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Merck

470864

Bromine

≥99.99% trace metals basis

Sinónimos:

Dibromine

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Fórmula empírica (notación de Hill):
Br2
Número CAS:
Peso molecular:
159.81
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
EC Number:
231-778-1
MDL number:
Assay:
≥99.5% (by Na2S2O3, titration), ≥99.99% trace metals basis
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vapor density

7.14 (vs air)

Quality Level

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

Clase de almacenamiento

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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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)
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