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%

• Sinónimos: Bode Catalyst 2
• Fórmula empírica (notación de Hill): C₂₁H₂₂ClN₃O · H₂O
• Número de CAS: 903571-02-8
• Peso molecular: 385.89
• UNSPSC Code: 12352005
• PubChem Substance ID: 329760886
• NACRES: NA.22

Propiedades

• Quality Level: 100
• assay: 93%
• form: solid
• optical activity: [α]20/D +158°, c = 1 in chloroform
• mp: 226-230 °C
• functional group: ether
• SMILES string: [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
• InChI key: GUECWMLEUCWYOS-WKOQGQMTSA-M

Descripción

General description

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.

Legal Information

Sold in collaboration with BioBlocks, Inc.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves