Organic Chemistry (8th Edition)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 19.7, Problem 16P
Interpretation Introduction

Interpretation:

The difference in the boiling point of imidazole and N-methylimidazole has to be explained.

Concept Introduction:

Imidazole is the aromatic compound and also the heterocyclic ring of histidine. It exists in both protonated and non-protonated form at pH=7.4. The lone pair on first nitrogen are a part of the pi cloud as they are present in p orbital whereas the lone pair electrons on third nitrogen are not a part of pi cloud because they are perpendicular to the p orbitals.

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Hexylamine and triethylamine have the same molar mass. The boiling point of hexylamine is 129 °C (402 K), whereas that of triethylamine is only 89 °C (362 K). Explain these observations.
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Organic Chemistry (8th Edition)

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