Hydrobromic acid

Uses

Hydrobromic acid is mainly used for the production of inorganic bromides, especially the bromides of zinc, calcium, and sodium. It is a useful reagent for generating organobromine compounds. Certain ethers are cleaved with HBr. It also catalyzes alkylation reactions and the extraction of certain ores. Industrially significant organic compounds prepared from hydrobromic acid include allyl bromide, tetrabromobis(phenol), and bromoacetic acid. HBr participates in anti-Markovnikov hydrohalogenation of alkenes in the presence of peroxides. The resulting 1-bromoalkanes are versatile alkylating agents, giving rise to fatty amines and quaternary ammonium salts.

Synthesis

Hydrobromic acid can be prepared in the laboratory via the reaction of Br2, SO2, and water.

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More typically laboratory preparations involve the production of anhydrous HBr, which is then dissolved in water.

Hydrobromic acid has commonly been prepared industrially by reacting bromine with either sulfur or phosphorus and water. However, it can also be produced electrolytically. It can also be prepared by treating bromides with non-oxidising acids like phosphoric or acetic acids.

Alternatively the acid can be prepared with dilute (5.8M) sulfuric acid and potassium bromide:

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Using more concentrated sulfuric acid or allowing the reaction solution to exceed 75 °C further oxidizes HBr to elemental bromine. The acid is further purified by filtering out the KHSO4 and by distilling off the water until the solution reaches an azeotrope (124.3 °C). The yield is approximately 85%.

Hydrobromic acid is available commercially in various concentrations and purities.

References

References

1. (2014). "Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013". The [[Royal Society of Chemistry]].
2. Bell, R. P. ''The Proton in Chemistry'', 2nd ed., Cornell University Press, Ithaca, NY, 1973.
3. Dagani, M. J.. (2012). "Bromine Compounds".
4. Scott, A.. (1900). "Preparation of Pure Hydrobromic Acid". Journal of the Chemical Society, Transactions.
5. Brauer, Georg. (1963). "Handbook of Preparative Inorganic Chemistry". Academic Press.