Welcome to Scribd, the world's digital library. Read, publish, and share books and documents. See more
Download
Standard view
Full view
of .
Look up keyword
Like this
61Activity
0 of .
Results for:
No results containing your search query
P. 1
Reactions With Benzene

Reactions With Benzene

Ratings: (0)|Views: 18,387|Likes:
Published by Vicky
A general overview of the different reactions Benzene can undergo. I do not have the substitutent effects for the EAS reactions so. I will upload a general document that has a summery of all the substituent effects for reactions that are affected by them.

Hope this helps!
A general overview of the different reactions Benzene can undergo. I do not have the substitutent effects for the EAS reactions so. I will upload a general document that has a summery of all the substituent effects for reactions that are affected by them.

Hope this helps!

More info:

Published by: Vicky on Mar 27, 2010
Copyright:Attribution Non-commercial

Availability:

Read on Scribd mobile: iPhone, iPad and Android.
download as DOCX, PDF, TXT or read online from Scribd
See more
See less

06/04/2013

pdf

text

original

 
 
Page I
 
Reactions With Substituent Effects
Electrophilic Aromatic Substitutions
In an EAS reaction, an electrophile reacts with an aromatic ring and substitutes it for onehydrogen.
General Mechanism
There are five types of EAS reactions1.
 
H
alogenation2.
 
 Nitration3.
 
Sulfonation4.
 
Friedel-Crafts Alkylation5.
 
Friedel-Crafts Acylation
 
 
Page II
 
1
.
Halogenation
Reagents are X
2
and FeX
3
(catalyst) where X is a halogen (generally Cl or Br)a.
Generation of electrophile
in which the FeX
3
induces a dipole causing one atom to become partially positive (electrophile) and one partially negative. The partially positive will react withthe benzene ring, while the partially negative will join with the catalyst to form a new ion. b.
 Reaction of electrophile with benzene
 2.
Nitration
 Reagents are
H
 NO
3
and
H
2
SO
4
with the electrophile being NO
2+
 a.
Generation of electrophile
in which the
H
 NO
3
acts like a base and accepts a proton fromsulfuric acid to generate the conjugate acid of nitric acid which then releases a molecule of 
H
2
Oto generate the electrophile NO
2+
 
 
 
PageIII
 
 b.
 Reaction of electrophile with benzene
 3.
Sulfonation
1
 Reagents are SO
3
and
H
2
SO
4
(fuming sulfuric acid) with the electrophile being
H
SO
3+
 a.
Generation of electrophile
in which the SO
3
acts like a base and accepts a proton from
H
2
SO
4
 to generate a conjugate acid, which has a formal charge on the oxygen. The conjugate acid thenrearranges in to give sulfur the formal charge and therefore forming the electrophile for thereaction b.
 Reaction of electrophile with benzene
 
1
Reaction can be reversible depending on the [fuming sulfuric acid].
High
[FSA]
 
forward
sulfonation producing benzene sulfonic acid.
Dilute
[FSA]
 
reverse
desulfonation reaction to produce benzene

Activity (61)

You've already reviewed this. Edit your review.
1 hundred reads
1 thousand reads
chemilias liked this
Mircea Mirceaa liked this
Karakale Ramazan liked this
Katie Jones liked this
Bilal Shakir liked this
Krysta Kirby liked this

You're Reading a Free Preview

Download
scribd
/*********** DO NOT ALTER ANYTHING BELOW THIS LINE ! ************/ var s_code=s.t();if(s_code)document.write(s_code)//-->