Sulfonation of benzene Assignment Help

Assignment Help: >> Sulfonation and nitration - Sulfonation of benzene

Sulfonation of benzene:

Protonation of an OH group produces a protonated intermediate (I).  Because the oxygen gains a positive charge it turns into a good leaving group and water is lost from the intermediate to provide sulfur trioxide. Even though sulfur trioxide has no positive charge, it is a strong electrophile. This is since the sulfur atom is bonded to 3 electronegative oxygen atoms that are all 'pulling' electrons from the sulfur, and creating it electron deficient (that is electrophilic). Throughout electrophilic substitution, the aromatic ring creates a bond to sulfur and one of the π bonds among the sulfur and oxygen is broken. Both electrons move to the more electronegative oxygen to create a third lone pair and generate a negative charge on that oxygen. This will lastly be neutralized while the third lone pair of electrons is employed to create a bond to a proton.

1098_Sulfonation of benzene.png

Figure: Sulfonation of benzene.

In nitration, sulfuric acid acts as an acid catalyst for the creation of a nitronium  ion  (NO2+ )  that  is  generated  from  nitric  acid  through  a  very  similar mechanism to that employed in the generation of sulfur trioxide from sulfuric acid.

823_Sulfonation of benzene1.png

Figure: Generation of the nitronium ion.

Free Assignment Quote

Assured A++ Grade

Get guaranteed satisfaction & time on delivery in every assignment order you paid with us! We ensure premium quality solution document along with free turntin report!

All rights reserved! Copyrights ©2019-2020 ExpertsMind IT Educational Pvt Ltd