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Documenti fondamentali

B57702

Sigma-Aldrich

Bromobenzene

ReagentPlus®, 99%

Sinonimo/i:

1-Bromobenzene, Bromobenzol, Monobromobenzene, Phenyl bromide

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About This Item

Formula empirica (notazione di Hill):
C6H5Br
Numero CAS:
Peso molecolare:
157.01
Beilstein:
1236661
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Densità del vapore

5.41 (vs air)

Livello qualitativo

Tensione di vapore

10 mmHg ( 40 °C)

Nome Commerciale

ReagentPlus®

Saggio

99%

Forma fisica

liquid

Temp. autoaccensione

1051 °F

Limite di esplosione

36.5 %

Indice di rifrazione

n20/D 1.559 (lit.)

P. eboll.

156 °C (lit.)

Punto di fusione

−31 °C (lit.)

Densità

1.474 g/mL at 25 °C
1.491 g/mL at 25 °C (lit.)

Stringa SMILE

Brc1ccccc1

InChI

1S/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H
QARVLSVVCXYDNA-UHFFFAOYSA-N

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Descrizione generale

Bromobenzene is an aryl chloride. It participates in the optimized palladium/metal oxide systems catalyzed Heck reactions of the non-activated and deactivated aryl chlorides. Heck reaction of bromobenzene with styrene using palladacycle as catalyst has been reported. It induces hepatic necrosis, via the formation of a reactive metabolite.

Applicazioni

Bromobenzene can be used as a reactant for the cross-coupling reactions such as Suzuki coupling reaction to synthesize a variety of unsymmetrical biaryls and Mizoroki−Heck reaction to synthesize various substituted alkenes. It is also an effective quencher for the fluorescence quenching of anthracene.
Bromobenzene was used in the synthesis of four-armed star chain transfer agent, required for the preparation of amphiphilic star graft copolymers. It was employed as organic extraction phase in the Ion pair-based dispersive liquid-liquid microextraction of ultratrace levels of gold in water samples, soils and river sediments.

Note legali

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Aquatic Chronic 2 - Flam. Liq. 3 - Skin Irrit. 2

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

123.8 °F - closed cup

Punto d’infiammabilità (°C)

51.0 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Dietiletere

I De La Calle et al.
Talanta, 84(1), 109-115 (2011-02-15)
A new methodology was developed for the determination of ultratrace levels of gold in water samples, soils and river sediments. Dispersive liquid-liquid microextraction was used to preconcentrate the ion pair formed between AuCl(4)(-) and [CH(3)(CH(2))(3)](4)N(+) in a microliter-range volume of
Palladium dendron encapsulated nanoparticles grown from MCM-41 and SBA-15
Lou Y and Shantz DF
Journal of Material Chemistry A, 5(27), 14070-14078 (2017)
Mechanism of fluorescence quenching in solution. Part 1.?Quenching by bromobenzene
Medinger T and Wilkinson F
Transactions of the Faraday Society, 61(1-4), 620-630 (1965)
In situ generation of highly active dissolved palladium species from solid catalysts-a concept for the activation of aryl chlorides in the Heck reaction.
Sandra S Pröckl et al.
Angewandte Chemie (International ed. in English), 43(14), 1881-1882 (2004-04-01)
Fabrication of hollow palladium spheres and their successful application to the recyclable heterogeneous catalyst for Suzuki coupling reactions
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Journal of the American Chemical Society, 124(26), 7642-7643 (2002)

Articoli

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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