(a) Interpretation: The structure of an optically active compound C 6 H 12 O that racemizes in base is to be stated. Concept introduction: The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α -carbon . The optically active aldehyde racemize having chiral α -carbon because hydrogen can attach from either of two faces on the enolate ion formed.

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Answer 1

Question

Chapter 22, Problem 22.58AP

Interpretation Introduction

(a)

Interpretation:

The structure of an optically active compound C6H12O that racemizes in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral compound C6H12O that does not give a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(c)

Interpretation:

The structure of an optically active compound C6H12O that neither racemizes in base nor gives a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(d)

Interpretation:

The structure of an optically active compound C6H12O that gives a positive Tollens test and does not racemize in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

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Answer 2

Question

Chapter 22, Problem 22.58AP

Interpretation Introduction

(a)

Interpretation:

The structure of an optically active compound C6H12O that racemizes in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral compound C6H12O that does not give a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(c)

Interpretation:

The structure of an optically active compound C6H12O that neither racemizes in base nor gives a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(d)

Interpretation:

The structure of an optically active compound C6H12O that gives a positive Tollens test and does not racemize in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

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Answer 3

Question

Chapter 22, Problem 22.58AP

Interpretation Introduction

(a)

Interpretation:

The structure of an optically active compound C6H12O that racemizes in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral compound C6H12O that does not give a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(c)

Interpretation:

The structure of an optically active compound C6H12O that neither racemizes in base nor gives a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(d)

Interpretation:

The structure of an optically active compound C6H12O that gives a positive Tollens test and does not racemize in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

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Answer 4

Question

Chapter 22, Problem 22.58AP

Interpretation Introduction

(a)

Interpretation:

The structure of an optically active compound C6H12O that racemizes in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral compound C6H12O that does not give a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(c)

Interpretation:

The structure of an optically active compound C6H12O that neither racemizes in base nor gives a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(d)

Interpretation:

The structure of an optically active compound C6H12O that gives a positive Tollens test and does not racemize in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

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Answer 5

Chapter 22, Problem 22.58AP

Interpretation Introduction

(a)

Interpretation:

The structure of an optically active compound C6H12O that racemizes in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral compound C6H12O that does not give a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(c)

Interpretation:

The structure of an optically active compound C6H12O that neither racemizes in base nor gives a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Interpretation Introduction

(d)

Interpretation:

The structure of an optically active compound C6H12O that gives a positive Tollens test and does not racemize in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 6

Chapter 22, Problem 22.58AP

Interpretation Introduction

(a)

Interpretation:

The structure of an optically active compound C6H12O that racemizes in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 7

Chapter 22, Problem 22.58AP

Interpretation Introduction

(a)

Interpretation:

The structure of an optically active compound C6H12O that racemizes in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral compound C6H12O that does not give a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure of an achiral compound C6H12O that does not give a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The structure of an optically active compound C6H12O that neither racemizes in base nor gives a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The structure of an optically active compound C6H12O that neither racemizes in base nor gives a positive Tollens test is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The structure of an optically active compound C6H12O that gives a positive Tollens test and does not racemize in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The structure of an optically active compound C6H12O that gives a positive Tollens test and does not racemize in base is to be stated.

Concept introduction:

The carbonyl compound racemizes in the presence of base if their optical activity depends on the chirality of the α-carbon. The optically active aldehyde racemize having chiral α-carbon because hydrogen can attach from either of two faces on the enolate ion formed.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 22 - Prob. 22.1P Ch. 22 - Prob. 22.2P Ch. 22 - Prob. 22.3P Ch. 22 - Prob. 22.4P Ch. 22 - Prob. 22.5P Ch. 22 - Prob. 22.6P Ch. 22 - Prob. 22.7P Ch. 22 - Prob. 22.8P Ch. 22 - Prob. 22.9P Ch. 22 - Prob. 22.10P

Solution Summary: The author explains that an optically active compound racemizes in base if its optical activity depends on the chirality of the alpha-carbon.

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Chapter 22 Solutions