





Study with the several resources on Docsity
Earn points by helping other students or get them with a premium plan
Prepare for your exams
Study with the several resources on Docsity
Earn points to download
Earn points by helping other students or get them with a premium plan
Community
Ask the community for help and clear up your study doubts
Discover the best universities in your country according to Docsity users
Free resources
Download our free guides on studying techniques, anxiety management strategies, and thesis advice from Docsity tutors
Reactions of electrophilic aromatic substitution reactions
Typology: Study notes
1 / 9
This page cannot be seen from the preview
Don't miss anything!
Definition: Electrophilic aromatic substitution reactions are organic reactions where an electrophile replaces an atom which is attached to an aromatic ring. Commonly, these reactions involve the replacement of a hydrogen atom belonging to a benzene ring with an electrophile. The aromaticity of the aromatic system is preserved in an electrophilic aromatic substitution reaction. For example, when bromobenzene is formed from the reaction between benzene and bromine, the stability of the aromatic ring is not lost. There are many types of electrophilic aromatic substitution reactions, the most important of which include:
The key to the process is protonation of OH on nitric acid, which converts it to H 2 O. H 2 O is rapidly lost from nitric acid to give the highly reactive “nitronium ion”, NO 2 +. The nitronium ion formed in the first step acts as an electrophile and attacks the benzene to give benzenium ion or arenium ion.
The HSO 4 –^ ion left after protonation of SO 3 removes a proton from carbon bearing sulfonic group and yield benzene sulfonic acid AROMATIC HALOGENATION REACTION Benzene can be halogenated with chlorine and bromine in the presence of lewis acid such as FeCl 3 and AlCl 3 , which assist in the polarization of halogen molecules making it more reactive. Fluorine will react vigorously with aromatic hydrogen even in the absence of catalyst. Iodine is unreactive even in the presence of catalyst.
Step1: Lewis acid activate the electrophile Step 2: Step 3: In the next step, a weak base removes a proton from the carbocation intermediate
When acyl halide is treated with an aromatic ring in the presence of lewis acid, the acyl group is added to the aromatic ring. This electrophilic substitution reaction is known as Friedel craft acylation.