MASTERINGCHEM FOR ORGANIC CHEM STANDAL
MASTERINGCHEM FOR ORGANIC CHEM STANDAL
13th Edition
ISBN: 9781269517553
Author: Bruice
Publisher: PEARSON
Question
Book Icon
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.

Blurred answer
Students have asked these similar questions
Three amide isomers, N,N-dimethylformamide, N-methylacetamide, and propanamide, have respective boiling points of 153 °C (426 K), 202 °C (475 K), and 213 °C (486 K). Explain these boiling points in light of their structural formulas.
N-Methylpyrrolidine has a boiling point of 81 °C, and piperidine has a boiling point of 106 °C. Tetrahydropyran has a boiling point of 88 °C, and cyclopentanone has a boiling point of 141 °C. These two isomershave a boiling point difference of 53 °C. Explain why the two oxygen-containing isomers have a much larger boilingpoint difference than the two amine isomers
N-Methylpyrrolidine has a boiling point of 81 °C, and piperidine has a boiling point of 106 °C.  Explain the large difference (25 °C) in the boiling point for these two isomers.

Chapter 19 Solutions

MASTERINGCHEM FOR ORGANIC CHEM STANDAL

Knowledge Booster
Background pattern image
Similar questions
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781133611097
Author:Steven S. Zumdahl
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Text book image
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Text book image
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning