905682

Dimethylsulfoxonium-3-(pyridoyl)methylide

≥95%

• Synonym(s): 2-(Dimethyl(oxo)-sulfaneylidene)-1-(pyridin-3-yl)ethan-1-one
• Empirical Formula (Hill Notation): C₉H₁₁NO₂S
• CAS Number: 2218518-58-0
• Molecular Weight: 197.25
• UNSPSC Code: 12352005

Properties

• Assay: ≥95%
• form: solid
• reaction suitability: reaction type: C-C Bond Formation
• mp: 133-135 °C
• storage temp.: −20°C
• SMILES string: O=C(C1=CC=CN=C1)C=S(C)(C)=O

Description

General description

Sulfoxonium ylides are highly stable carbene precursors, serving as a safer alternative to diazo compounds as they that do not generate gases as byproducts. Sulfoxonium ylides have been shown to be effective in a wide array of transition metal catalyzed C-H functionalization and coupling reactions.

Other Notes

For additional technical information see Ketosulfoxonium Ylides: Safe, Versatile Carbene Equivalents

Rhodium(III)-catalyzed C−H functionalization of C-alkenyl azoles with sulfoxonium ylides for the synthesis of bridgehead N-fused[5,6]-bicyclic heterocycles

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable