Top Posters
Since Sunday
c
5
j
5
a
5
L
5
f
5
j
5
D
4
k
4
y
4
t
4
h
4
l
4
New Topic  
apple321 apple321
wrote...
Posts: 152
Rep: 0 0
2 years ago
Both pyridine and pyrrole are nitrogen containing aromatic heterocyclic compounds. When treated with HCl, only pyridine forms a hydrochloride salt, whereas pyrrole is unreactive. Which of the following is not a valid explanation for this observed reactivity?




▸ The lone pair on pyrrole is involved in making the compound aromatic and thus is less susceptible to protonation.

▸ The lone pair on pyridine is not part of the aromatic system.

▸ Protonation of pyrrole leads to a nonaromatic cation, which is less stable.

▸ The lone pair on pyrrole is sp3 hybridized and is less prone to protonation.

▸ The lone pair on pyridine can be protonated without disrupting the aromatic stability.
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 4th
Author:
Read 21 times
1 Reply
Replies
Answer verified by a subject expert
nieceyniecey
wrote...
Posts: 142
Rep: 0 0
2 years ago
Sign in or Sign up in seconds to unlock everything for free
More solutions for this book are available here
1

Related Topics

apple321 Author
wrote...

2 years ago
You make an excellent tutor!
wrote...

Yesterday
Helped a lot
dri
wrote...

2 hours ago
I appreciate what you did here, answered it right Smiling Face with Open Mouth
New Topic      
Explore
Post your homework questions and get free online help from our incredible volunteers
  704 People Browsing
Related Images
  
 1700
  
 1666
  
 231
Your Opinion
Which is the best fuel for late night cramming?
Votes: 146