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Hydrogen bromide

Hydrogen bromide
Skeletal formula of hydrogen bromide with the explicit hydrogen and a measurement added
Ball-and-stick model of hydrogen bromide
Hydrogen-bromide-3D-vdW.png
Names
Preferred IUPAC name
Hydrogen bromide
Systematic IUPAC name
Bromane
Identifiers
3D model (Jmol)
3587158
ChEBI
ChemSpider
ECHA InfoCard 100.030.090
EC Number 233-113-0
KEGG
MeSH Hydrobromic+Acid
PubChem CID
RTECS number MW3850000
UNII
UN number 1048
Properties
BrH
Molar mass 80.91 g·mol−1
Appearance Colorless gas
Odor Acrid
Density 3.6452 kg/m3 (0 °C, 1013 mbar)
Melting point −86.9 °C (−124.4 °F; 186.2 K)
Boiling point −66.8 °C (−88.2 °F; 206.3 K)
221 g/100 mL (0 °C)
204 g/100 mL (15 °C)
193 g/100 mL (20 °C)
130 g/100 mL (100 °C)
Solubility soluble in alcohol, organic solvents
Vapor pressure 2.308 MPa (at 21 °C)
Acidity (pKa) -8.8 (±0.8); ~−9
Basicity (pKb) ~23
1.325
Structure
Linear
820 mD
Thermochemistry
350.7 mJ K−1 g−1
198.696-198.704 J K−1 mol−1
−36.45 – −36.13 kJ mol−1
Hazards
Safety data sheet hazard.com

physchem.ox.ac.uk

GHS pictograms The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
H314, H335
P261, P280, P305+351+338, P310
Corrosive C
R-phrases R35, R37
S-phrases (S1/2), S7/9, S26, S45
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Lethal dose or concentration (LD, LC):
2858 ppm (rat, 1 hr)
814 ppm (mouse, 1 hr)
US health exposure limits (NIOSH):
PEL (Permissible)
TWA 3 ppm (10 mg/m3)
REL (Recommended)
TWA 3 ppm (10 mg/m3)
IDLH (Immediate danger)
30 ppm
Related compounds
Related compounds
Hydrogen fluoride
Hydrogen chloride
Hydrogen iodide
Hydrogen astatide
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

physchem.ox.ac.uk

Hydrogen bromide is the diatomic molecule with the formula HBr. It is a colorless compound and a hydrogen halide. Hydrobromic acid is a solution of HBr in water. Both the anhydrous and aqueous solutions of HBr are common reagents in the preparation of bromide compounds.

HBr is very soluble in water, forming hydrobromic acid solution, which is saturated at 68.85% HBr by weight at room temperature. Aqueous solutions that are 47.6% HBr by weight form a constant-boiling azeotrope mixture that boils at 124.3 °C. Boiling less concentrated solutions releases H2O until the constant boiling mixture composition is reached.

Hydrogen bromide and hydrobromic acid are important reagents in the production of inorganic and organic bromine compounds. The free-radical addition of HBr to alkenes gives alkyl bromides:

These alkylating agents are precursors to fatty amine derivatives. Similar free radical addition to allyl chloride and styrene gives 1-bromo-3-chloropropane and phenylethylbromide, respectively.

Hydrogen bromide reacts with dichloromethane to give bromochloromethane and dibromomethane, sequentially:

Allyl bromide is prepared by treating allyl alcohol with HBr:

Although not widely used industrially, HBr adds to alkenes to give bromoalkanes, an important family of organobromine compounds. Similarly, HBr adds to haloalkene to form a geminal dihaloalkane. (This type of addition follows Markovnikov's rule):


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