Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 10, Problem 53P

(a)

Interpretation Introduction

Interpretation:

E2 elimination products of (2S,3S)-2-chloro-3-methylpentane drawn.

Concept Introduction:

An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.

A strong base favours an E2 reaction.

A high concentration of a base favours an E2 reaction.

If one of the reactants is charged, an E2 reaction will be favoured by the least polar solvent that will dissolve the reactant. If neither of the reactant is charged an E2 reaction is favoured by the protic polar solvent.

(b)

Interpretation Introduction

Interpretation:

E2 elimination products of (2S,3R)-2-chloro-3-methylpentane drawn.

Concept Introduction:

An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.

A strong base favours an E2 reaction.

A high concentration of a base favours an E2 reaction.

If one of the reactants is charged, an E2 reaction will be favoured by the least polar solvent that will dissolve the reactant. If neither of the reactant is charged an E2 reaction is favoured by the protic polar solvent.

(c)

Interpretation Introduction

Interpretation:

E2 elimination products of (2R,3S)-2-chloro-3-methylpentane drawn.

Concept Introduction:

An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.

A strong base favours an E2 reaction.

A high concentration of a base favours an E2 reaction.

If one of the reactants is charged, an E2 reaction will be favoured by the least polar solvent that will dissolve the reactant. If neither of the reactant is charged an E2 reaction is favoured by the protic polar solvent.

(d)

Interpretation Introduction

Interpretation:

E2 elimination products of (2R,3R)-2-chloro-3-methylpentane drawn.

Concept Introduction:

An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.

A strong base favours an E2 reaction.

A high concentration of a base favours an E2 reaction.

If one of the reactants is charged, an E2 reaction will be favoured by the least polar solvent that will dissolve the reactant. If neither of the reactant is charged an E2 reaction is favoured by the protic polar solvent.

(e)

Interpretation Introduction

Interpretation:

E2 elimination products of 3-chloro-3-ethyl-2,2-dimethylpentane drawn.

Concept Introduction:

An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.

A strong base favours an E2 reaction.

A high concentration of a base favours an E2 reaction.

If one of the reactants is charged, an E2 reaction will be favoured by the least polar solvent that will dissolve the reactant. If neither of the reactant is charged an E2 reaction is favoured by the protic polar solvent.

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Chapter 10 Solutions

Organic Chemistry

Ch. 10.4 - Prob. 11PCh. 10.5 - Prob. 12PCh. 10.6 - Prob. 14PCh. 10.7 - Why do cis-1-bromo-2-ethylcyclohexane and...Ch. 10.7 - Which isomer reacts more rapidly in an E2...Ch. 10.7 - Prob. 18PCh. 10.8 - Prob. 19PCh. 10.8 - Prob. 20PCh. 10.9 - Prob. 21PCh. 10.9 - Explain why only a substitution product and no...Ch. 10.9 - Prob. 23PCh. 10.9 - Prob. 24PCh. 10.9 - Prob. 25PCh. 10.9 - a. Explain why 1-bromo-2,2-dimethylpropane has...Ch. 10.10 - A small amount of another organic product is...Ch. 10.10 - What is the best way to prepare the following...Ch. 10.10 - Prob. 29PCh. 10.10 - Prob. 30PCh. 10.10 - Why is a cumulated diene not formed in the...Ch. 10.10 - What product is obtained when the following...Ch. 10.11 - Prob. 33PCh. 10.11 - Prob. 34PCh. 10 - Draw the major product obtained when each of the...Ch. 10 - Prob. 36PCh. 10 - a. Indicate how each of the following factors...Ch. 10 - Prob. 38PCh. 10 - A chemist wanted to synthesize the...Ch. 10 - Prob. 40PCh. 10 - Prob. 41PCh. 10 - Prob. 42PCh. 10 - Starting with an alkyl halide, how could the...Ch. 10 - Indicate which species in each pair gives a higher...Ch. 10 - Prob. 45PCh. 10 - For each of the following alkyl halides, indicate...Ch. 10 - Prob. 47PCh. 10 - When 2-bromo-2,3-dimethylbutane reacts with a...Ch. 10 - Prob. 49PCh. 10 - When the following compound undergoes solvolysis...Ch. 10 - cis-1-Bromo-4-tert-butylcyclohexane and...Ch. 10 - Draw the substitution and elimination products.Ch. 10 - Prob. 53PCh. 10 - Prob. 54PCh. 10 - Which of the following hexachlorocyclohexanes is...Ch. 10 - Explain why the rate of the reaction of...Ch. 10 - Prob. 57PCh. 10 - Two elimination products are obtained from the...Ch. 10 - Draw the structures or the product of the obtained...Ch. 10 - How could you prepare the following compounds from...Ch. 10 - cis-4-Bromocyclohexanol and...Ch. 10 - Prob. 62PCh. 10 - Prob. 63P
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