VON RICHTER REARRANGEMENT MECHANISUM
Автор: CHEMVERSE
Загружено: 2025-08-03
Просмотров: 211
The von Richter rearrangement, named after Victor von Richter who discovered it in 1871, is a reaction where aromatic nitro compounds react with potassium cyanide (KCN) in aqueous ethanol. This reaction results in the substitution of the nitro group with a carboxyl group, specifically at the ortho position relative to the original nitro group, a process known as cine substitution.
Mechanism
Nucleophilic Attack: The cyanide ion attacks the carbon atom ortho to the nitro group, initiating the rearrangement process.
Formation of Intermediates: This is followed by a series of steps that involve the formation of an imidate intermediate, which then undergoes rearomatization.
Final Product Formation: The reaction ultimately yields a carboxylic acid ortho to the original nitro group, with the elimination of nitrogen gas as a byproduct
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