To explain the following result obtain from theHammett equation. Concept introduction: Hammett reaction constant ( ρ )is the slope of logarithm of rate constant ( logk ) versusHammett substitution constant ( σ ) graph. The logk Vs σ graph can be represented as: The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Question

Suppose you were told that each reaction is a substitution reaction, but you were not told the mechanism. Describe how you could conclude from the structure of the haloalkane or cycloalkene, the nucleophile, and the solvent that each reaction is an SN1 reaction.

Answer 1

Question

Chapter 15, Problem 92P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

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Suppose you were told that each reaction is a substitution reaction, but you were not told the mechanism. Describe how you could conclude from the structure of the haloalkane or cycloalkene, the nucleophile, and the solvent that each reaction is an SN1 reaction.

Suppose you are told that each reaction is a substitution reaction but are not told the mechanism. Describe how you could conclude from the structure of the haloalkane, the nucleophile, and the solvent that each reaction is an SN2 reaction.

In the acid-catalyzed dehydration of 2-methyl-1-propanol, what carbocation would be formed if a hydride shift accompanied cleavage of the carbon–oxygen bond in the alkyloxonium ion? What ion would be formed as a result of a methyl shift? Which pathway do you think will predominate, a hydride shift or a methyl shift?

Answer 2

Question

Chapter 15, Problem 92P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

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Answer 3

Question

Chapter 15, Problem 92P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

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Answer 4

Question

Chapter 15, Problem 92P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

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Answer 5

Chapter 15, Problem 92P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Answer 6

Chapter 15, Problem 92P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Answer 7

Chapter 15, Problem 92P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Answer 8

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Answer 9

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Answer 10

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Answer 11

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Answer 12

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Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3P Ch. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6P Ch. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...

Solution Summary: The author explains the Hammett reaction constant, which is the slope of logarithm of rate constant ( logk ) versusHammet

Chapter 15 Solutions