propane.

The mechanism of monochlorination of ethane includes three steps,

1. (i) Initiation
2. (ii) Propagation
3. (iii) Termination

The mechanism of monochlorination of ethane is shown below,

In a halogenation reaction, one or more halogen atoms are introduced into an organic compound. Generally, these reactions are initiated in the presence of light or heat.

Explanation of Solution

Methyl cyclopentane undergoes radical chlorination; the carbons in cyclopentane are secondary and primary.  Therefore, it yields the four types of chlorocyclopentane according to the above mentioned mechanism steps. And the reaction is shown below