Journals / Turkish Journal of Chemistry / 2002 / Cilt: 26 - Sayı: 6

Bromination of Benzonorbornadiene Using a Mixture of Sodium Bromide and Sodium Perborate at High Temperatures

Pages
939–946
DOI
—

Abstract

Bromination of benzonorbornadiene (1) with sodium bromide in the presence of sodium perborate at room temperature gave only one product, the dibromide 2 produced via Wagner-Meerwein rearrangement. However, at high temperatures, bromination resulted predominantly in the formation of rearranged solvolytic products whose formation mechanisms are discussed.

Özet

Bromination of benzonorbornadiene (1) with sodium bromide in the presence of sodium perborate at room temperature gave only one product, the dibromide 2 produced via Wagner-Meerwein rearrangement. However, at high temperatures, bromination resulted predominantly in the formation of rearranged solvolytic products whose formation mechanisms are discussed.

Keywords: Bromination, benzonorbornadiene, high temperature bromination, sodium perborate.