Module 6 : Aromatic Nucleophilic Substitution

Lecture 15 : Aromatic Nucleophilic Substitution

6.1.3 Benzyne Mechanism

Aryl halides that have no activating groups proceed reactions with strong base to give benzyne intermediate which undergoes reaction with nucleophile to give a mixture of regioisomers.

6.1.4 SRN1 Mechanism

SRN1 reactions takes place via free-radical intermediate and have wide substrate scope. Besides initiation by solvated electrons, they are also initiated photochemically, electrochemically and even thermally.

6.2 Displacement of Hydride Ion

Benzene having EWG such as nitro group reacts with the most reactive nucleophiles such as amide or amide ion by displacement of hydride ion.