D40752

1,2-Dibromoethane

98%

• Synonym(s): EDB, Ethylene dibromide
• Linear Formula: BrCH₂CH₂Br
• CAS Number: 106-93-4
• Molecular Weight: 187.86
• Beilstein/REAXYS Number: 605266
• EC Number: 203-444-5
• MDL number: MFCD00000233
• UNSPSC Code: 12352100
• PubChem Substance ID: 24893813
• NACRES: NA.22

Properties

• vapor density: ~6.5 (vs air)
• Quality Level: 200
• vapor pressure: 11.7 mmHg ( 25 °C)
• assay: 98%
• form: liquid
• 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.

Other Notes

May darken in storage

Safety Information

• pictograms: GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H301 + H311 + H331,H315,H319,H335,H350,H411
• pcodes: 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: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter