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Sigma-Aldrich

Bromine

ACS reagent, ≥99.5%

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About This Item

Fórmula empírica (Notação de Hill):
Br2
Número CAS:
Peso molecular:
159.81
Número CE:
Número MDL:
Código UNSPSC:
12141915
ID de substância PubChem:
NACRES:
NA.21

grau

ACS reagent

densidade de vapor

7.14 (vs air)

pressão de vapor

175 mmHg ( 20 °C)
671 mmHg ( 55 °C)

Ensaio

≥99.5%

forma

liquid

resistividade

7.8E18 μΩ-cm, 20°C

Impurezas

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

resíduo de evaporação

≤0.005%

pb

58.8 °C (lit.)

pf

−7.2 °C (lit.)

densidade

3.119 g/mL at 25 °C (lit.)

traços de ânion

chloride (Cl-): ≤0.05%

traços de cátion

Ni: ≤5 ppm
heavy metals: ≤2 ppm

cadeia de caracteres SMILES

BrBr

InChI

1S/Br2/c1-2

chave InChI

GDTBXPJZTBHREO-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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.

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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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)
The chemistry of atmospheric bromine.
Wofsy SC, et al.
Geophysical Research Letters, 2(6), 215-218 (1975)
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
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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