925446

5-Vinylthianthrenium tetrafluoroborate

≥95%

• Synonym(e): Vinyl-TT
• Empirische Formel (Hill-System): C₁₄H₁₁BF₄S₂
• CAS-Nummer: 2703016-98-0
• Molekulargewicht: 330.17
• UNSPSC-Code: 12352108
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥95%
• Form: powder
• Eignung der Reaktion: reaction type: C-C Bond Formation
• mp (Schmelzpunkt): 110-112 °C
• Funktionelle Gruppe: thioether
• Lagertemp.: −20°C
• SMILES String: [F-][B+3]([F-])([F-])[F-].S1C=2C=CC=CC2[S+](C=C)C=3C=CC=CC13
• InChI: 1S/C14H11S2.BF4/c1-2-16-13-9-5-3-7-11(13)15-12-8-4-6-10-14(12)16;2-1(3,4)5/h2-10H,1H2;/q+1;-1
• InChIKey: FXHBWPNFHMRFKM-UHFFFAOYSA-N

Beschreibung

Anwendung

5-Vinylthianthrenium tetrafluoroborate is a crystalline, shelf-stable vinylating reagent developed by the Ritter Lab. Despite the great functionality of the vinyl group for diversification of target compounds, the selective installation of this moeity has remained challenging. 5-Vinylthianthrenium tetrafluoroborate can perform this otherwise challenging transformation with a broad scope of substrate, including the N-vinylation of heterocycles, vinylation of aryl boronic acids, and the annulation of cyclic and heterocyclic substrates. Additionally, this reagent can be used to enable palladium catalyzed cross-coupling reactions. The functionality of 5-vinylthianthrenium tetrafluoroborate enables the usage of vinyl groups as a versatile tool for further functionalization of many substrates and is a functional tool for many snythetic pathways.

Sonstige Hinweise

Chemoselective umpolung of thiols to episulfoniums for cysteine bioconjugation

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable