The kinetics and mechanism of reaction of nitrous acid with 4-substituted phenols in aqueous acid solution

Author(s):  
Ben D. Beake ◽  
Jill Constantine ◽  
Roy B. Moodie
1965 ◽  
Vol 43 (4) ◽  
pp. 940-949 ◽  
Author(s):  
R. A. Abramovitch ◽  
G. Tertzakian

The decomposition of the diazonium salt from 3-(o-aminobenzoyl)pyridine has been studied under various conditions. A competitive-type cyclization of an equimolar mixture of the diazonium salts of 2-aminobenzophenone and 2-amino-3′-nitrobenzophenone has also been carried out. The results are interpreted in terms of a radical process in the copper-catalyzed reactions. It is suggested that the uncatalyzed thermal decompositions in aqueous acid solution give rise to a diradical cation intermediate in equilibrium with the aryl cation.


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