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Merck

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
NACRES:
NA.22
PubChem Substance ID:
24870690
UNSPSC Code:
12352101
EC Number:
231-778-1
MDL number:
MFCD00010896

Key Documents

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Product Name

Bromine, ≥99.99% trace metals basis

InChI key

GDTBXPJZTBHREO-UHFFFAOYSA-N

InChI

1S/Br2/c1-2

SMILES string

BrBr

vapor density

7.14 (vs air)

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

Quality Level

100

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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

signalword

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
SHBT4021
SHBS7061
SHBQ6654
SHBP8808
SHBN5393

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Use of bromine and bromo-organic compounds in organic synthesis
Saikia I, et al.
Chemical Reviews, 116, 6837-7042 (2016)
Bromine
Goehring RR
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
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
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
John D Sivey et al.
Environmental science & technology, 47(3), 1330-1338 (2013-01-18)
HOBr, formed via oxidation of bromide by free available chlorine (FAC), is frequently assumed to be the sole species responsible for generating brominated disinfection byproducts (DBPs). Our studies reveal that BrCl, Br(2), BrOCl, and Br(2)O can also serve as brominating
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