A major product in the given reaction should be found. Concept Introduction: The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile. Nucleophilic addition to the β- carbon (conjugate addition) is irreversible. Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

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Answer 1

Question

Chapter 16.16, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

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II. Draw the structure of the main product of the following reactions.

Each of these reactions produces ONE MAJOR PRODUCT. In each case, draw this product in the box provided, including appropriate stereochemistry when applicable. For multi-step reactions, just give the FINAL product, no intermediates.

Consider the following reaction. CH3CH₂CH=CHCOH HCI CH3CH₂CH CHCOH c₁ CH3CH₂CH- H O CHCOH H CI this product is not observed Account for the fact that this reaction yields only a single product by drawing the carbocation intermediate leading to the observed product.

Answer 2

Question

Chapter 16.16, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

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Answer 3

Question

Chapter 16.16, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

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Answer 4

Question

Chapter 16.16, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

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Answer 5

Chapter 16.16, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 6

Chapter 16.16, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 7

Chapter 16.16, Problem 52P

(a)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 8

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 9

(b)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 10

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 11

(c)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 12

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 13

(d)

Interpretation Introduction

Interpretation:

A major product in the given reaction should be found.

Concept Introduction:

The resonance gives for α,β- unsaturated carbonyl compound which shoes that the compound has two electrophilic positions are β- carbon and carbonyl carbon. That is a nucleophile can be add either to β- carbon or carbonyl carbon. Conjugate addition and direct addition are depending upon the nature of the nucleophile.

Nucleophilic addition to the β- carbon (conjugate addition) is irreversible.

Nucleophilic addition to the carbonyl carbon (direct addition) is irreversible or reversible. When nucleophile is weak base such as alcohol, an amine or thiol, then direct addition is reversible, because of weak base is worthy leaving group.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 16.1 - Give two names for each of the following:Ch. 16.1 - Prob. 2P Ch. 16.1 - Name the following:Ch. 16.2 - Prob. 4P Ch. 16.4 - What products are formed when the following...Ch. 16.4 - We saw on the previous page that...Ch. 16.4 - a. How many stereoisomers are obtained from the...Ch. 16.4 - Prob. 9P Ch. 16.4 - Write the mechanism for the reaction of acetyl...Ch. 16.4 - Prob. 11P

Solution Summary: The author explains how the resonance gives for ,- unsaturated carbonyl compound, which shoes that the compound has two electrophilic positions, is a nucleophile.

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Chapter 16 Solutions