Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
Question
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Chapter 20, Problem 81IP
Interpretation Introduction

Interpretation:

The three steps and the products formed in each steps involved for the conversion of compound-1 to compound-2 (metathesis substrate) should be drawn.

Concept introduction:

  • NaH is a strong base which deprotonates an alcohol.
  • SN2 Reaction: The SN2 reaction is single step process, leaving group leaves the molecule and nucleophiles attack the molecule is single step process which is simultaneous process. Inversion of molecule will take place.
  • DIBAH (Diisobutylaluminium hydride) reduces ester group to aldehyde group.
  • Wittig reaction: This process allows the preparation of an alkene by the reaction of an aldehyde ( -CHO ) or ketone ( -C=O ) with ylides generated from a phosphonium salt. The geometry of the resulting cis, trans alkene depends on the reactivity of the ylide.

To identify: The product formed when given compound is treated with NaH followed by chiral 2-bromo ethyl ester.

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Chapter 20 Solutions

Organic Chemistry

Ch. 20.5 - Prob. 11CCCh. 20.6 - Prob. 12CCCh. 20.6 - Prob. 13CCCh. 20.7 - Prob. 1LTSCh. 20.7 - Prob. 14PTSCh. 20.7 - Prob. 15ATSCh. 20.8 - Prob. 16CCCh. 20.8 - Prob. 17CCCh. 20.8 - Prob. 18CCCh. 20.9 - Prob. 19CCCh. 20.10 - Prob. 20CCCh. 20.10 - Prob. 21CCCh. 20.11 - Prob. 22CCCh. 20.11 - Prob. 23CCCh. 20.12 - Prob. 24CCCh. 20.12 - Prob. 25CCCh. 20.12 - Prob. 26CCCh. 20.13 - Prob. 27CCCh. 20.13 - Prob. 28CCCh. 20.13 - Prob. 29CCCh. 20.14 - Prob. 2LTSCh. 20.14 - Prob. 30PTSCh. 20.14 - Prob. 31ATSCh. 20.14 - Prob. 3LTSCh. 20.14 - Prob. 32PTSCh. 20.14 - Prob. 33ATSCh. 20.15 - Prob. 34CCCh. 20 - Prob. 35PPCh. 20 - Prob. 36PPCh. 20 - Prob. 37PPCh. 20 - Prob. 38PPCh. 20 - Prob. 39PPCh. 20 - Prob. 40PPCh. 20 - Prob. 41PPCh. 20 - Prob. 42PPCh. 20 - Prob. 43PPCh. 20 - Prob. 44PPCh. 20 - Prob. 45PPCh. 20 - Prob. 46PPCh. 20 - Prob. 47PPCh. 20 - Prob. 48PPCh. 20 - Prob. 49PPCh. 20 - Prob. 50PPCh. 20 - Prob. 51PPCh. 20 - Prob. 52PPCh. 20 - Prob. 53PPCh. 20 - Prob. 54PPCh. 20 - Prob. 55PPCh. 20 - Prob. 56PPCh. 20 - Prob. 57PPCh. 20 - Prob. 58PPCh. 20 - Prob. 59PPCh. 20 - Prob. 60PPCh. 20 - Prob. 61PPCh. 20 - Prob. 62PPCh. 20 - Prob. 63PPCh. 20 - Prob. 64PPCh. 20 - Prob. 65PPCh. 20 - Prob. 66PPCh. 20 - Prob. 67PPCh. 20 - Prob. 68PPCh. 20 - Prob. 69PPCh. 20 - Prob. 70IPCh. 20 - Prob. 72IPCh. 20 - Prob. 73IPCh. 20 - Prob. 74IPCh. 20 - Prob. 75IPCh. 20 - Prob. 76IPCh. 20 - Prob. 77IPCh. 20 - Prob. 78IPCh. 20 - Prob. 79IPCh. 20 - Prob. 80IPCh. 20 - Prob. 81IPCh. 20 - Prob. 82IPCh. 20 - Prob. 83IPCh. 20 - Prob. 84IPCh. 20 - Compound 3 (below) was used as an intermediate in...Ch. 20 - The m- and p-substituted methyl benzoates listed...Ch. 20 - Prob. 87IPCh. 20 - Prob. 88IPCh. 20 - Prob. 89IPCh. 20 - Prob. 90CPCh. 20 - Prob. 91CPCh. 20 - Prob. 92CPCh. 20 - Prob. 93CP
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