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Citation
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HERO ID
3829881
Reference Type
Journal Article
Title
Preparation and properties of a novel solution of hydrogen bromide (HBr) in 1,4-dioxane: An alternative reagent to HBr gas without protic solvents
Author(s)
Nishio, Y; Mifune, R; Sato, T; Ishikawa, S; Matsubara, H
Year
2017
Is Peer Reviewed?
1
Journal
Tetrahedron Letters
ISSN:
0040-4039
EISSN:
1873-3581
Publisher
Elsevier Ltd
Volume
58
Issue
12
Page Numbers
1190-1193
Language
English
DOI
10.1016/j.tetlet.2017.02.020
Web of Science Id
WOS:000397376600024
Abstract
A solution of hydrogen bromide (HBr) in 1,4-dioxane was prepared and investigated for its ability to brominate alcohols, and hydrobrominate alkenes. This study revealed that the brominating ability of this HBr/1,4-dioxane solution is equal or superior to that of hydrobromic acid or HBr in acetic acid. The solution of HBr in 1,4-dioxane is robust, exhibiting no decomposition of the solvent, and retaining 97% of its original concentration, when kept at 25 degrees C for 30 days. This solution is a liquid alternative to HBr gas without protic solvents. (C) 2017 Elsevier Ltd. All rights reserved.
Keywords
Hydrogen bromide solution; 1,4-Dioxane; Bromination of alcohols; Hydrobromination of alkenes; 1,3-Dioxolane
Tags
OPPT REs
•
OPPT_1,4-Dioxane_D. Exposure
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