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Merck

240656

1,2-Dibromoethane

≥99%

Synonym(s):

EDB, Ethylene dibromide

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About This Item

Linear Formula:
BrCH2CH2Br
CAS Number:
106-93-4
Molecular Weight:
187.86
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854427
EC Number:
203-444-5
Beilstein/REAXYS Number:
605266
MDL number:
MFCD00000233
Assay:
≥99%
Form:
liquid

Key Documents

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Product Name

1,2-Dibromoethane, ≥99%

InChI key

PAAZPARNPHGIKF-UHFFFAOYSA-N

InChI

1S/C2H4Br2/c3-1-2-4/h1-2H2

SMILES string

BrCCBr

vapor density

~6.5 (vs air)

vapor pressure

11.7 mmHg ( 25 °C)

assay

≥99%

form

liquid

refractive index

n20/D 1.539 (lit.)

bp

131-132 °C (lit.)

mp

8-11 °C (lit.)

solubility

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

density

2.18 g/mL at 25 °C (lit.)

functional group

bromo

Quality Level

200

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Application

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.

General description

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.

Other Notes

May darken in storage

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3437
BCCK0254
BCCH7113
BCCG6671
BCCF5058

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Maya G Deshmukh et al.
Structure (London, England : 1993), 29(8), 823-833 (2021-06-24)
There is a clinical need for direct-acting antivirals targeting SARS-CoV-2, the coronavirus responsible for the COVID-19 pandemic, to complement current therapeutic strategies. The main protease (Mpro) is an attractive target for antiviral therapy. However, the vast majority of protease inhibitors
1, 2-Dibromoethane
Maynard GD
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
1, 2-dibromoethane-A versatile reagent in organic synthesis
Aluri BR
Synlett, 2008(10), 1579-1580 (2008)
A four-component reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, 1,2-dibromoethane, and hydrazines
Zheng D, et al.
Organic & Biomolecular Chemistry, 13(41), 10370-10375 (2015)
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.
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