(a) Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified. Concept introduction: Lithium diisopropylamide (LDA), molecular formula [ ( CH 3 ) 2 CH ] 2 NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

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Answer 1

Question

Chapter 21, Problem 36P

Interpretation Introduction

(a)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(b)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(c)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(d)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

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9 7 8 C 9 8 200 190 B 5 A -197.72 9 8 7 15 4 3 0: ང་ 200 190 180 147.52 134.98 170 160 150 140 130 120 110 100 90 90 OH 10 4 3 1 2 -143.04 140. 180 170 160 150 140 130 120 110 100 90 CI 3 5 1 2 141.89 140.07 200 190 180 170 160 150 140 130 120 110 100 ៖- 90 129. 126.25 80 70 60 -60 50 40 10 125.19 -129.21 80 70 3.0 20 20 -8 60 50 10 ppm -20 40 128.31 80 80 70 60 50 40 40 -70.27 3.0 20 10 ppm 00˚0-- 77.17 30 20 20 -45.36 10 ppm -0.00 26.48 22.32 ―30.10 ―-0.00

Assign all the carbons

C 5 4 3 CI 2 the Righ B A 5 4 3 The Lich. OH 10 4 5 3 1 LOOP- -147.52 T 77.17 -45.36 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm B -126.25 77.03 200 190 180 170 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm 200 190 180 170 160 150 140 130 120 110 100 90 80 TO LL <-50.00 70 60 50 40 30 20 10 ppm 45.06 30.18 -26.45 22.36 --0.00 45.07 7.5 1.93 2.05 -30.24 -22.36 C A 7 8 5 ° 4 3 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 8 5 4 3 ཡི་ OH 10 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 5 4 3 2 that th 7 I 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 115 2.21 4.00 1.0 ppm 6.96 2.76 5.01 1.0 ppm 6.30 1.00

Answer 2

Question

Chapter 21, Problem 36P

Interpretation Introduction

(a)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(b)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(c)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(d)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

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Answer 3

Question

Chapter 21, Problem 36P

Interpretation Introduction

(a)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(b)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(c)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(d)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

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Answer 4

Question

Chapter 21, Problem 36P

Interpretation Introduction

(a)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(b)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(c)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(d)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

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Answer 5

Chapter 21, Problem 36P

Interpretation Introduction

(a)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(b)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(c)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Interpretation Introduction

(d)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 6

Chapter 21, Problem 36P

Interpretation Introduction

(a)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 7

Chapter 21, Problem 36P

Interpretation Introduction

(a)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 8

Interpretation Introduction

(b)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 9

Interpretation Introduction

(b)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 10

Interpretation Introduction

(c)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 11

Interpretation Introduction

(c)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 12

Interpretation Introduction

(d)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 13

Interpretation Introduction

(d)

Interpretation: The major enolate formed by the treatment of given compound with LDA is to be identified.

Concept introduction: Lithium diisopropylamide (LDA), molecular formula [(CH3)2CH]2NLi is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent. It is a bulky base which usually extracts hydrogen from less hindered carbon.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 21.2 - Problem 23.1 Draw the enol or keto tautomer(s) of...Ch. 21.2 - Problem 23.3 When phenylacetaldehyde is dissolved...Ch. 21.3 - Prob. 5P Ch. 21.3 - Problem 23.5 Which bonds in the following...Ch. 21.3 - Prob. 7P Ch. 21.3 - Prob. 8P Ch. 21.3 - Prob. 9P Ch. 21.4 - Prob. 10P Ch. 21.5 - Prob. 11P Ch. 21.7 - Problem 23.11 Draw the products of each...

Solution Summary: The author explains that Lithium diisopropylamide (LDA) is a strong base and has been widely accepted due to its good solubility in non-polar organic solvent.

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Chapter 21 Solutions