925446

5-Vinylthianthrenium tetrafluoroborate

≥95%

• Synonyme(s) : Vinyl-TT
• Formule empirique (notation de Hill): C₁₄H₁₁BF₄S₂
• Numéro CAS: 2703016-98-0
• Poids moléculaire : 330.17
• Code UNSPSC : 12352108
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Pureté: ≥95%
• Forme: powder
• Capacité de réaction: reaction type: C-C Bond Formation
• Pf: 110-112 °C
• Groupe fonctionnel: thioether
• Température de stockage: −20°C
• Chaîne SMILES: [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
• Clé InChI: FXHBWPNFHMRFKM-UHFFFAOYSA-N

Description

Application

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.

Autres remarques

Chemoselective umpolung of thiols to episulfoniums for cysteine bioconjugation

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable