ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Structure and Reactivity of Heterosubstituted Nitriles. 24. Kinetics and Mechanism of the Reaction of o-Phenylen diamine with Aryl CyanatesThe second and third order rate constants for the reaction of o-phenylene diamine with aryl cyanates to 2-amino benzimidazole phenylester imide in water/dioxane have been determined by i.r. measurements. The reaction proceeds through a bimolecular and a trimolecular mechanism simultaneously. In the slow step of the bimolecular process an electrophilic attack of the aryl cyanate on o-phenylene diamine takes place in a seven membered cyclic transition state. The slow step of the trimolecular mechanism consists of a nucleophilic attack of the diamine on a phenole aryl cyanate associate by a six membered cyclic transition state. The final products of both reactions are formed by successive fast reactions.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19803220624
Permalink