Preparation and properties of a novel solution of hydrogen bromide (HBr) in 1,4-dioxane: An alternative reagent to HBr gas without protic solvents |
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| Authors: | Yuya Nishio Ryota Mifune Taisuke Sato Shin-ich Ishikawa Hiroshi Matsubara |
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| Institution: | 1. Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan;2. Toso Organic Chemical, Co. Ltd., Shunan, Yamaguchi 746-0006, Japan |
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| 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 °C for 30 days. This solution is a liquid alternative to HBr gas without protic solvents. |
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| Keywords: | Hydrogen bromide solution 1 4-Dioxane Bromination of alcohols Hydrobromination of alkenes 1 3-Dioxolane |
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