Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
Question
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Chapter 22, Problem 89IP
Interpretation Introduction

Interpretation: The stronger basic character of guanidine compared to other amines has to be found

Concept Introduction:

Resonance is a mental exercise and method within the Valence Bond Theory of bonding that describes the delocalization of electrons within molecules.  The net sum of valid resonance structures is defined as a resonance hybrid, which represents the overall delocalization of electrons within the molecule.  A molecule that has several resonance structures is more stable than one with fewer.  If a compound has high resonance structures and the lone pair on any other atom is delocalized, then that compound is less basic.  If a compound has no resonance structures and the lone pair on any other atom is localized, then that compound is more basic.

To find: Explain the stronger basic character of guanidine compared to other amines

Find the nitrogen atom which is protonated easily in guanidine

Organic Chemistry, Chapter 22, Problem 89IP

Blurred answer

Chapter 22 Solutions

Organic Chemistry

Ch. 22.4 - Prob. 10CCCh. 22.4 - Prob. 11CCCh. 22.5 - Prob. 2LTSCh. 22.5 - Prob. 12PTSCh. 22.5 - Prob. 13ATSCh. 22.6 - Prob. 3LTSCh. 22.6 - Prob. 14PTSCh. 22.6 - Prob. 15ATSCh. 22.7 - Prob. 4LTSCh. 22.7 - Prob. 16PTSCh. 22.7 - Prob. 17PTSCh. 22.7 - Prob. 18PTSCh. 22.7 - Prob. 19ATSCh. 22.8 - Prob. 20CCCh. 22.8 - Prob. 21CCCh. 22.8 - Prob. 22CCCh. 22.9 - Prob. 5LTSCh. 22.9 - Prob. 23PTSCh. 22.9 - Prob. 24ATSCh. 22.10 - Prob. 25CCCh. 22.11 - Prob. 26CCCh. 22.11 - Prob. 6LTSCh. 22.11 - Prob. 27PTSCh. 22.11 - Prob. 28ATSCh. 22.12 - Prob. 29CCCh. 22.12 - Prob. 30CCCh. 22.13 - Prob. 31CCCh. 22.13 - Prob. 32CCCh. 22 - Prob. 33PPCh. 22 - Prob. 34PPCh. 22 - Prob. 35PPCh. 22 - Prob. 36PPCh. 22 - Prob. 37PPCh. 22 - Prob. 38PPCh. 22 - Prob. 39PPCh. 22 - Prob. 40PPCh. 22 - Prob. 41PPCh. 22 - Prob. 42PPCh. 22 - Prob. 43PPCh. 22 - Prob. 44PPCh. 22 - Prob. 45PPCh. 22 - Prob. 46PPCh. 22 - Prob. 47PPCh. 22 - Prob. 48PPCh. 22 - Prob. 49PPCh. 22 - Prob. 50PPCh. 22 - Prob. 51PPCh. 22 - Prob. 52PPCh. 22 - Prob. 53PPCh. 22 - Prob. 54PPCh. 22 - Prob. 55PPCh. 22 - Prob. 56PPCh. 22 - Prob. 57PPCh. 22 - Prob. 58PPCh. 22 - Prob. 59PPCh. 22 - Prob. 60PPCh. 22 - Prob. 61PPCh. 22 - Prob. 62PPCh. 22 - Prob. 63PPCh. 22 - Prob. 64PPCh. 22 - Prob. 65PPCh. 22 - Prob. 66PPCh. 22 - Prob. 67PPCh. 22 - Prob. 68PPCh. 22 - Prob. 69PPCh. 22 - Prob. 70PPCh. 22 - Prob. 71PPCh. 22 - Prob. 72PPCh. 22 - Prob. 73IPCh. 22 - Prob. 74IPCh. 22 - Prob. 75IPCh. 22 - Prob. 76IPCh. 22 - Prob. 77IPCh. 22 - Prob. 78IPCh. 22 - Prob. 79IPCh. 22 - Prob. 80IPCh. 22 - Prob. 81IPCh. 22 - Prob. 82IPCh. 22 - Prob. 83IPCh. 22 - Prob. 84IPCh. 22 - Prob. 85IPCh. 22 - Prob. 86IPCh. 22 - Prob. 87IPCh. 22 - Prob. 88IPCh. 22 - Prob. 89IPCh. 22 - Prob. 90IPCh. 22 - Prob. 91IPCh. 22 - Prob. 92IPCh. 22 - Prob. 93IPCh. 22 - Prob. 94IPCh. 22 - Prob. 95IPCh. 22 - Prob. 96CPCh. 22 - Prob. 97CPCh. 22 - Prob. 98CPCh. 22 - Prob. 99CP
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