Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
Question
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Chapter 7, Problem 7.55SP

(a)

Interpretation Introduction

To determine: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction.

Interpretation: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction are to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

The bimolecular elimination reaction that favours the removal of an HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

The elimination of hydrogen halide molecule is termed as dehydrohalogenation. This type of reaction has an unfavourable enthalpy change but a favourable entropy change.

(b)

Interpretation Introduction

To determine: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction.

Interpretation: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction are to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

The bimolecular elimination reaction that favours the removal of an HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

The elimination of hydrogen halide molecule is termed as dehydrohalogenation. This type of reaction has an unfavourable enthalpy change but a favourable entropy change.

(c)

Interpretation Introduction

To determine: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction.

Interpretation: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction are to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

The bimolecular elimination reaction that favours the removal of an HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

The elimination of hydrogen halide molecule is termed as dehydrohalogenation. This type of reaction has an unfavourable enthalpy change but a favourable entropy change.

(d)

Interpretation Introduction

To determine: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction.

Interpretation: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction are to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

The bimolecular elimination reaction that favours the removal of an HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

The elimination of hydrogen halide molecule is termed as dehydrohalogenation. This type of reaction has an unfavourable enthalpy change but a favourable entropy change.

(e)

Interpretation Introduction

To determine: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction.

Interpretation: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction are to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

The bimolecular elimination reaction that favours the removal of an HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

The elimination of hydrogen halide molecule is termed as dehydrohalogenation. This type of reaction has an unfavourable enthalpy change but a favourable entropy change.

(f)

Interpretation Introduction

To determine: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction.

Interpretation: The dehydrohalogenation product that results if the given alkyl halide is heated in alcoholic KOH and the major and minor products if more than one product is formed by this reaction are to be predicted.

Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group that reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group without any substitution.

The bimolecular elimination reaction that favours the removal of an HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

The elimination of hydrogen halide molecule is termed as dehydrohalogenation. This type of reaction has an unfavourable enthalpy change but a favourable entropy change.

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Chapter 7 Solutions

Organic Chemistry (9th Edition)

Ch. 7.8B - Use the data in Table7-2 to predict the energy...Ch. 7.8C - Prob. 7.13PCh. 7.8E - Explain why each of the following alkenes is...Ch. 7.8F - Prob. 7.15PCh. 7.10 - Prob. 7.16PCh. 7.10A - SN1 substitution and E1 elimination frequently...Ch. 7.10C - Prob. 7.18PCh. 7.10C - Prob. 7.19PCh. 7.10C - Prob. 7.20PCh. 7.11 - Prob. 7.21PCh. 7.11 - Prob. 7.22PCh. 7.12 - Prob. 7.23PCh. 7.12 - Prob. 7.24PCh. 7.13 - Prob. 7.25PCh. 7.14B - Prob. 7.26PCh. 7.14B - Make models of the blowing compounds, and predict...Ch. 7.15 - Prob. 7.28PCh. 7.15 - Prob. 7.29PCh. 7.15 - Prob. 7.30PCh. 7.15 - Prob. 7.31PCh. 7.16 - Predict the major and minor elimination products...Ch. 7.17B - Predict the products and mechanisms of the...Ch. 7.18 - Propose mechanisms for the following reactions.Ch. 7.18 - Prob. 7.35PCh. 7.19B - The dehydrogenation of butane to trans-but-2-ene...Ch. 7.19B - Prob. 7.37PCh. 7.19B - Prob. 7.38PCh. 7.19B - Prob. 7.39PCh. 7 - Prob. 7.40SPCh. 7 - Prob. 7.41SPCh. 7 - Prob. 7.42SPCh. 7 - Prob. 7.43SPCh. 7 - Prob. 7.44SPCh. 7 - Prob. 7.45SPCh. 7 - Prob. 7.46SPCh. 7 - The energy difference between cis- and...Ch. 7 - Prob. 7.48SPCh. 7 - Prob. 7.49SPCh. 7 - Prob. 7.50SPCh. 7 - What halides would undergo E2 dehydrohalogenation...Ch. 7 - Prob. 7.52SPCh. 7 - Prob. 7.53SPCh. 7 - Write a balanced equation for each reaction,...Ch. 7 - Prob. 7.55SPCh. 7 - Using cyclohexane as your starting material, show...Ch. 7 - Show how you would prepare cyclopentene from each...Ch. 7 - Prob. 7.58SPCh. 7 - E1 eliminations of alkyl halides are rarely useful...Ch. 7 - Prob. 7.60SPCh. 7 - Propose mechanisms for the following reactions....Ch. 7 - Prob. 7.62SPCh. 7 - Prob. 7.63SPCh. 7 - Prob. 7.64SPCh. 7 - Prob. 7.65SPCh. 7 - Prob. 7.66SPCh. 7 - Prob. 7.67SPCh. 7 - Prob. 7.68SPCh. 7 - Prob. 7.69SPCh. 7 - Explain the dramatic difference in rotational...Ch. 7 - One of the following dichloronorbornanes undergoes...Ch. 7 - A graduate student wanted to make...Ch. 7 - Prob. 7.73SPCh. 7 - Prob. 7.74SPCh. 7 - Prob. 7.75SPCh. 7 - Prob. 7.76SP
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