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D40752 Sigma-Aldrich

1,2-Dibromoethane

98%

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 24893813

  •  NACRES NA.22

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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)
assay   98%
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

Description

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.

Packaging

1 kg in glass bottle

5, 250 g in glass bottle

Other Notes

May darken in storage

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

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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