A second chain propagation step in the given reaction has to be proposed. Concept introduction: Halogenation of alkanes : The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction. Radical chain reaction: Initiation reaction: Chain propagation: Chain termination:

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Answer 1

Question

Formula Formula Bond dissociation energy (BDE) is the energy required to break a bond, making it an endothermic process. BDE is calculated for a particular bond and therefore consists of fragments such as radicals since it undergoes homolytic bond cleavage. For the homolysis of a X-Y molecule, the energy of bond dissociation is calculated as the difference in the total enthalpy of formation for the reactants and products. X-Y → X + Y BDE = Δ H f X + Δ H f Y – Δ H f X-Y where, ΔHf is the heat of formation.

Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0= ∑BDE(broken) − ∑ BDE(formed)

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

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6) Write the mechanism (two propagation steps only, starting with the bromine radical in the first step and using Br2 in the second step) and that would explain how the following two products are produced. (Hint – the allylic radical is resonance stabilized.) Br Br NBS

Compounds containing a phenol group may work as ANTIOXIDANTS to prevent free radical damage. This is accomplished when a free radical (or UV light) encounters a phenol group, turning the phenol group into a radical. However, contrary to typical radical behavior, the structure of the phenol radical can neutralize (or quench) the unpaired electron. Specifically, the phenol structure neutralizes (or quenches) the unpaired radical electron by doing the following: taking the electron and The correct name (or abbreviation) of an example compound (discussed in the lecture videos) containing a phenol group with antioxidant properties is:

Fill the blank space. Compounds containing a phenol group may work as ANTIOXIDANTS to prevent free radical damage. This is accomplished when a free radical (or UV light) encounters a phenol group, turning the phenol group into a radical. However, contrary to typical radical behavior, the structure of the phenol radical can neutralize (or quench) the unpaired electron. Specifically, the phenol structure neutralizes (or quenches) the unpaired radical electron by doing the following: taking the electron and ---------. The correct name (or abbreviation) of an example compound containing a phenol group with antioxidant properties is: ---------.

Answer 2

Question

Formula Formula Bond dissociation energy (BDE) is the energy required to break a bond, making it an endothermic process. BDE is calculated for a particular bond and therefore consists of fragments such as radicals since it undergoes homolytic bond cleavage. For the homolysis of a X-Y molecule, the energy of bond dissociation is calculated as the difference in the total enthalpy of formation for the reactants and products. X-Y → X + Y BDE = Δ H f X + Δ H f Y – Δ H f X-Y where, ΔHf is the heat of formation.

Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0= ∑BDE(broken) − ∑ BDE(formed)

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Expert Solution & Answer

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Answer 3

Question

Formula Formula Bond dissociation energy (BDE) is the energy required to break a bond, making it an endothermic process. BDE is calculated for a particular bond and therefore consists of fragments such as radicals since it undergoes homolytic bond cleavage. For the homolysis of a X-Y molecule, the energy of bond dissociation is calculated as the difference in the total enthalpy of formation for the reactants and products. X-Y → X + Y BDE = Δ H f X + Δ H f Y – Δ H f X-Y where, ΔHf is the heat of formation.

Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0= ∑BDE(broken) − ∑ BDE(formed)

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Expert Solution & Answer

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See solution

Answer 4

Question

Formula Formula Bond dissociation energy (BDE) is the energy required to break a bond, making it an endothermic process. BDE is calculated for a particular bond and therefore consists of fragments such as radicals since it undergoes homolytic bond cleavage. For the homolysis of a X-Y molecule, the energy of bond dissociation is calculated as the difference in the total enthalpy of formation for the reactants and products. X-Y → X + Y BDE = Δ H f X + Δ H f Y – Δ H f X-Y where, ΔHf is the heat of formation.

Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0= ∑BDE(broken) − ∑ BDE(formed)

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

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Answer 5

Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0= ∑BDE(broken) − ∑ BDE(formed)

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Answer 6

Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Answer 7

Chapter 8, Problem 8.21P

(a)

Interpretation Introduction

Interpretation:

A second chain propagation step in the given reaction has to be proposed.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Answer 8

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0= ∑BDE(broken) − ∑ BDE(formed)

Answer 9

(b)

Interpretation Introduction

Interpretation:

Heat of the reaction, ΔH0 for each propagation step has to be calculated.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Bond dissociation energy is a measure of bond strength in a chemical bond.

It is a change in enthalpy of a homolysis reaction at absolute zero where a molecule is broken down into two free radicals.

ΔH0= ∑BDE(broken) − ∑ BDE(formed)

Answer 10

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Answer 11

(c)

Interpretation Introduction

Interpretation:

The energies and relative rates of the set chain propagation steps in section 8.5B with given reaction has to be compared.

Concept introduction:

Halogenation of alkanes: The replacement of one or more hydrogen atoms by halogen. When alkanes is heated or irradiated with the light of specific wavelength, the alkyl halide are formed by radical chain reaction.

Radical chain reaction:

Initiation reaction:

Chain propagation:

Chain termination:

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 8.2 - Prob. 8.1P Ch. 8.4 - Name and draw structural formulas for all...Ch. 8.4 - Using the table of bond dissociation enthalpies in...Ch. 8.5 - Prob. 8.4P Ch. 8.6 - Given the solution to Example 8.5, predict the...Ch. 8.7 - Prob. 8.6P Ch. 8.7 - Linoleic acid is shown below. What makes this...Ch. 8.7 - Prob. BQ Ch. 8.7 - Prob. CQ Ch. 8.7 - The strength of the HO bond in vitamin E is weaker...

Solution Summary: The author introduces the concept of halogenation of alkanes, which involves the formation of radicals from non-radical species.

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