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Vinyl bromide solution

ALDRICH/434191 - 1.0 M in THF

Synonym: Bromoethylene

CAS Number: 593-60-2
Empirical Formula (Hill Notation): C2H3Br
Molecular Weight: 106.95
MDL Number: MFCD00000183
Linear Formula: CH2=CHBr
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-434191-100ML 100 mL
$109.00
1/EA
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45-434191-800ML 800 mL
$477.00
1/EA
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concentration 1.0 M in THF
density 0.927 g/mL at 25 °C
form liquid
InChI 1S/C2H3Br/c1-2-3/h2H,1H2
InChI key INLLPKCGLOXCIV-UHFFFAOYSA-N
SMILES string BrC=C
storage temp. 2-8°C
vapor pressure 12.46 psi ( 55 °C)
  3.6 psi ( 20 °C)
Application:

  • Sequential Vinyl Radical Cyclization/Fixation of Carbon Dioxide through Electrochemical Reduction of Vinyl Bromide in the Presence of an Electron-Transfer Mediator: This study explores the electrochemical reduction of vinyl bromide with a focus on vinyl radical cyclization and carbon dioxide fixation (A Katayama, H Senboku, 2016 ).

  • A Comparison of the Wavelength-Dependent Photochemical Reactions of Ozone with Vinyl Bromide and Fluoride in Argon Matrices: The study compares the photochemical reactions of vinyl bromide and fluoride with ozone, examining their behavior in argon matrices (BS Ault, 2021 ).

Application: Vinyl bromide solution can be used as a precursor for stereoselective synthesis of chiral 2-vinyl-tetrahydronaphthalens via asymmetric reductive coupling. These chiral compounds are valuable building blocks for natural products, agrochemicals, and liquid crystals.
General description: Vinyl bromide solution belongs to haloalkenes andis highly reactive due to the presence of an unsaturated vinyl group. It can provide flame retardancy to polymers or materials when incorporated into their structure. It is also a versatile building block for polymerization, addition reactions, substitution reactions, and cross-coupling reactions like Suzuki-Miyaura and Negishi reactions. It can be used to introduce radiolabel into molecules for medical imaging.
Packaging: 100, 800 mL in Sure/Seal™
Density 0.927 g/mL at 25 °C
Storage Temp. 2-8°C
UNSPSC 12162002

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