434191
Vinyl bromide solution
1.0 M in THF
Sinônimo(s):
Bromoethylene
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About This Item
Fórmula linear:
CH2=CHBr
Número CAS:
Peso molecular:
106.95
Beilstein:
1361370
Número MDL:
Código UNSPSC:
12162002
ID de substância PubChem:
NACRES:
NA.23
Produtos recomendados
pressão de vapor
12.46 psi ( 55 °C)
3.6 psi ( 20 °C)
Nível de qualidade
Formulário
liquid
concentração
1.0 M in THF
densidade
0.927 g/mL at 25 °C
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
BrC=C
InChI
1S/C2H3Br/c1-2-3/h2H,1H2
chave InChI
INLLPKCGLOXCIV-UHFFFAOYSA-N
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Descrição geral
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.
Aplicação
- 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.
Palavra indicadora
Danger
Frases de perigo
Declarações de precaução
Classificações de perigo
Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
Órgãos-alvo
Central nervous system, Respiratory system
Perigos de suplementos
Código de classe de armazenamento
3 - Flammable liquids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
1.4 °F - closed cup
Ponto de fulgor (°C)
-17 °C - closed cup
Equipamento de proteção individual
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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A general and highly efficient synthesis of 4-alkylidene-2-azetidinones was achieved by the Cu(I)-catalyzed intramolecular C-N coupling of amides with vinyl bromides. This 4-exo ring closure was found to be fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization
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Organic & biomolecular chemistry, 5(3), 514-522 (2007-01-26)
Enantiopure trans-dihydrodiols have been obtained by a chemoenzymatic synthesis from the corresponding cis-dihydrodiol metabolites, obtained by dioxygenase-catalysed arene cis-dihydroxylation at the 2,3-bond of monosubstituted benzene substrates. This generally applicable, seven-step synthetic route to trans-dihydrodiols involves a regioselective hydrogenation and a
Ian Paterson et al.
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Using a combination of asymmetric vinylogous Mukaiyama aldol and Stille cross-coupling reactions, an advanced polyene fragment of the chivosazoles was prepared in a highly stereocontrolled manner. This key C1-C13 pentaene subunit, featuring the conjugated (2E,4Z,6E,8Z)-tetraenoate motif and anti-configured C10 and
Carcinogenicity of 1,3-butadiene, ethylene oxide, vinyl chloride, vinyl fluoride, and vinyl bromide.
Yann Grosse et al.
The Lancet. Oncology, 8(8), 679-680 (2007-08-30)
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