Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 18, Problem 84IP
Interpretation Introduction

Interpretation: Reason for why electrophilic aromatic substitution reaction occurs at C2 position rather than at C3 position in furan has to be explained.

Concept Introduction:

  • Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
  • The aromatic five-membered heterocycles all undergo electrophilic substitution, by means of a universal reactivity order: pyrrole >furan> thiophene > benzene. The reaction situation proves plainly the better reactivity of furan compared with thiophene.
  • While the electrophile attacks C3, together furan and pyrrole intermediates will contain two significance structures, on the other hand, stipulation substitution is at the alpha position (C2 or C5) reaction intermediates will have three significance structures.

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Chapter 18 Solutions

Organic Chemistry

Ch. 18.7 - Prob. 11CCCh. 18.7 - Prob. 12CCCh. 18.8 - Prob. 13CCCh. 18.9 - Prob. 14CCCh. 18.9 - Prob. 15CCCh. 18.10 - Prob. 1LTSCh. 18.10 - Prob. 16PTSCh. 18.11 - Prob. 2LTSCh. 18.11 - Prob. 18PTSCh. 18.11 - Prob. 19ATSCh. 18.11 - Prob. 3LTSCh. 18.11 - Prob. 20PTSCh. 18.11 - Prob. 21ATSCh. 18.11 - Prob. 4LTSCh. 18.11 - Prob. 22PTSCh. 18.11 - Prob. 23ATSCh. 18.12 - Prob. 24CCCh. 18.12 - Prob. 25CCCh. 18.12 - Prob. 5LTSCh. 18.12 - Prob. 26PTSCh. 18.12 - 2-Nitroaniline has been used as a precursor in the...Ch. 18.12 - Prob. 6LTSCh. 18.12 - Prob. 28PTSCh. 18.12 - Prob. 29ATSCh. 18.13 - Prob. 30CCCh. 18.13 - Prob. 31CCCh. 18.13 - Prob. 32CCCh. 18.14 - Prob. 33CCCh. 18.14 - Prob. 34CCCh. 18.15 - Prob. 7LTSCh. 18.15 - Prob. 35PTSCh. 18.15 - Prob. 36PTSCh. 18 - Prob. 38PPCh. 18 - Prob. 39PPCh. 18 - Prob. 40PPCh. 18 - Prob. 41PPCh. 18 - Prob. 42PPCh. 18 - Prob. 43PPCh. 18 - Prob. 44PPCh. 18 - Prob. 45PPCh. 18 - Prob. 46PPCh. 18 - Prob. 47PPCh. 18 - Prob. 48PPCh. 18 - Prob. 49PPCh. 18 - Prob. 50PPCh. 18 - Prob. 51PPCh. 18 - Prob. 52PPCh. 18 - Prob. 53PPCh. 18 - Prob. 54PPCh. 18 - Prob. 55PPCh. 18 - Prob. 56PPCh. 18 - Prob. 57PPCh. 18 - Prob. 58PPCh. 18 - Prob. 59PPCh. 18 - Prob. 60PPCh. 18 - Prob. 61PPCh. 18 - Prob. 62PPCh. 18 - Prob. 63PPCh. 18 - Prob. 64PPCh. 18 - When 2,4-dibromo-3-methyltolene is treated with...Ch. 18 - Prob. 66PPCh. 18 - Prob. 67PPCh. 18 - Prob. 68PPCh. 18 - Prob. 69PPCh. 18 - Prob. 70PPCh. 18 - Prob. 71PPCh. 18 - Prob. 72PPCh. 18 - Prob. 74IPCh. 18 - Prob. 75IPCh. 18 - Prob. 76IPCh. 18 - Prob. 77IPCh. 18 - Prob. 78IPCh. 18 - Prob. 79IPCh. 18 - Prob. 80IPCh. 18 - Prob. 81IPCh. 18 - Prob. 82IPCh. 18 - Prob. 83IPCh. 18 - Prob. 84IPCh. 18 - Prob. 85IPCh. 18 - Prob. 86IPCh. 18 - Prob. 87IPCh. 18 - Prob. 88IPCh. 18 - Prob. 89IPCh. 18 - Prob. 90IPCh. 18 - Prob. 91CPCh. 18 - Prob. 92CPCh. 18 - In the following reaction, iodine monochloride...Ch. 18 - Prob. 94CPCh. 18 - The following synthesis was developed in an...
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