Skip to Content
Merck
All Photos(2)

Key Documents

D40752

Sigma-Aldrich

1,2-Dibromoethane

98%

Synonym(s):

EDB, Ethylene dibromide

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrCH2CH2Br
CAS Number:
Molecular Weight:
187.86
Beilstein:
605266
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

~6.5 (vs air)

Quality Level

vapor pressure

11.7 mmHg ( 25 °C)

Assay

98%

form

liquid

refractive index

n20/D 1.539 (lit.)

bp

131-132 °C (lit.)

mp

8-11 °C (lit.)

density

2.18 g/mL at 25 °C (lit.)

SMILES string

BrCCBr

InChI

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

InChI key

PAAZPARNPHGIKF-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

1,2-Dibromoethane can be used:
  • To prepare functionalized styrenes by reacting with arylboronic acids via palladium-catalyzed cross-coupling reaction.
  • Along with potassium iodide(KI) for α-acyloxylation of ketones with carboxylic acids without the use of transition metals and strong oxidants.
  • In the synthesis of 5-aryl/alkyl-2-vinyl-2H-tetrazoles through one-pot regioselective vinylation of 5-tetrazoles without a metal catalyst or organocatalyst.
  • In the preparation of aryltriethoxysilane using aryl bromide, Mg powder and tetraethyl orthosilicate through sonochemical Barbier-type reaction.
  • As a reoxidizing reagent along with a silver catalyst in the regioselective carbomagnesiation of terminal alkynes with alkyl Grignard reagents.

Other Notes

May darken in storage

Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Saturation vapor pressures and transition enthalpies of low-volatility organic molecules of atmospheric relevance: from dicarboxylic acids to complex mixtures.
Merete Bilde et al.
Chemical reviews, 115(10), 4115-4156 (2015-05-02)
Silver-catalyzed carbomagnesiation of terminal aryl and silyl alkynes and enynes in the presence of 1, 2-dibromoethane
Fujii Y, et al.
Chemical Communications (Cambridge, England), 47(9), 1115-1117 (2009)
A facile and efficient synthesis of aryltriethoxysilanes via sonochemical Barbier-type reaction
Lee AS, et al.
Tetrahedron Letters, 47(39), 7085-7087 (2006)
One-pot regioselective vinylation of tetrazoles: preparation of 5-substituted 2-vinyl-2H-tetrazoles
Roh J, et al.
Tetrahedron Letters, 51(10), 1411-1414 (2010)
1,2-Dibromoethane and KI mediated α-acyloxylation of ketones with carboxylic acids
Wang X, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 5(16), 2891-2894 (2019)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service