Bode Catalyst 2

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Bode Catalyst 2 Basic information
Product Name:Bode Catalyst 2
Synonyms:(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;Bode Catalyst 2;GUECWMLEUCWYOS-WKOQGQMTSA-M;(+)-(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;(+)-(5aR,10bS)-5a,10b-Dihydro-2-mesityl-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Chloride Bode Catalyst 2;(+)-(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 ;(+)-(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;[5a-R,10b-S]-2-(2,4,6-Trimethyl-phenyl)-2,5a,6,10b-tetrahydro-4H-5-oxa-2,3-diaza-10c-azonia-cyclopenta[c]fluorene chloride
CAS:903571-02-8
MF:C21H22ClN3OH2O
MW:0
EINECS:
Product Categories:
Mol File:903571-02-8.mol
Bode  Catalyst  2 Structure
Bode Catalyst 2 Chemical Properties
Melting point 226-230 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form powder to crystal
color White to Gray to Red
Optical Rotation[α]20/D +158°, c = 1 in chloroform
InChI1S/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
InChIKeyGUECWMLEUCWYOS-WKOQGQMTSA-M
SMILES[Cl-].Cc1cc(C)c(c(C)c1)-[n+]2c[n@@H]3[C@@H]4[C@@H](Cc5ccccc45)OCc3n2
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
WGK Germany 3
HS Code 29349990
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
Bode Catalyst 2 Usage And Synthesis
Uses(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.

General DescriptionIt 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.
Bode Catalyst 2 Preparation Products And Raw materials
Tag:Bode Catalyst 2(903571-02-8) Related Product Information
1-[2-(4-Chlorophenyl)-1-(1-hydroxy-1-phenylethyl)ethyl]-1,2,4-triazole (5aS,10bR)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6HIndeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6HIndeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate 4H,6H-Indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium, 5a,10b-dihydro-2-[2,4,6-tris(1-methylethyl)phenyl]-, (5aR,10bS)-, tetrafluoroborate(1-) (1:1) (5aS,10bR)-2-(2,6-Diethylphenyl)-5a,10b-dihydro-4H,6Hindeno[ 2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Tetrafl uoroborate,99%e.e. (5aR,10bS)-2-(2,6-Diethylphenyl)-5a,10b-dihydro-4H,6Hindeno[ 2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium Tetrafl uoroborate