Both pyridine and pyrrole are nitrogen- containing aromatic heterocyclic compounds (see below). When treated with HCI, pyridine forms a hydrochloride salt, whereas pyrrole is unreactive. Provide an explanation for this observed difference in reactivity. Pyridine (pK, 8.77) = Ĥ Pyrrole (pK, 17.8) = Select one: O A. The pyrrole nitrogen is a strongly deactivating group. B. Pyrrole has a large bond angle strain, preventing it from reacting. O C. Reaction of pyrrole with HCl forms an unstable nitrogenous anion.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
Question 16
Both pyridine and pyrrole are nitrogen-
containing aromatic heterocyclic compounds
(see below). When treated with HCI, pyridine
forms a hydrochloride salt, whereas pyrrole is
unreactive. Provide an explanation for this
observed difference in reactivity.
Pyridine (pK8.77)
Select one:
Pyrrole (pK 17.8)
=
A. The pyrrole nitrogen is a strongly
deactivating group.
B. Pyrrole has a large bond angle strain,
preventing it from reacting.
O C. Reaction of pyrrole with HCl forms an
unstable nitrogenous anion.
Transcribed Image Text:Both pyridine and pyrrole are nitrogen- containing aromatic heterocyclic compounds (see below). When treated with HCI, pyridine forms a hydrochloride salt, whereas pyrrole is unreactive. Provide an explanation for this observed difference in reactivity. Pyridine (pK8.77) Select one: Pyrrole (pK 17.8) = A. The pyrrole nitrogen is a strongly deactivating group. B. Pyrrole has a large bond angle strain, preventing it from reacting. O C. Reaction of pyrrole with HCl forms an unstable nitrogenous anion.
Pyridine (pK8.77)
Select one:
Pyrrole (pK 17.8)
A. The pyrrole nitrogen is a strongly
deactivating group.
B. Pyrrole has a large bond angle strain,
preventing it from reacting.
C. Reaction of pyrrole with HCl forms an
unstable nitrogenous anion.
O D. Pyrrole is sterically hindered; pyridine
is not.
O E. Protonation of pyrrole destroys a
stable aromatic ring, while protonation
of pyridine does not disrupt its
aromaticity.
OF. pyrdine is planar while pyrrole is not.
Transcribed Image Text:Pyridine (pK8.77) Select one: Pyrrole (pK 17.8) A. The pyrrole nitrogen is a strongly deactivating group. B. Pyrrole has a large bond angle strain, preventing it from reacting. C. Reaction of pyrrole with HCl forms an unstable nitrogenous anion. O D. Pyrrole is sterically hindered; pyridine is not. O E. Protonation of pyrrole destroys a stable aromatic ring, while protonation of pyridine does not disrupt its aromaticity. OF. pyrdine is planar while pyrrole is not.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
NMR Spectroscopy of Organic Molecules
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY