KLEIN'S ORGANIC CHEMISTRY
KLEIN'S ORGANIC CHEMISTRY
3rd Edition
ISBN: 9781119423126
Author: Klein
Publisher: WILEY
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Chapter 12.9, Problem 18ATS

(a)

Interpretation Introduction

Interpretation:

The structure of the expected product (2) has to be drawn.

Concept introduction:

PBr3 is a good brominating agents.  In bromination process it is used to convert alcoholic group in to alkyl bromide.

SN2Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on both of the molecules involved.  The bond making and the bond breaking process happens simultaneously in this reaction.  A general SN2 reaction mechanism is given as,

KLEIN'S ORGANIC CHEMISTRY, Chapter 12.9, Problem 18ATS , additional homework tip  1

Structure of the substrate plays major role in the reactivity of SN2 reaction.  If the substrate is more substituted then the rate of the reaction will becomes slower.  This is due to reason that the mechanism of SN2 reaction proceeds through backside attack on the substrate, it depends on steric factor that if more groups are attached near the leaving group then reactivity becomes slower.  The SN2 reactivity increases in molecule with better leaving group.

(b)

Interpretation Introduction

Interpretation:

The possible mechanism for formation of by-product 3 and its stereochemical outcome have to be discussed.

Concept introduction:

PBr3 is a good brominating agents.  In bromination process it is used to convert alcoholic group in to alkyl bromide.

SN2Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on both of the molecules involved.  The bond making and the bond breaking process happens simultaneously in this reaction.  A general SN2 reaction mechanism is given as,

KLEIN'S ORGANIC CHEMISTRY, Chapter 12.9, Problem 18ATS , additional homework tip  2

Structure of the substrate plays major role in the reactivity of SN2 reaction.  If the substrate is more substituted then the rate of the reaction will becomes slower.  Since the mechanism of SN2 reaction proceeds through backside attack on the substrate, it depends on steric factor that if more groups attached near the leaving group the reactivity becomes slower.  The SN2 reactivity increases in molecule with better leaving group.

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Chapter 12 Solutions

KLEIN'S ORGANIC CHEMISTRY

Ch. 12.4 - Prob. 3LTSCh. 12.4 - Prob. 9PTSCh. 12.4 - Prob. 10ATSCh. 12.4 - Prob. 4LTSCh. 12.4 - Prob. 11PTSCh. 12.4 - Prob. 12ATSCh. 12.6 - Prob. 5LTSCh. 12.6 - Prob. 13PTSCh. 12.6 - Prob. 14PTSCh. 12.7 - Prob. 16CCCh. 12.9 - Prob. 6LTSCh. 12.9 - Prob. 17PTSCh. 12.9 - Prob. 18ATSCh. 12.9 - Prob. 19CCCh. 12.10 - Prob. 7LTSCh. 12.10 - PRACTICE the skill Predict the major organic...Ch. 12.10 - Prob. 21ATSCh. 12.13 - Prob. 8LTSCh. 12.13 - Prob. 22PTSCh. 12.13 - Prob. 23ATSCh. 12.13 - Prob. 24CCCh. 12.13 - Prob. 9LTSCh. 12.13 - Prob. 25PTSCh. 12.13 - Prob. 26ATSCh. 12 - Prob. 27PPCh. 12 - Prob. 28PPCh. 12 - Prob. 29PPCh. 12 - Prob. 30PPCh. 12 - Prob. 31PPCh. 12 - Predict the major product of the reaction between...Ch. 12 - Prob. 33PPCh. 12 - Prob. 34PPCh. 12 - Using a Grignard reaction, show how you could...Ch. 12 - Each of the following alcohols can be prepared via...Ch. 12 - Prob. 37PPCh. 12 - Prob. 38PPCh. 12 - Prob. 39PPCh. 12 - Prob. 40PPCh. 12 - Prob. 41PPCh. 12 - Prob. 42PPCh. 12 - Prob. 43PPCh. 12 - Prob. 44PPCh. 12 - Prob. 45PPCh. 12 - Prob. 46PPCh. 12 - Prob. 47PPCh. 12 - Prob. 48PPCh. 12 - Prob. 49PPCh. 12 - Prob. 50PPCh. 12 - Prob. 51IPCh. 12 - Prob. 52IPCh. 12 - Prob. 53IPCh. 12 - Prob. 54IPCh. 12 - Prob. 55IPCh. 12 - Prob. 56IPCh. 12 - Prob. 57IPCh. 12 - Prob. 58IPCh. 12 - Prob. 59IPCh. 12 - Prob. 60IPCh. 12 - Prob. 61IPCh. 12 - Prob. 62IPCh. 12 - Prob. 63IPCh. 12 - Prob. 64IPCh. 12 - Prob. 65IPCh. 12 - The compound duryne was one of several...Ch. 12 - Estragole is an insect repellant that has been...Ch. 12 - Prob. 68IPCh. 12 - Prob. 70IPCh. 12 - Prob. 71IPCh. 12 - Prob. 72IPCh. 12 - Prob. 73IPCh. 12 - Prob. 74IPCh. 12 - Prob. 75CPCh. 12 - Prob. 76CPCh. 12 - Prob. 77CP
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