(a) Interpretation: The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted. Concept introduction: Alkyllithium ( RLi ) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R − . This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol. Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions , behaves in much the same manner.

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Answer 1

Question

Chapter 17, Problem 17.49P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

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Answer 2

Question

Chapter 17, Problem 17.49P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

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Answer 3

Question

Chapter 17, Problem 17.49P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

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Answer 4

Question

Chapter 17, Problem 17.49P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

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Answer 5

Chapter 17, Problem 17.49P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Answer 6

Chapter 17, Problem 17.49P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Answer 7

Chapter 17, Problem 17.49P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism of the given reaction is to be drawn. Using the mechanism, the reaction product is to be predicted.

Concept introduction:

Alkyllithium (RLi) has a polar covalent C-Li bond with a partial negative charge on the carbon. The alkyl group acts as a nucleophile as well as a base and can be treated as :R−. This makes it useful for formation of new C-C bond with a substrate that contains an electron-poor carbon. An aldehyde forms a secondary alcohol when treated with an alkyllithium reagent, and a ketone forms a tertiary alcohol.

Deuterium (D) is a heavy isotope of hydrogen and, in chemical reactions, behaves in much the same manner.

Answer 12

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Answer 15

Ch. 17 - Prob. 17.1P Ch. 17 - Prob. 17.2P Ch. 17 - Prob. 17.3P Ch. 17 - Prob. 17.4P Ch. 17 - Prob. 17.5P Ch. 17 - Prob. 17.6P Ch. 17 - Prob. 17.7P Ch. 17 - Prob. 17.8P Ch. 17 - Prob. 17.9P Ch. 17 - Prob. 17.10P

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