240656

1,2-Dibromoethane

≥99%

• Synonym(s): EDB, Ethylene dibromide
• Linear Formula: BrCH₂CH₂Br
• CAS Number: 106-93-4
• Molecular Weight: 187.86
• Beilstein: 605266
• EC Number: 203-444-5
• MDL number: MFCD00000233
• UNSPSC Code: 12352100
• PubChem Substance ID: 24854427
• NACRES: NA.22

Properties

• 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.)
• SMILES string: BrCCBr
• InChI: 1S/C2H4Br2/c3-1-2-4/h1-2H2
• InChI key: PAAZPARNPHGIKF-UHFFFAOYSA-N

Description

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.

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.

Other Notes

May darken in storage

Safety Information

• Pictograms: GHS06,GHS08,GHS09
• Signal Word: Danger
• Hazard Statements: H301 + H311 + H331,H315,H319,H335,H350,H411
• Precautionary Statements: P273 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• 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