Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 8, Problem 48P

(a)

Interpretation Introduction

Interpretation:

The stereoisomer that would be formed in greatest yield in E2 reaction from the given alkyl halide has to be indicated.

Concept Introduction:

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both base and substituents in the reaction) mechanism.

Elimination reaction of an alkyl halide results in the formation of an alkene.

Relative relativities of alkyl halide in an E2 reaction are 3°> 2°> 1°. Also E1 reaction takes place only on tertiary alkyl halides.

If the product obtained after E2 reaction has both E and Z stereoisomers, then E-isomer is the major product.

If the two largest groups in a molecule are in same side of the double bond, then it is called as Z-isomer.

If the two largest groups in a molecule are in opposite side of the double bond, then it is called as E-isomer.

(a)

Interpretation Introduction

Interpretation:

The stereoisomer that would be formed in greatest yield in E2 reaction from the given alkyl halide has to be indicated.

Concept Introduction:

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both base and substituents in the reaction) mechanism.

Elimination reaction of an alkyl halide results in the formation of an alkene.

Zaitsev’s rule: In elimination reaction, when one hydrogen atom is removed from β- carbon in such a way that more substitute alkene is formed.

Relative relativities of alkyl halide in an E2 reaction are 3°> 2°> 1°. Also E1 reaction takes place only on tertiary alkyl halides.

If the product obtained after E2 reaction has both E and Z stereoisomers, then E-isomer is the major product.

If the two largest groups in a molecule are in same side of the double bond, then it is called as Z-isomer.

If the two largest groups in a molecule are in opposite side of the double bond, then it is called as E-isomer.

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What is the major elimination product obtained from an E2 reaction of each of the following alkyl halides with hydroxide ion?
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Chapter 8 Solutions

Essential Organic Chemistry, Global Edition

Ch. 8.5 - Which of the following reactions will go faster if...Ch. 8.6 - After a proton is removed from the OH group, which...Ch. 8.6 - Draw the product of each of the following...Ch. 8.9 - Prob. 20PCh. 8.9 - Prob. 21PCh. 8.11 - Why do the SN1/E1 reactions of tertiary alkyl...Ch. 8.11 - Prob. 23PCh. 8.11 - Prob. 24PCh. 8.12 - Prob. 25PCh. 8.12 - Prob. 26PCh. 8.12 - Prob. 27PCh. 8.12 - a In which solvent would tert-butyl bromide...Ch. 8.13 - What would be the best way to prepare the...Ch. 8 - Methoxychlor is an insecticide that was intended...Ch. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - Prob. 34PCh. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Explain how the following changes would affect the...Ch. 8 - Prob. 38PCh. 8 - Draw the major product obtained when each of the...Ch. 8 - Which alkyl halide in Problem 39 can undergo an El...Ch. 8 - Prob. 42PCh. 8 - Prob. 43PCh. 8 - Prob. 44PCh. 8 - Prob. 45PCh. 8 - Starting with bromocyclohexane, how could the...Ch. 8 - Prob. 48PCh. 8 - Fill in the blanks in the following chemical...Ch. 8 - For each of the following alkyl halides, indicate...Ch. 8 - Prob. 51PCh. 8 - a. Explain why 1-bromo-2,2-dimethylpropane has...Ch. 8 - An ether can be prepared by an SN2 reaction of an...Ch. 8 - Give two sets of reactants (each set including an...Ch. 8 - Show how the following compounds could be...Ch. 8 - Prob. 56PCh. 8 - Prob. 57PCh. 8 - Draw the structures of the products obtained from...Ch. 8 - cis-4-Bromocyclohexanol and...Ch. 8 - Prob. 60PCh. 8 - Prob. 61PCh. 8 - Prob. 62PCh. 8 - Prob. 63PCh. 8 - In which solventethanol or diethyl etherwould the...Ch. 8 - The pKa of acetic acid in water is 4.76. What...
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