03505

1,2-Dibromoethane

purum, ≥98.0% (GC)

• 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
• PubChem Substance ID: 329747727
• NACRES: NA.22

Properties

• vapor density: ~6.5 (vs air)
• Quality Level: 200
• vapor pressure: 11.7 mmHg ( 25 °C)
• grade: purum
• assay: ≥98.0% (GC)
• form: liquid
• 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 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