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470864

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
MDL number:
MFCD00010896
NACRES:
NA.22
PubChem Substance ID:
24870690
UNSPSC Code:
12352101
EC Number:
231-778-1
Assay:
≥99.5% (by Na2S2O3, titration), ≥99.99% trace metals basis
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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

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

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Danger

Hazard Classifications

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

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles

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Certificates of Analysis (COA)

Lot/Batch Number
62796JJ
S46981
S46782
03912BJ
S45882

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Bromine
Goehring RR
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Vitalij V Levin et al.
Organic letters, 15(4), 917-919 (2013-02-02)
Reactions of difluorocarbene with benzyl and alkylzinc halides leading to fluorinated organozinc species have been described. The generated α-difluorinated organozinc reagents are reasonably stable in solution and can be quenched with external electrophiles (iodine, bromine, proton), affording compounds containing the
Kimberly T Barrett et al.
Journal of the American Chemical Society, 135(8), 2963-2966 (2013-02-16)
We report the enantioselective synthesis of atropisomeric benzamides employing catalytic electrophilic aromatic substitution reactions involving bromination. The catalyst is a simple tetrapeptide bearing a tertiary amine that may function as a Brønsted base. A series of tri- and dibrominations were
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