To predict the major product and propose a mechanism for the given set of reactions. Concept introduction: Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide . If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated. Deprotonation of α carbon to form enolate Alkylation with alkyl halide To predict : The predict the major product and propose a mechanism

Question

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Answer 1

Question

Chapter 21.5, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(b)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(c)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Expert Solution & Answer

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Answer 2

Question

Chapter 21.5, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(b)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(c)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 21.5, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(b)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(c)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 21.5, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(b)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(c)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 21.5, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(b)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

(c)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Answer 6

Chapter 21.5, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Answer 7

Chapter 21.5, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Answer 8

(b)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Answer 9

(b)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Answer 10

(c)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Answer 11

(c)

Interpretation Introduction

Interpretation:

To predict the major product and propose a mechanism for the given set of reactions.

Concept introduction:

Ketone when treated with a base undergoes deprotonation at the α carbon to form enolate. The enolate formed undergoes alkylation when treated with alkyl halide. If LDA is used as a base the less substituted α carbon is deprotonated due to steric hindrance but if NaH is used as base means the more substituted α carbon is deprotonated.

Deprotonation of α carbon to form enolate

Alkylation with alkyl halide

To predict : The predict the major product and propose a mechanism

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

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Answer 15

Ch. 21.1 - Prob. 1CC Ch. 21.1 - Prob. 2CC Ch. 21.1 - Prob. 3CC Ch. 21.1 - Prob. 1LTS Ch. 21.1 - Prob. 4PTS Ch. 21.1 - APPLY the skill As with aldehydes and ketones, the...Ch. 21.1 - Draw the enolate ion that is formed when each of...Ch. 21.1 - Prob. 7CC Ch. 21.2 - Prob. 8CC Ch. 21.2 - Prob. 9CC

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Chapter 21 Solutions