Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 10.9, Problem 24P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in SN2 reaction has to be identified.

Organic Chemistry, Chapter 10.9, Problem 24P , additional homework tip  1

Concept Introduction:

Substitution reaction is a reaction in which an atom or group of a molecule is replaced by another atom or group.

SN2 reaction refers to bimolecular substitution reaction in which rate of the reaction depends on concentration of two reactive species.

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction has to be identified.

Organic Chemistry, Chapter 10.9, Problem 24P , additional homework tip  2

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI>RBr>RCl>RF

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in SN1 reaction is to be identified.

Organic Chemistry, Chapter 10.9, Problem 24P , additional homework tip  3

Concept Introduction:

Substitution reaction is a reaction in which an atom or group of a molecule is replaced by another atom or group.

SN1 reaction refers to unimolecular substitution reaction in which rate of the reaction depends on concentration of only one reactive species.

(d)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in E2 reaction is to be identified.

Organic Chemistry, Chapter 10.9, Problem 24P , additional homework tip  4

Concept Introduction:

  • Elimination reaction is a reaction in which an atom or group of a molecule is eliminated and a double bond is formed.
  • This type of reaction primarily occur in alkyl/aryl halides.
  • Elimination reactions are of two types – E1 elimination and E2 elimination.
  •  E2 elimination is a concerted reaction and involves formation of transition state in which both proton and halide are removed in one single step.
  • E2 elimination follows Zaistev’s rule that the major product is usually the most substituted alkene.  Thus E2 reaction is regioselective if the leaving group is too weak then least substituted alkene is formed.
  • Primary and secondary halides undergo E2 elimination whereas tertiary halides undergo E1 elimination as tertiary carbocation formed is more stable.
  • Allylic and benzylic halides undergo both E1 and E2 reactions.
  • Presence of high concentration of strong base favors E2 reaction.

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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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Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License