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Merck

277576

Bromine

ACS reagent, ≥99.5%

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About This Item

Empirical Formula (Hill Notation):
Br2
CAS Number:
7726-95-6
Molecular Weight:
159.81
NACRES:
NA.21
PubChem Substance ID:
329753018
UNSPSC Code:
12141915
EC Number:
231-778-1
MDL number:
MFCD00010896
Assay:
≥99.5%
Grade:
ACS reagent
Form:
liquid

Key Documents

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InChI key

GDTBXPJZTBHREO-UHFFFAOYSA-N

InChI

1S/Br2/c1-2

SMILES string

BrBr

grade

ACS reagent

vapor density

7.14 (vs air)

vapor pressure

175 mmHg ( 20 °C), 671 mmHg ( 55 °C)

assay

≥99.5%

form

liquid

resistivity

7.8E18 μΩ-cm, 20°C

impurities

organic bromine compounds, passes test, ≤0.001% I2, ≤0.001% S compounds

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

200

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General description

Bromine is a highly volatile and reactive halogen that can be used as a powerful brominating and oxidizing agent in chemical synthesis.

Application

Bromine can be used as a brominating agent for the bromination of:
  • Aromatic and heterocyclic compounds. 
  • Carbonyl compounds at α position to carbonyl groups.
  • Aromatic carboxylic acids via Hell-Volhard-Zelinski reaction in the presence of phosphorus trihalides.
  • Alkylbenzenes at the benzylic position using photocatalytic conditions.

It can also be used as an oxidizing agent for the oxidation of:
  • Primary alcohols to either aldehydes or esters.      
  • Secondary alcohols to ketones.

It can also be used as a Lewis acid catalyst to:     
  • Convert epoxides and CO2 to cyclic carbonates in a continuous flow system.     
  • Synthesize bis(indolyl)methanes by reacting indoles with carbonyl 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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT5475
SHBT1509
SHBT1508
SHBS5075
SHBS5074

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Reaction of bromine and chlorine with phenolic compounds and natural organic matter extracts-Electrophilic aromatic substitution and oxidation.
Criquet J, et al.
Water Research, 85, 476-486 (2015)
Bromine-catalyzed aziridination of olefins. A rare example of atom-transfer redox catalysis by a main group element.
Jeong JUK, et al.
Journal of the American Chemical Society, 120(27), 6844-6845 (1998)
Jennifer A Kozak et al.
Journal of the American Chemical Society, 135(49), 18497-18501 (2013-11-22)
A continuous method for the formation of cyclic carbonates from epoxides and carbon dioxide (CO2) is described. The catalysts used are inexpensive and effective in converting the reagents to the products in a residence time (t(R)) of 30 min. The
The chemistry of atmospheric bromine.
Wofsy SC, et al.
Geophysical Research Letters, 2(6), 215-218 (1975)
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
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