The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis. Concept introduction: When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide , benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position. Alkyl halides , when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene. Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner. The regioselectivity is opposite to that of Markovnikov's rule.

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Answer 1

Question

Chapter 12.16, Problem 17P

Interpretation Introduction

Interpretation:

The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis.

Concept introduction:

When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide, benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position.

Alkyl halides, when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene.

Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner.

The regioselectivity is opposite to that of Markovnikov's rule.

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Answer 2

Question

Chapter 12.16, Problem 17P

Interpretation Introduction

Interpretation:

The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis.

Concept introduction:

When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide, benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position.

Alkyl halides, when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene.

Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner.

The regioselectivity is opposite to that of Markovnikov's rule.

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Answer 3

Question

Chapter 12.16, Problem 17P

Interpretation Introduction

Interpretation:

The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis.

Concept introduction:

When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide, benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position.

Alkyl halides, when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene.

Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner.

The regioselectivity is opposite to that of Markovnikov's rule.

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Answer 4

Question

Chapter 12.16, Problem 17P

Interpretation Introduction

Interpretation:

The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis.

Concept introduction:

When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide, benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position.

Alkyl halides, when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene.

Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner.

The regioselectivity is opposite to that of Markovnikov's rule.

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Answer 5

Chapter 12.16, Problem 17P

Interpretation Introduction

Interpretation:

The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis.

Concept introduction:

When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide, benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position.

Alkyl halides, when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene.

Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner.

The regioselectivity is opposite to that of Markovnikov's rule.

Answer 6

Chapter 12.16, Problem 17P

Interpretation Introduction

Interpretation:

The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis.

Concept introduction:

When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide, benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position.

Alkyl halides, when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene.

Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner.

The regioselectivity is opposite to that of Markovnikov's rule.

Answer 7

Chapter 12.16, Problem 17P

Interpretation Introduction

Interpretation:

The preparation of trans-2-phenylcyclopentanol from cyclopentylbenzene by using retrosynthetic analysis is to be described and the equations are to be written showing suitable reagents for synthesis.

Concept introduction:

When aromatic compounds containing alkyl groups attached to them are treated with N-bromosuccinimide, benzylic bromides are obtained. This reagent specifically attaches a bromine atom at the benzylic position.

Alkyl halides, when treated with a strong base like ethoxide ion, undergo elimination reaction. The major product is the most substituted alkene.

Hydroboration-oxidation of alkenes produces alcohols in which the hydroxyl group and hydrogen atom are added to adjacent carbon atoms of alkenes in a syn manner.

The regioselectivity is opposite to that of Markovnikov's rule.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 12.2 - Write structural formulas for toluene (C6H5CH3)...Ch. 12.3 - Prob. 2P Ch. 12.5 - Prob. 3P Ch. 12.5 - Prob. 4P Ch. 12.6 - Prob. 5P Ch. 12.6 - Chrysene is an aromatic hydrocarbon found in coal...Ch. 12.8 - Prob. 7P Ch. 12.9 - As measured by their first-order rate constants,...Ch. 12.9 - Give the structure of the principal organic...Ch. 12.9 - Prob. 10P

Solution Summary: The author describes the synthesis of trans-2-phenylcyclopentanol using retrosynthetic analysis.

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