EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Question
Chapter 26, Problem 26.5P
Interpretation Introduction
Interpretation:
The matching of the given heterocyclic compound with their chemical shift of proton at
Concept introduction:
Pyridine is a six-membered heterocyclic
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Aniline (conjugate acid pKa 4.63) is a considerably stronger base than diphenylamine (pKa 0.79). Account for these marked differences.
Use the observed 1H NMR data to decide whether C and its dianion are aromatic, antiaromatic, or not aromatic. C shows NMR signals at –4.25 (6 H) and 8.14–8.67 (10 H) ppm. The dianion of C shows NMR signals at –3 (10 H) and 21 (6 H) ppm. Why are the signals shifted upfield (or downfield) to such a large extent?
The 1H NMR spectrum of phenol (C6H5OH) shows three absorptions in the aromatic region: 6.70 (2 ortho H’s), 7.14 (2 meta H’s), and 6.80 (1 para H) ppm. Explain why the ortho and para absorptions occur at lower chemical shift than the meta absorption.
Chapter 26 Solutions
EBK ORGANIC CHEMISTRY
Ch. 26 - Prob. 26.1PCh. 26 - Prob. 26.2PCh. 26 - Prob. 26.3PCh. 26 - Prob. 26.4PCh. 26 - Prob. 26.5PCh. 26 - Prob. 26.6PCh. 26 - Prob. 26.7PCh. 26 - Prob. 26.8PCh. 26 - Prob. 26.9PCh. 26 - Prob. 26.10P
Ch. 26 - Prob. 26.11PCh. 26 - Prob. 26.12PCh. 26 - Prob. 26.13PCh. 26 - Prob. 26.14PCh. 26 - Prob. 26.15PCh. 26 - Prob. 26.16PCh. 26 - Prob. 26.17PCh. 26 - Prob. 26.18PCh. 26 - Prob. 26.19PCh. 26 - Prob. 26.20PCh. 26 - Prob. 26.21PCh. 26 - Prob. 26.22PCh. 26 - Prob. 26.23PCh. 26 - Prob. 26.24PCh. 26 - Prob. 26.25PCh. 26 - Prob. 26.26APCh. 26 - Prob. 26.27APCh. 26 - Prob. 26.28APCh. 26 - Prob. 26.29APCh. 26 - Prob. 26.30APCh. 26 - Prob. 26.31APCh. 26 - Prob. 26.32APCh. 26 - Prob. 26.33APCh. 26 - Prob. 26.34APCh. 26 - Prob. 26.35APCh. 26 - Prob. 26.36APCh. 26 - Prob. 26.37APCh. 26 - Prob. 26.38APCh. 26 - Prob. 26.39APCh. 26 - Prob. 26.40APCh. 26 - Prob. 26.41APCh. 26 - Prob. 26.42APCh. 26 - Prob. 26.43APCh. 26 - Prob. 26.44APCh. 26 - Prob. 26.45APCh. 26 - Prob. 26.46APCh. 26 - Prob. 26.47APCh. 26 - Prob. 26.48APCh. 26 - Prob. 26.49APCh. 26 - Prob. 26.50APCh. 26 - Prob. 26.51APCh. 26 - Prob. 26.52APCh. 26 - Prob. 26.53AP
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