Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reaction of N-Haloamide. XV. Reaction of Tetrahydrofuran with N, N-Dibromobenzenesulfonamide. (2). Kinetics and Mechanism
YOSHIKO KAMIYASHOJI TAKEMURA
Author information
JOURNAL FREE ACCESS

1972 Volume 20 Issue 11 Pages 2471-2476

Details
Abstract
Kinetic studies were made on the reaction of tetrahydrofuran (II) with N, N-dibromobenzenesulfonamide (I) and from the results, the reaction mechanism was proposed. Results on the first stage of the reaction, namely liberation of bromine can be explained by Eq. (2)-(4). I, which is excited by visible light, acts as a sensitizer. It seems that bromine is liberated from I and simultaneously a ylid-like oxonium ion (III) may be formed as a reactive intermediate. Results on the second stage, namely consumption of bromine can be explained by Eq. (9)-(16). The mechanism was found to involve chain processes starting with formation of an oxonium ion (IV) from III, and reaction of IV with bromine.
Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top