Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 23.12, Problem 35CC
Interpretation Introduction

Interpretation: The product obtained when pyrrole is treated with a mixture of nitric acid and sulfuric acid at 0ºC has to be found

Concept Introduction:

Electrophilic aromatic substitution is a reaction in which the hydrogen atom of an aromatic ring is replaced as a result of an electrophilic attack on the aromatic ring.  Here are three general steps to an electrophilic aromatic substitution.

  1. 1) Generation of an electrophile
  2. 2) Attack of the electrophile on the aromatic ring, creating a resonance-stabilized carbocation called an arenium ion.   It loses aromaticity in this step, so the energy of activation is high. Furthermore, this is the rate-determining step of the reaction because of the disruption of aromaticity.  The arenium ion is a hybrid resonance structure. There are three general resonance contributors of an arenium ion.
  3. 3) Deprotonation of the arenium ion by a weak base to regain aromaticity

To find: Get the product when pyrrole is treated with a mixture of nitric acid and sulfuric acid at 0ºC

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Chapter 23 Solutions

Organic Chemistry, Binder Ready Version

Ch. 23.4 - Prob. 10CCCh. 23.4 - Prob. 11CCCh. 23.5 - Prob. 2LTSCh. 23.5 - Prob. 12PTSCh. 23.5 - Prob. 13PTSCh. 23.6 - Prob. 3LTSCh. 23.6 - Prob. 14PTSCh. 23.6 - Prob. 15ATSCh. 23.6 - Prob. 16ATSCh. 23.6 - Prob. 17ATSCh. 23.7 - Prob. 18PTSCh. 23.7 - Prob. 19PTSCh. 23.7 - Prob. 20PTSCh. 23.7 - Prob. 21ATSCh. 23.8 - Prob. 22CCCh. 23.8 - Prob. 23CCCh. 23.8 - Prob. 24CCCh. 23.9 - Prob. 5LTSCh. 23.9 - Prob. 25PTSCh. 23.9 - Prob. 26ATSCh. 23.9 - Prob. 27ATSCh. 23.9 - Prob. 28ATSCh. 23.10 - Prob. 29CCCh. 23.11 - Prob. 30CCCh. 23.11 - Prob. 6LTSCh. 23.11 - Prob. 31PTSCh. 23.11 - Prob. 32ATSCh. 23.11 - Prob. 33ATSCh. 23.12 - Prob. 34CCCh. 23.12 - Prob. 35CCCh. 23.13 - Prob. 36CCCh. 23.13 - Prob. 37CCCh. 23 - Prob. 38PPCh. 23 - Prob. 39PPCh. 23 - Prob. 40PPCh. 23 - Prob. 41PPCh. 23 - Prob. 42PPCh. 23 - Prob. 43PPCh. 23 - Prob. 44PPCh. 23 - Prob. 45PPCh. 23 - Prob. 46PPCh. 23 - Prob. 47PPCh. 23 - Prob. 48PPCh. 23 - Prob. 49PPCh. 23 - Prob. 50PPCh. 23 - Prob. 51PPCh. 23 - Prob. 52PPCh. 23 - Prob. 53PPCh. 23 - Prob. 54PPCh. 23 - Prob. 55PPCh. 23 - Prob. 56PPCh. 23 - Prob. 57PPCh. 23 - Prob. 58PPCh. 23 - Prob. 59PPCh. 23 - Prob. 60PPCh. 23 - Prob. 61PPCh. 23 - Prob. 62PPCh. 23 - Prob. 63PPCh. 23 - Prob. 64PPCh. 23 - Prob. 65PPCh. 23 - Prob. 66PPCh. 23 - Prob. 67PPCh. 23 - Prob. 68PPCh. 23 - Prob. 69PPCh. 23 - Prob. 70PPCh. 23 - Prob. 71PPCh. 23 - Prob. 72PPCh. 23 - Prob. 73PPCh. 23 - Prob. 74PPCh. 23 - Prob. 75PPCh. 23 - Prob. 76PPCh. 23 - Prob. 77IPCh. 23 - Prob. 78IPCh. 23 - Prob. 79IPCh. 23 - Prob. 80IPCh. 23 - Prob. 81IPCh. 23 - Prob. 82IPCh. 23 - Prob. 83IPCh. 23 - Prob. 84IPCh. 23 - Prob. 85IPCh. 23 - Prob. 86IPCh. 23 - Prob. 87IPCh. 23 - Prob. 88IPCh. 23 - Prob. 89IPCh. 23 - Prob. 90IPCh. 23 - Prob. 91CPCh. 23 - Prob. 92CPCh. 23 - Prob. 93CPCh. 23 - Prob. 94CPCh. 23 - Prob. 95CPCh. 23 - Prob. 96CPCh. 23 - Prob. 97CPCh. 23 - Prob. 98CP
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