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277576

Sigma-Aldrich

Bromina

ACS reagent, ≥99.5%

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About This Item

Formula empirica (notazione di Hill):
Br2
Numero CAS:
Peso molecolare:
159.81
Numero CE:
Numero MDL:
Codice UNSPSC:
12352300
ID PubChem:
NACRES:
NA.21

Grado

ACS reagent

Livello qualitativo

Densità del vapore

7.14 (vs air)

Tensione di vapore

175 mmHg ( 20 °C)
671 mmHg ( 55 °C)

Saggio

≥99.5%

Forma fisica

liquid

Resistività

7.8E18 μΩ-cm, 20°C

Impurezze

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

Residuo dopo evaporazione

≤0.005%

P. eboll.

58.8 °C (lit.)

Punto di fusione

−7.2 °C (lit.)

Densità

3.119 g/mL at 25 °C (lit.)

Anioni in tracce

chloride (Cl-): ≤0.05%

Cationi in tracce

Ni: ≤5 ppm
heavy metals: ≤2 ppm

Stringa SMILE

BrBr

InChI

1S/Br2/c1-2
GDTBXPJZTBHREO-UHFFFAOYSA-N

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Descrizione generale

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

Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

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

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