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688487

Sigma-Aldrich

2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride

97%

Sinonimo/i:

Bode Catalyst 3

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About This Item

Formula empirica (notazione di Hill):
C14H18ClN3
Numero CAS:
862893-81-0
Peso molecolare:
263.77
Codice UNSPSC:
12352005
ID PubChem:
329761167
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Impiego in reazioni chimiche

reagent type: catalyst

Punto di fusione

200-205 °C

Stringa SMILE

[Cl-].Cc1cc(C)c(c(C)c1)-[n+]2cn3CCCc3n2

InChI

1S/C14H18N3.ClH/c1-10-7-11(2)14(12(3)8-10)17-9-16-6-4-5-13(16)15-17;/h7-9H,4-6H2,1-3H3;1H/q+1;/p-1
KKBONGWVMVUYPA-UHFFFAOYSA-M

Applicazioni

Catalyst for:
  • Intermolecular hydroacylation of cyclopropenes
  • Crossed acyloin condensations
  • Domino ring-opening redox amidation Knoevenagel condensation
  • Claisen rearrangement
  • Lewis acid- and N-heterocyclic carbene-catalyzed cyclocondensation reaction
  • Bode catalyst for enantioselective cyclizations

Note legali

Sold in collaboration with BioBlock, Inc.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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Articoli

N-Heterocyclic Carbene (NHC) Compounds

Rovis has demonstrated that triazolium salt in the presence of a base can act as an N-heterocyclic carbene organocatalyst1 in highly enantioselective intramolecular Stetter reactions.

Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

Contenuto correlato

Bode Group – Professor Product Portal

The Bode Group aims to develop new reactions and reagents for the synthesis of complex molecules. The Bode Group has developed N-mesityl-substituted NHCs as organocatalysts for the catalytic generation of reactive species including activated carboxylates, homoenolates, and enolates. These novel catalysts and reactions have made possible a new generation of highly enantioselective annulations from simple starting materials under mild reaction conditions, usually at room temperature and without added reagents. Furthering the goal of designing new reagents to enable the assembly of complex molecules, the Bode group has developed SnAP reagents for the facile, one-pot conversion of aldehydes into N-unprotected, saturated N-heterocycles, including bicyclic and spirocyclic structures. These easy to handle reagents provide a simple and robust alternative to the challenging and restrictive cross-coupling methods for the functionalization of saturated N-heterocycles.

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