ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
Question
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Chapter 7, Problem 7.50SP

(a)

Interpretation Introduction

To determine: The products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, 1bromobutane and the major product as well.

Interpretation: The products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, 1bromobutane and the major product as well 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 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 products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, 2chlorobuatne and the major product as well.

Interpretation: The products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, 2chlorobutane and the major product as well 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 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 products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, 3bromopentane and the major product as well.

Interpretation: The products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, 3bromopentane and the major product as well 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 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 products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, cis1bromo-2-methylcyclohexane and the major product as well.

Interpretation: The products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, cis1bromo-2-methylcyclohexane and the major product as well 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 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 products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, Trans-1-bromo-2-methylcyclohexane and the major product as well.

Interpretation: The products formed by sodium hydroxide-promoted dehydrohalogenation of the given compound, trans-1-bromo-2-methylcyclohexane and the major product as well 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 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

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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