(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

ALDRICH/683973 - 93%

Synonym: Bode Catalyst 2

CAS Number: 903571-02-8 (anhydrous)
Empirical Formula (Hill Notation): C₂₁H₂₂ClN₃O · H₂O
Molecular Weight: 385.89
Linear Formula: C₂₁H₂₂ClN₃O · H₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-683973-100MG	100 mg	$233.00 1/EA		Add To Favorites
45-683973-250MG	250 mg	$553.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	93%
form	solid
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
mp	226-230 °C
optical activity	[α]20/D +158°, c = 1 in chloroform
SMILES string	[Cl-].Cc1cc(C)c(c(C)c1)-[n+]2c[n@@H]3[C@@H]4[C@@H](Cc5ccccc45)OCc3n2

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.
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.
Legal Information:	Sold in collaboration with BioBlocks, Inc.
Packaging:	100 mg in clear glass bottle
Packaging:	250 mg in amber glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	93%
mp	226-230 °C
UNSPSC	12352005

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