Hypobromous acid

Hypobromous acid
Space-filling model of hypobromous acid
  Hydrogen, H
  Oxygen, O
  Bromine, Br
Names
IUPAC name
Hypobromous acid
Other names
  • Bromanol
  • Bromic(I) acid
  • Bromooxidane
  • Hydroxidobromine
Identifiers
CAS Number
  • 13517-11-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:29249 checkY
ChemSpider
  • 75379 checkY
ECHA InfoCard 100.119.006 Edit this at Wikidata
PubChem CID
  • 83547
UNII
  • GHT9BV419J checkY
InChI
  • InChI=1S/BrHO/c1-2/h2H checkY
    Key: CUILPNURFADTPE-UHFFFAOYSA-N checkY
  • InChI=1S/BrHO/c1-2/h2H
    Key: CUILPNURFADTPE-UHFFFAOYSA-N
  • InChI=1/BrHO/c1-2/h2H
    Key: CUILPNURFADTPE-UHFFFAOYAL
  • OBr
Properties
Chemical formula
HOBr
Molar mass 96.911 g·mol−1
Density 2.470 g/cm3
Boiling point 20–25 °C (68–77 °F; 293–298 K)
Acidity (pKa) 8.65[1]
Conjugate base Hypobromite
Related compounds
Other cations
Sodium hypobromite
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Hypobromous acid is an inorganic compound with chemical formula of HOBr. It is a weak, unstable acid. It is mainly produced and handled in an aqueous solution. It is generated both biologically and commercially as a disinfectant. Salts of hypobromite are rarely isolated as solids.

Synthesis and properties

Addition of bromine to water gives hypobromous acid and hydrobromic acid (HBr(aq)) via a disproportionation reaction.

Br2 + H2O {\displaystyle {\ce {<=>>}}} HOBr + HBr

In nature, hypobromous acid is produced by bromoperoxidases, which are enzymes that catalyze the oxidation of bromide with hydrogen peroxide:[2][3]

Br + H2O2 {\displaystyle {\ce {<=>>}}} HOBr + OH

Hypobromous acid has a pKa of 8.65 and is therefore only partially dissociated in water at pH 7. Like the acid, hypobromite salts are unstable and undergo a slow disproportionation reaction to yield the respective bromate and bromide salts.

3 BrO(aq) → 2 Br(aq) + BrO3(aq)

Its chemical and physical properties are similar to those of other hypohalites.

Uses

HOBr is used as a bleach, an oxidizer, a deodorant, and a disinfectant, due to its ability to kill the cells of many pathogens. The compound is generated in warm-blooded vertebrate organisms especially by eosinophils, which produce it by the action of eosinophil peroxidase, an enzyme which preferentially uses bromide.[4] Bromide is also used in hot tubs and spas as a germicidal agent, using the action of an oxidizing agent to generate hypobromite in a similar fashion to the peroxidase in eosinophils. It is especially effective when used in combination with its congener, hypochlorous acid.

References

  1. ^ Perrin, D. D., ed. (1982) [1969]. Ionisation Constants of Inorganic Acids and Bases in Aqueous Solution. IUPAC Chemical Data (2nd ed.). Oxford: Pergamon (published 1984). Entry 117. ISBN 0-08-029214-3. LCCN 82-16524.
  2. ^ Ximenes, V. F., Morgon, N. H., & de Souza, A. R. (2015). Hypobromous acid, a powerful endogenous electrophile: Experimental and theoretical studies. Journal of inorganic biochemistry, 146, 61-68.
  3. ^ Butler, Alison.; Walker, J. V. (1993). "Marine haloperoxidases". Chemical Reviews. 93 (5): 1937–1944. doi:10.1021/cr00021a014.
  4. ^ Mayeno, AN; Curran, AJ; Roberts, RL; Foote, CS (1989). "Eosinophils preferentially use bromide to generate halogenating agents". The Journal of Biological Chemistry. 264 (10): 5660–8. doi:10.1016/S0021-9258(18)83599-2. PMID 2538427. Archived from the original on 2009-05-26. Retrieved 2008-01-12.
  • v
  • t
  • e
  • H3AsO3
  • H3AsO4
  • HArF
  • HAt
  • HSO3F
  • H[BF4]
  • HBr
  • HBrO
  • HBrO2
  • HBrO3
  • HBrO4
  • HCl
  • HClO
  • HClO2
  • HClO3
  • HClO4
  • HCN
  • HCNO
  • H2CrO4/H2Cr2O7
  • H2CO3
  • H2CS3
  • HF
  • HFO
  • HI
  • HIO
  • HIO2
  • HIO3
  • HIO4
  • HMnO4
  • H2MnO4
  • H2MoO4
  • HNC
  • NaHCO3
  • HNCO
  • HNO
  • HNO2
  • HNO3
  • H2N2O2
  • HNO5S
  • H3NSO3
  • H2O
  • H2O2
  • H2O3
  • H2O4
  • H2O5
  • H3PO2
  • H3PO3
  • H3PO4
  • H4P2O7
  • H5P3O10
  • H2[PtCl6]
  • H2S
  • H2S2
  • H2Se
  • H2SeO3
  • H2SeO4
  • H4SiO4
  • H2[SiF6]
  • HSCN
  • HNCS
  • H2SO3
  • H2SO4
  • H2SO5
  • H2S2O3
  • H3O
  • H2S2O6
  • H2S2O7
  • H2S2O8
  • CF3SO3H
  • H2Te
  • H2TeO3
  • H6TeO6
  • H4TiO4
  • H2Po
  • H[Co(CO)4]
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Br(−I)
  • Br
  • CH3Br
  • CH2Br2
  • CHBr3
  • CBr4
  • HBr
  • C3H5Br
Br(−I,I)
  • Br3
Br(I)
  • BrCl
  • BrF
  • BrN3
  • BrNO3
  • Br2O
  • BrO
  • NBr3
Br(II)
Br(I,V)
  • Br2O3
Br(III)
  • BrF3
  • BrO2
Br(IV)
  • BrO2
Br(V)
  • BrF5
  • Br2O5
  • BrO3
  • BrOF3
  • BrO2F
Br(VII)
  • BrO4
  • BrO3F