Top Posters
Since Sunday
A
6
j
6
c
5
m
5
C
5
d
5
s
5
n
4
i
4
d
4
d
4
J
4
New Topic  
dcooper78 dcooper78
wrote...
Posts: 145
Rep: 0 0
2 years ago
Why does benzene undergo a substitution reaction with bromine, whereas cyclohexene undergoes an addition reaction with bromine?

▸ Cyclohexene has delocalized π electrons that make it too stable to undergo an additional reaction.

▸ Benzene has localized π electrons and this forms a structure that is stable and very unreactive, preventing an addition reaction from occurring.

▸ Benzene has delocalized π electrons not present in cyclohexene and adding bromine would result in a less stable, nonaromatic product.

▸ Cyclohexene has a mix of localized and delocalized π electrons, so substitution would disrupt this pattern and make the ring less stable.

▸ Benzene is highly unstable due to its lack of localized π electrons and this makes an addition reaction impossible.
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 4th
Author:
Read 42 times
1 Reply
Replies
Answer verified by a subject expert
melswhi1melswhi1
wrote...
Posts: 137
Rep: 2 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

dcooper78 Author
wrote...

2 years ago
Good timing, thanks!
wrote...

Yesterday
You make an excellent tutor!
wrote...

2 hours ago
Thanks
New Topic      
Explore
Post your homework questions and get free online help from our incredible volunteers
  745 People Browsing
Related Images
  
 255
  
 4821
  
 401
Your Opinion
What's your favorite math subject?
Votes: 315