Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 8, Problem 93CP
Interpretation Introduction

Interpretation:

From the relative rates of reactivity of oxymercuration for alkenes, the structural explanation for the observed trend has to be provided.

Concept Introduction:

  • Oxymercuration-Demercuration:  In this reaction, alkene undergoes oxymercuration to form mercurinium ion intermediate.  This intermediate reacts with nucleophile and mercury can be removed by sodium borohydride.

    Organic Chemistry, Chapter 8, Problem 93CP , additional homework tip  1

  • The intermediate (mercurinium ion) obtained in this reaction does not undergo rearrangement because of partial positive charge on more substituted carbon.  Hence, the product is obtained without any rearrangement.

    Organic Chemistry, Chapter 8, Problem 93CP , additional homework tip  2

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Chapter 8 Solutions

Organic Chemistry

Ch. 8.5 - Prob. 3LTSCh. 8.5 - Prob. 10PTSCh. 8.5 - Prob. 11ATSCh. 8.6 - Prob. 12CCCh. 8.6 - Prob. 13CCCh. 8.7 - Below are several examples of...Ch. 8.7 - Prob. 15CCCh. 8.7 - Prob. 4LTSCh. 8.7 - Prob. 16PTSCh. 8.7 - Prob. 17ATSCh. 8.8 - Prob. 5LTSCh. 8.8 - Prob. 18PTSCh. 8.8 - Prob. 19ATSCh. 8.9 - Prob. 20CCCh. 8.9 - Predict the major product(s) for the following...Ch. 8.9 - Prob. 21PTSCh. 8.9 - Prob. 22ATSCh. 8.9 - Prob. 23ATSCh. 8.10 - Prob. 7LTSCh. 8.10 - Prob. 24PTSCh. 8.10 - Prob. 25ATSCh. 8.10 - Prob. 26ATSCh. 8.11 - Prob. 27CCCh. 8.12 - Prob. 8LTSCh. 8.12 - Prob. 28PTSCh. 8.12 - Prob. 29PTSCh. 8.12 - Prob. 30ATSCh. 8.13 - Prob. 9LTSCh. 8.13 - Prob. 31PTSCh. 8.13 - Prob. 32ATSCh. 8.13 - Prob. 33ATSCh. 8.13 - Prob. 34ATSCh. 8.14 - Prob. 10LTSCh. 8.14 - Prob. 35PTSCh. 8.14 - Prob. 36ATSCh. 8.14 - Prob. 11LTSCh. 8.14 - Prob. 37PTSCh. 8.14 - Bioethanol, ethanol produced by fermentation of...Ch. 8.14 - Prob. 12LTSCh. 8.14 - Prob. 39PTSCh. 8.14 - Prob. 40ATSCh. 8 - Prob. 41PPCh. 8 - Prob. 42PPCh. 8 - Prob. 43PPCh. 8 - Prob. 44PPCh. 8 - Prob. 45PPCh. 8 - Prob. 46PPCh. 8 - Prob. 47PPCh. 8 - Prob. 48PPCh. 8 - Prob. 49PPCh. 8 - Prob. 50PPCh. 8 - Prob. 51PPCh. 8 - Prob. 52PPCh. 8 - Prob. 53PPCh. 8 - Prob. 54PPCh. 8 - Prob. 55PPCh. 8 - Prob. 56PPCh. 8 - Prob. 57PPCh. 8 - Prob. 58PPCh. 8 - Prob. 59PPCh. 8 - Prob. 60PPCh. 8 - Prob. 61PPCh. 8 - Prob. 62PPCh. 8 - Prob. 63PPCh. 8 - Prob. 64PPCh. 8 - Prob. 65PPCh. 8 - Prob. 66PPCh. 8 - Prob. 67PPCh. 8 - Prob. 68PPCh. 8 - Prob. 69PPCh. 8 - Prob. 70PPCh. 8 - Prob. 71PPCh. 8 - Prob. 72PPCh. 8 - Prob. 73PPCh. 8 - Prob. 74IPCh. 8 - Prob. 75IPCh. 8 - Prob. 76IPCh. 8 - Prob. 77IPCh. 8 - Prob. 78IPCh. 8 - Prob. 79IPCh. 8 - Prob. 80IPCh. 8 - Prob. 81IPCh. 8 - Prob. 82IPCh. 8 - Prob. 83IPCh. 8 - Prob. 84IPCh. 8 - Prob. 85IPCh. 8 - Prob. 86IPCh. 8 - Prob. 87IPCh. 8 - Prob. 88IPCh. 8 - Prob. 90IPCh. 8 - Prob. 91IPCh. 8 - Prob. 92IPCh. 8 - Prob. 93CPCh. 8 - Prob. 95CPCh. 8 - Prob. 96CP
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