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

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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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Predict the major products of this organic reaction: H OH 1. LiAlH4 2. H₂O ? Note: be sure you use dash and wedge bonds when necessary, for example to distinguish between major products with different stereochemistry. Click and drag to start drawing a structure. G C टे

For each reaction below, decide if the first stable organic product that forms in solution will create a new C-C bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. NH2 CI MgCl ? Will the first product that forms in this reaction create a new CC bond? Yes No MgBr ? Will the first product that forms in this reaction create a new CC bond? Yes No G टे

For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. དྲ。 ✗MgBr ? O CI Will the first product that forms in this reaction create a new C-C bond? Yes No • ? Will the first product that forms in this reaction create a new CC bond? Yes No × : ☐ X

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 - Prob. 5ATS Ch. 21.1 - Prob. 6CC Ch. 21.1 - Prob. 7CC Ch. 21.2 - Prob. 8CC Ch. 21.2 - Prob. 9CC

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Chapter 21 Solutions