Preparation and properties of a novel solution of hydrogen bromide (HBr) in 1,4-dioxane: An alternative reagent to HBr gas without protic solvents

Nishio, Yuya; Mifune, Ryota; Satō, Taisuke; Ishikawa, Shin-ich; Matsubara, Hiroshi

Preparation and properties of a novel solution of hydrogen bromide (HBr) in 1,4-dioxane: An alternative reagent to HBr gas without protic solvents

2017

Nishio, Yuya | Mifune, Ryota | Satō, Taisuke | Ishikawa, Shin-ich | Matsubara, Hiroshi

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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