a) Interpretation: How to prepare cyclohexene from 2-cyclohexenone is to be stated. Concept introduction: Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone. To state: How to prepare cyclohexene from 2-cyclohexenone.

Question

Highlight each glycosidic bond in the molecule below. Then answer the questions in the table under the drawing area. HO- HO- -0 OH OH HO NG HO- HO- OH OH OH OH NG OH

Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Interpretation Introduction

b)

Interpretation:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.

Concept introduction:

By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated ketones.

To state:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.

Interpretation Introduction

c)

Interpretation:

How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.

Concept introduction:

An easily oxidizable group is introduced to C₃ of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a carboxylic acid by acidified KMnO₄.

To state:

How to prepare the keto acid shown from 2-cyclohexenone.

Interpretation Introduction

d)

Interpretation:

How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.

Concept introduction:

An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH₂ by Wolff-Kishner reduction.

Another way is to replace the C =O in 2-cyclohexenone by C =CH₂ by a Wittig reaction first and then reducing it to C-CH₃ by H₂, Pd/C.

To state:

How to prepare methylcyclohexane from 2-cyclohexenone.

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Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Interpretation Introduction

b)

Interpretation:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.

Concept introduction:

By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated ketones.

To state:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.

Interpretation Introduction

c)

Interpretation:

How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.

Concept introduction:

An easily oxidizable group is introduced to C₃ of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a carboxylic acid by acidified KMnO₄.

To state:

How to prepare the keto acid shown from 2-cyclohexenone.

Interpretation Introduction

d)

Interpretation:

How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.

Concept introduction:

An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH₂ by Wolff-Kishner reduction.

Another way is to replace the C =O in 2-cyclohexenone by C =CH₂ by a Wittig reaction first and then reducing it to C-CH₃ by H₂, Pd/C.

To state:

How to prepare methylcyclohexane from 2-cyclohexenone.

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Interpretation Introduction

b)

Interpretation:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.

Concept introduction:

By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated ketones.

To state:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.

Interpretation Introduction

c)

Interpretation:

How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.

Concept introduction:

An easily oxidizable group is introduced to C₃ of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a carboxylic acid by acidified KMnO₄.

To state:

How to prepare the keto acid shown from 2-cyclohexenone.

Interpretation Introduction

d)

Interpretation:

How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.

Concept introduction:

An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH₂ by Wolff-Kishner reduction.

Another way is to replace the C =O in 2-cyclohexenone by C =CH₂ by a Wittig reaction first and then reducing it to C-CH₃ by H₂, Pd/C.

To state:

How to prepare methylcyclohexane from 2-cyclohexenone.

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Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 19.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Interpretation Introduction

b)

Interpretation:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.

Concept introduction:

By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated ketones.

To state:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.

Interpretation Introduction

c)

Interpretation:

How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.

Concept introduction:

An easily oxidizable group is introduced to C₃ of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a carboxylic acid by acidified KMnO₄.

To state:

How to prepare the keto acid shown from 2-cyclohexenone.

Interpretation Introduction

d)

Interpretation:

How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.

Concept introduction:

An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH₂ by Wolff-Kishner reduction.

Another way is to replace the C =O in 2-cyclohexenone by C =CH₂ by a Wittig reaction first and then reducing it to C-CH₃ by H₂, Pd/C.

To state:

How to prepare methylcyclohexane from 2-cyclohexenone.

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Answer 5

Chapter 19.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Interpretation Introduction

b)

Interpretation:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.

Concept introduction:

By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated ketones.

To state:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.

Interpretation Introduction

c)

Interpretation:

How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.

Concept introduction:

An easily oxidizable group is introduced to C₃ of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a carboxylic acid by acidified KMnO₄.

To state:

How to prepare the keto acid shown from 2-cyclohexenone.

Interpretation Introduction

d)

Interpretation:

How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.

Concept introduction:

An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH₂ by Wolff-Kishner reduction.

Another way is to replace the C =O in 2-cyclohexenone by C =CH₂ by a Wittig reaction first and then reducing it to C-CH₃ by H₂, Pd/C.

To state:

How to prepare methylcyclohexane from 2-cyclohexenone.

Answer 6

Chapter 19.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Answer 7

Chapter 19.SE, Problem 62AP

Interpretation Introduction

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Answer 8

Interpretation Introduction

b)

Interpretation:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.

Concept introduction:

By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated ketones.

To state:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.

Answer 9

Interpretation Introduction

b)

Interpretation:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone is to be stated.

Concept introduction:

By treating 2-cyclohexenone with lithiumdiphenylcopper and acidifying the product formed 3-phenylcyclohexanone can be prepared, as the organolithiumcopper reagents are good reagents for the conjugate addition to α,β- unsaturated ketones.

To state:

How to prepare 3-phenylcyclohexanone from 2-cyclohexenone.

Answer 10

Interpretation Introduction

c)

Interpretation:

How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.

Concept introduction:

An easily oxidizable group is introduced to C₃ of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a carboxylic acid by acidified KMnO₄.

To state:

How to prepare the keto acid shown from 2-cyclohexenone.

Answer 11

Interpretation Introduction

c)

Interpretation:

How to prepare the ketoacid shown from 2-cyclohexenone is to be stated.

Concept introduction:

An easily oxidizable group is introduced to C₃ of 2-cyclohexenone by a conjugate addition using lithiumdialkylcopper reagent. The resulting product can then be oxidized to a carboxylic acid by acidified KMnO₄.

To state:

How to prepare the keto acid shown from 2-cyclohexenone.

Answer 12

Interpretation Introduction

d)

Interpretation:

How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.

Concept introduction:

An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH₂ by Wolff-Kishner reduction.

Another way is to replace the C =O in 2-cyclohexenone by C =CH₂ by a Wittig reaction first and then reducing it to C-CH₃ by H₂, Pd/C.

To state:

How to prepare methylcyclohexane from 2-cyclohexenone.

Answer 13

Interpretation Introduction

d)

Interpretation:

How to prepare methylcyclohexane from 2-cyclohexenone (two ways) is to be shown.

Concept introduction:

An alkyl group can be introduced into 2-cyclohexenone by treating it with lithiumdialkyl reagent(conjugate addition takes place). The keto group can be reduced to CH₂ by Wolff-Kishner reduction.

Another way is to replace the C =O in 2-cyclohexenone by C =CH₂ by a Wittig reaction first and then reducing it to C-CH₃ by H₂, Pd/C.

To state:

How to prepare methylcyclohexane from 2-cyclohexenone.

Answer 14

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Answer 15

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Answer 25

Ch. 19.1 - Prob. 1P Ch. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3P Ch. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7P Ch. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9P Ch. 19.8 - Show the products you would obtain by...

a) Interpretation: How to prepare cyclohexene from 2-cyclohexenone is to be stated. Concept introduction: Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone. To state: How to prepare cyclohexene from 2-cyclohexenone.

Solution Summary: The author explains how Wolf-Kishner reduction rection can be used to prepare cyclohexene.

a)

Interpretation:

How to prepare cyclohexene from 2-cyclohexenone is to be stated.

Concept introduction:

Wolf-Kishner reduction rection can be used to prepare cyclohexene from 2-cyclohexenone.

To state:

How to prepare cyclohexene from 2-cyclohexenone.

Chapter 19 Solutions