Hydrobromic acid is a
strong acid formed by dissolving the diatomic molecule
hydrogen bromide (HBr) in water. "Constant boiling" hydrobromic acid is an aqueous solution that distills at and contains 47.6% HBr by mass, which is 8.77 mol/L. Hydrobromic acid has a
p''K''a of −9, making it a stronger acid than
hydrochloric acid, but not as strong as
hydroiodic acid. Hydrobromic acid is one of the strongest
mineral acids known.
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
Bromoacetic acid is the chemical compound with the formula CH2BrCO2H. This colorless solid is a relatively strong alkylating agent. Bromoacetic acid and its esters are widely used building blocks in organic synthesis, for example, in pharmaceuti ...
. HBr almost uniquely participates in anti-Markovnikov
hydrohalogenation
A hydrohalogenation reaction is the electrophilic addition of hydrohalic acids like hydrogen chloride or hydrogen bromide to alkenes to yield the corresponding haloalkanes.
:
If the two carbon atoms at the double bond are linked to a different nu ...
of alkenes. 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.
[
:Br2 + SO2 + 2 H2O → H2SO4 + 2 HBr
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
Sulfur (or sulphur in British English) is a chemical element with the symbol S and atomic number 16. It is abundant, multivalent and nonmetallic. Under normal conditions, sulfur atoms form cyclic octatomic molecules with a chemical formula ...
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 (5.8 M) sulfuric acid
Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid ( Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen and hydrogen, with the molecular formu ...
and potassium bromide
Potassium bromide ( K Br) is a salt, widely used as an anticonvulsant and a sedative in the late 19th and early 20th centuries, with over-the-counter use extending to 1975 in the US. Its action is due to the bromide ion (sodium bromide is equall ...
:
:H2SO4 + KBr → KHSO4 + HBr
Using more concentrated sulfuric acid or allowing the reaction solution to exceed 75 °C further oxidizes
Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a d ...
HBr to bromine gas. The acid is further purified by filtering out the KHSO4 and by distilling off the water until the solution reaches an azeotrope (≈ 126 °C at 760 torr). The yield is approximately 85%.
Hydrobromic acid is available commercially in various concentrations and purities.
References
External links
International Chemical Safety Card 0282
*Carlin, W. W.
Bromides
Nonmetal halides
Mineral acids
{{DEFAULTSORT:Hydrobromic Acid
pl:Bromowodór#Kwas bromowodorowy