EMAIL THIS PAGE TO A FRIEND
03505 Sigma-Aldrich

1,2-Dibromoethane

purum, ≥98.0% (GC)

Synonym: EDB, Ethylene dibromide

  • CAS Number 106-93-4

  • Linear Formula BrCH2CH2Br

  • Molecular Weight 187.86

  •  Beilstein/REAXYS Number 605266

  •  EC Number 203-444-5

  •  MDL number MFCD00000233

  •  PubChem Substance ID 329747727

  •  NACRES NA.22

Purchase

Properties

Related Categories Alkyl, Building Blocks, Chemical Synthesis, Halogenated Hydrocarbons, Organic Building Blocks More...
Quality Level   200
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

Description

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.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Respiratory system
RIDADR 
UN 1605 6.1 / PGI
WGK Germany 
WGK 3
RTECS 
KH9275000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

Technical Service:

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

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?