03505

Sigma-Aldrich

1,2-Dibromoethane

purum, ≥98.0% (GC)

Synonym(s):
Ethylene dibromide, EDB
Linear Formula:
BrCH2CH2Br
CAS Number:
Molecular Weight:
187.86
Beilstein/REAXYS Number:
605266
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

vapor density

~6.5 (vs air)

vapor pressure

11.7 mmHg ( 25 °C)

grade

purum

assay

≥98.0% (GC)

refractive index

n20/D 1.539 (lit.)
n20/D 1.539

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

Related Categories

General description

1,2-Dibromoethane (EDB) is a water-soluble dihaloalkane that was widely used as a soil and grain fumigant. This led to the contamination of soil, surface, and groundwater with residual EDB. As it is a potent carcinogen and mutagen, many studies have been conducted to identify chemical reactions for its degradation in the environment.

Application

1,2-Dibromoethane can be used:
  • To generate vinyl bromide in situ, which can undergo a palladium-catalyzed cross-coupling reaction with aryl boronic acids to form functionalized styrene derivatives.
  • As a brominating agent of tertiary carbanions in sterically hindered molecules.
  • As a building block to synthesize 2-arylsulfonyl hydrazones, (±)-horsfiline and 7-oxo-2, 3-dihydro-7H-pyrido [1,2,3-de] [1,4] benzoxazine-6-carboxylic acids.

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1605 6.1 / PGI

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Reaction products and rates of disappearance of simple bromoalkanes, 1, 2-dibromopropane, and 1, 2-dibromoethane in water
Vogel TM and Reinhard M
Environmental Science & Technology, 20(10), 992-997 (1986)
1,2-Dibromoethane in the synthesis of 2-bromoesters: Bromination vs alkylation.
Ortuno, Rosa M and others
Tetrahedron, 50(32), 9825-9830 (1994)
Complete heterogeneously photocatalyzed transformation of 1, 1-and 1, 2-dibromoethane to carbon dioxide and hydrogen bromide
Nguyen T and Ollis DF
The Journal of Physical Chemistry, 88(16), 3386-3388 (1984)
Efficient Synthesis of (?)-Horsfiline through the MgI2-Catalyzed Ring-Expansion Reaction of a Spiro [cyclopropane-1,3′-indol]-2′-one
Fischer C, et al.
Helvetica Chimica Acta, 83(6), 1175-1181 (2000)
Determination of 1, 2-dibromoethane (EDB) in field soils: Implications for volatile organic compounds
Sawhney BL, et al.
Journal of Environmental Quality, 17(1), 149-152 (1988)

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.