434191
Vinyl bromide solution
1.0 M in THF
Synonyme(s) :
Bromoethylene
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About This Item
Formule linéaire :
CH2=CHBr
Numéro CAS:
Poids moléculaire :
106.95
Numéro Beilstein :
1361370
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23
Produits recommandés
Pression de vapeur
12.46 psi ( 55 °C)
3.6 psi ( 20 °C)
Niveau de qualité
Forme
liquid
Concentration
1.0 M in THF
Densité
0.927 g/mL at 25 °C
Température de stockage
2-8°C
Chaîne SMILES
BrC=C
InChI
1S/C2H3Br/c1-2-3/h2H,1H2
Clé InChI
INLLPKCGLOXCIV-UHFFFAOYSA-N
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Catégories apparentées
Description générale
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.
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).
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.
Mention d'avertissement
Danger
Mentions de danger
Conseils de prudence
Classification des risques
Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
Organes cibles
Central nervous system, Respiratory system
Risques supp
Code de la classe de stockage
3 - Flammable liquids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
1.4 °F - closed cup
Point d'éclair (°C)
-17 °C - closed cup
Équipement de protection individuelle
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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With the catalysis of CuI/trans-N,N'-dimethylcyclohexane-1,2-diamine, a number of carboxylic acids underwent efficient intramolecular O-vinylation with vinyl bromides leading to the synthesis of the corresponding five- and six-membered enol lactones. The same catalytic system also led to the efficient cycloisomerization of
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An effective, readily scalable two-step synthesis of trisubstituted (E)-vinyl bromides involving bromination of alpha,beta-unsaturated lactones followed by hydrolytic fragmentation has been developed. Several trisubstituted (E)-vinyl bromides, including multigram quantities of (+)-(E)-4-bromo-2-methyl-3-pentenol, a synthetic intermediate required for the C(8)-C(11) moieties of
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