ISSN:
0538-8066
Keywords:
Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The kinetics of bromination of several aromatic compounds (anilides, anisoles, and phenols) was investigated in 80% aqueous acetic acid (v/v) in the temperature range 20-50°C using N-bromosuccinimide (NBS) as the reagent. The reaction was found to be first order in the aromatic substrate (ArH), and zero order in NBS, the overall order being 1. Stoichiometry of the reaction was 1:1. An increase in solvent polarity increased the reaction rate, and chloride ions were found to be specific catalysts for the reaction. Arrhenius activation energy remained almost constant for all the substrates. A probable mechanism explaining all these observed facts was proposed. The mechanism involved an attack by Br+ or more probably by a solvated Br+ ion on the aromatic substrate.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/kin.550121103
