683973

(5aR, 10bS)-5a, 10b-Dihydro-2-(2′2, 4′,6′-trimethylphenyl)-4H, 6H-indeno[2,1-b]-1,2,4-triazolo[4, 3-d]-1,4-oxazinium chloride

93%

• Synonyme(s) : Bode Catalyst 2
• Formule empirique (notation de Hill): C₂₁H₂₂ClN₃O · H₂O
• Numéro CAS: 903571-02-8
• Poids moléculaire : 385.89
• Code UNSPSC : 12352005
• ID de substance PubChem : 329760886
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Pureté: 93%
• Forme: solid
• Activité optique: [α]20/D +158°, c = 1 in chloroform
• Pf: 226-230 °C
• Groupe fonctionnel: ether
• Chaîne SMILES: [Cl-].Cc1cc(C)c(c(C)c1)-[n+]2c[n@@H]3[C@@H]4[C@@H](Cc5ccccc45)OCc3n2
• InChI: 1S/C21H22N3O.ClH/c1-13-8-14(2)20(15(3)9-13)24-12-23-19(22-24)11-25-18-10-16-6-4-5-7-17(16)21(18)23;/h4-9,12,18,21H,10-11H2,1-3H3;1H/q+1;/p-1/t18-,21+;/m1./s1
• Clé InChI: GUECWMLEUCWYOS-WKOQGQMTSA-M

Description

Description générale

It is an N-mesityl-substituted chiral triazolium N-heterocyclic carbene (NHC) compound. It was developed as an organocatalyst by the Bode group, for the catalytic generation of reactive species including activated carboxylates, homoenolates, and enolates.

Application

(5aR,10bS)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride monohydrate can be used as a catalyst:

• In the preparation of dihydropyridinones by reacting enals or α′-hydroxyenones with vinylogous amides via aza-Claisen annulations.
• In the oxidative coupling reactions of di(hetero)arylmethanes with enals to yield benzimidazole fused lactams.
• In the synthesis of organosilanes by reacting enals with β-silyl enones.

Informations légales

Sold in collaboration with BioBlocks, Inc.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• 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
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves