Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 14, Problem 17P

(a)

Interpretation Introduction

Interpretation:

The numbers of chlorination products obtained from radical chlorination of methyl cyclohexane has to be given.

Concept introduction:

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

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

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.

Chlorination:

Essential Organic Chemistry, Global Edition, Chapter 14, Problem 17P , additional homework tip  1

2-methylpropane undergoes radical chlorination which yields the 2-chloro-2-methylpropane and 1-chloro-2-methylpropane.

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

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

The mechanism of monochlorination of ethane is shown below,

Essential Organic Chemistry, Global Edition, Chapter 14, Problem 17P , additional homework tip  2

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

(b)

Interpretation Introduction

Interpretation:

The number of monochlorination products obtained from the radical chlorination of methyl cyclohexane should be given when all stereoisomers are included.

Concept introduction:

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

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

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.

Chlorination:

Essential Organic Chemistry, Global Edition, Chapter 14, Problem 17P , additional homework tip  3

2-methylpropane undergoes radical chlorination which yields the 2-chloro-2-methylpropane and 1-chloro-2-methylpropane.

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

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

The mechanism of monochlorination of ethane is shown below,

Essential Organic Chemistry, Global Edition, Chapter 14, Problem 17P , additional homework tip  4

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

Chiral: Four different atoms attached to a carbon atom is called chiral molecule.

Stereoisomers: Stereoisomers are molecules that have the same molecular formula and they differ only in arrangement of atom in three-dimensional space.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called enantiomers

Total number of stereoisomers = 2n

Where n is the number of chiral centers.

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Students have asked these similar questions
Why Radical Chlorination 2,2-dimethylpropane yield only single product? Give the name of the product.
How many moles of Bra are required to completely halogenate the alkene?A. One moleB. Two molesC. Three molesD. Four moles What is the expected arrangement of the bromine atoms relative to each other amongthe carbon involved in pi bonding?A. anti-conformationB. syn-conformationC. trans-configurationD. cis-configuration What happens to bromine when it is adjacent to an alkene during a chemical reaction?A. Bromine becomes stable. (? kasi before brown siya/acidic tas naging colorless? Jk ewan)B. Bromine becomes polarized.C. Bromine becomes hybridized.D. Bromine becomes acidic. The relative arrangement of bromine atoms in the product is primarily due to:A. ElectronegativityB. RepulsionC. Hydrogen bondingD. Atomic weightWhat is your observation after the reaction?A. A yellow flame is produced.B. Bromine water decolorizes.C. The alkene becomes denser.D. A brown precipitate forms.
Explain  Chlorination Versus Bromination ?
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