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470864

Sigma-Aldrich

Bromine

≥99.99% trace metals basis

Synonym(s):

Dibromine

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About This Item

Empirical Formula (Hill Notation):
Br2
CAS Number:
7726-95-6
Molecular Weight:
159.81
EC Number:
231-778-1
MDL number:
MFCD00010896
UNSPSC Code:
12352101
PubChem Substance ID:
24870690
NACRES:
NA.22

vapor density

7.14 (vs air)

Quality Level

100

vapor pressure

175 mmHg ( 20 °C)
671 mmHg ( 55 °C)

Assay

≥99.5% (by Na2S2O3, titration)
≥99.99% trace metals basis

resistivity

7.8E18 μΩ-cm, 20°C

impurities

≤0.001% I2
≤0.001% S compounds
<100 ppm total metallic impurities

evapn. residue

≤0.005%

bp

58.8 °C (lit.)

mp

−7.2 °C (lit.)

density

3.119 g/mL at 25 °C (lit.)

anion traces

chloride (Cl-): ≤0.05%

cation traces

Ni: ≤5 ppm
heavy metals: ≤2 ppm

SMILES string

BrBr

InChI

1S/Br2/c1-2

InChI key

GDTBXPJZTBHREO-UHFFFAOYSA-N

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Application

Bromine can be used as a brominating and oxidizing agent in chemical synthesis.
It can be used:
  • To brominate alkylbenzenes at the benzylic position using photocatalytic conditions.
  • To prepare brominated aromatic compounds by electrophilic aromatic substitution reactions in the presence of Lewis acid catalysts.
  • For the bromination of carbonyl compounds at a carbonyl group via Hell-Volhard-Zelinski reaction in the presence of phosphorus trihalides.
  • To prepare isocyanates, carbamates, or amines by reacting with primary amides in the presence of base via Hofmann rearrangement.

Other Notes

Contains organic bromine compounds

Signal Word

Danger

Hazard Statements

H314,H330,H400

Hazard Classifications

Acute Tox. 1 Inhalation - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1A

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Bromine
Goehring RR
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Use of bromine and bromo-organic compounds in organic synthesis
Saikia I, et al.
Chemical Reviews, 116, 6837-7042 (2016)
Bromine-77 and iodine-123 radiopharmaceuticals.
G Stöcklin
The International journal of applied radiation and isotopes, 28(1-2), 131-147 (1977-01-01)
Teresa M Bisson et al.
Environmental science & technology, 46(21), 12186-12193 (2012-10-02)
Recent laboratory and field-scale experiments demonstrated the potential for brominated industrial solid waste from biomass combustion (Br-Ash) to be an efficient, cost-effective alternative to activated carbon for capturing mercury from coal-fired power plants. To develop this attractive alternative technology to
Nickel-butadiene catalytic system for the cross-coupling of bromoalkanoic acids with alkyl Grignard reagents: a practical and versatile method for preparing fatty acids.
Takanori Iwasaki et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(9), 2956-2960 (2013-02-02)
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