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240656

Sigma-Aldrich

1,2-Dibromoethane

≥99%

Sinonimo/i:

EDB, Ethylene dibromide

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About This Item

Formula condensata:
BrCH2CH2Br
Numero CAS:
106-93-4
Peso molecolare:
187.86
Beilstein:
605266
Numero CE:
203-444-5
Numero MDL:
MFCD00000233
Codice UNSPSC:
12352100
ID PubChem:
24854427
NACRES:
NA.22

Densità del vapore

~6.5 (vs air)

Tensione di vapore

11.7 mmHg ( 25 °C)

Saggio

≥99%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.539 (lit.)

P. eboll.

131-132 °C (lit.)

Punto di fusione

8-11 °C (lit.)

Solubilità

water: soluble 250 part
alcohol: miscible(lit.)
diethyl ether: miscible(lit.)

Densità

2.18 g/mL at 25 °C (lit.)

Stringa SMILE

BrCCBr

InChI

1S/C2H4Br2/c3-1-2-4/h1-2H2
PAAZPARNPHGIKF-UHFFFAOYSA-N

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Descrizione generale

1,2-Dibromoethane (DBE) is an organobromine compound that is used as an ‘entrainment reagent′ to activate magnesium in Grignard reagents. It is also a useful reagent for activating zinc. DBE is used as an intermediate in the synthesis of dyes, pesticides and pharmaceuticals.

Applicazioni

1,2-Dibromoethane can be used as a reagent to prepare:
  • Vinyl bromide and 1,2-disubstituted ethane derivatives.
  • Vinyl aromatic compounds by palladium-catalyzed cross-coupling reaction with various arylboronic acids via in situ formation of vinyl bromide.
  • 2-arylsulfonyl hydrazones by reacting with aryldiazonium tetrafluoroborates, sulfur dioxide and hydrazines.

It can also be used as a bromine source in organic synthesis to brominate carbanions.

Altre note

May darken in storage

Avvertenze

Danger

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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1, 2-dibromoethane-A versatile reagent in organic synthesis
Aluri BR
Synlett, 2008(10), 1579-1580 (2008)
1, 2-Dibromoethane
Maynard GD
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Yuuki Fujii et al.
Chemical communications (Cambridge, England), (9)(9), 1115-1117 (2009-02-20)
Regioselective carbomagnesiation of terminal alkynes and enynes with alkyl Grignard reagents has been achieved by the combined use of a silver catalyst and 1,2-dibromoethane.
Maya G Deshmukh et al.
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