Eco-friendly and versatile brominating reagent prepared from a liquid bromine precursor

Adimurthy, Subbarayappa ; Ramachandraiah, Gadde ; Bedekar, Ashutosh V. ; Ghosh, Sudip ; Ranu, Brindaban C. ; Ghosh, Pushpito K. (2006) Eco-friendly and versatile brominating reagent prepared from a liquid bromine precursor Green Chemistry, 8 (10). pp. 916-922. ISSN 1463-9262

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2006...

Related URL: http://dx.doi.org/10.1039/B606586D

Abstract

Facile bromination of various organic substrates has been demonstrated with a 2 : 1 bromide:bromate reagent prepared from the alkaline intermediate of the conventional bromine recovery process. The reagent is acidified in situ to generate HOBr as the reactive species, which effects bromination. Aromatic substrates that have been successfully brominated under ambient conditions without use of any catalyst include phenols, anilines, aromatic ethers and even benzene. Non-aromatic compounds bearing active methylene group were monobrominated selectively with the present reagent and olefinic compounds were converted into the corresponding bromohydrins in moderate yields. By obtaining the present reagent from the liquid bromine precursor, the twin advantages of avoiding liquid bromine and producing the reagent in a cost-effective manner are realised. When coupled with the additional advantage of high bromine atom efficiency, the present protocol becomes attractive all the way from "cradle to grave".

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:42094
Deposited On:02 Jun 2011 03:48
Last Modified:17 May 2016 23:32

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