(a) Interpretation: The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn. Concept introduction: An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone . Alkoxide bases (RO - ) cause alkylation to occur at the more highly substituted α carbon of a ketone.

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Answer 1

Question

Chapter 10, Problem 10.9P

Interpretation Introduction

(a)

Interpretation:

The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be determined when the base NaOC(CH3)3 used as the base instead of LDA.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

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Answer 2

Question

Chapter 10, Problem 10.9P

Interpretation Introduction

(a)

Interpretation:

The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be determined when the base NaOC(CH3)3 used as the base instead of LDA.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

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Answer 3

Question

Chapter 10, Problem 10.9P

Interpretation Introduction

(a)

Interpretation:

The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be determined when the base NaOC(CH3)3 used as the base instead of LDA.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

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Answer 4

Question

Chapter 10, Problem 10.9P

Interpretation Introduction

(a)

Interpretation:

The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be determined when the base NaOC(CH3)3 used as the base instead of LDA.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

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Answer 5

Chapter 10, Problem 10.9P

Interpretation Introduction

(a)

Interpretation:

The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be determined when the base NaOC(CH3)3 used as the base instead of LDA.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Answer 6

Chapter 10, Problem 10.9P

Interpretation Introduction

(a)

Interpretation:

The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Answer 7

Chapter 10, Problem 10.9P

Interpretation Introduction

(a)

Interpretation:

The major product for the given reaction is to be predicted and a complete detailed mechanism is to be drawn.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be determined when the base NaOC(CH3)3 used as the base instead of LDA.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be determined when the base NaOC(CH3)3 used as the base instead of LDA.

Concept introduction:

An excess of lithium diisopropylamide (LDA) at low temperature causes alkylation to occur at the less substituted α carbon of a ketone. Alkoxide bases (RO-) cause alkylation to occur at the more highly substituted α carbon of a ketone.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 10 - Prob. 10.1P Ch. 10 - Prob. 10.2P Ch. 10 - Prob. 10.3P Ch. 10 - Prob. 10.4P Ch. 10 - Prob. 10.5P Ch. 10 - Prob. 10.6P Ch. 10 - Prob. 10.7P Ch. 10 - Prob. 10.8P Ch. 10 - Prob. 10.9P Ch. 10 - Prob. 10.10P

Solution Summary: The author explains that an excess of lithium diisopropylamide (LDA) at low temperature causes alkylation at the less substituted carbon of a ketone.

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