1292839-95-2

Basic information

• Product Name: C₁₁H₁₂N₂
• CAS NO: 1292839-95-2
• Molecular Weight: 172.23
• Mol File: 1292839-95-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₁H₁₂N₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₁H₁₂N₂(1292839-95-2)
• EPA Substance Registry System: C₁₁H₁₂N₂(1292839-95-2)

Safety Data

• Hazardous Substances Data: 1292839-95-2(Hazardous Substances Data)

Upstream product

• 433337-24-7 1-benzyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide salt 
• 500996-04-3 1-methyl-3-(phenylmethyl)-1H-imidazolium tetrafluoroborate 

Relevant articles and documents

Stability and organocatalytic efficiency of N-heterocyclic carbenes electrogenerated in organic solvents from imidazolium ionic liquids

The kinetic of degradation of 1-butyl-3-methylimidazole-2-ylidene (selected as model N-heterocyclic carbene - NHC), generated in organic solvents by cathodic reduction of the parent 1-butyl-3-methylimidazolium salts BMIm-X, was studied by a simple voltammetric analysis. The effect of NHC degradation rate on the efficiency of an organocatalyzed reaction (the synthesis of γ-butyrolactone from cinnamaldehyde and trifluoromethylacetophenone) was investigated. The nature of the solvent and of the anion X- have a remarkable effect on the stability of the NHC, the bis(trifluoromethylsulfonyl) imide anion being the best for a long lasting carbene (while acetonitrile seems to be the worst solvent). The role of X- has been related to a competition between NHC and X-, in the hydrogen bonding interaction with BMIm+. The higher the stabilization of NHC by hydrogen bond, the lower its degradation rate. These hydrogen bonding interactions, previously reported in pure BMIm-X, seem to be operative even in organic solvents containing BMIm-X at low concentrations (c -1). The effect of the nitrogen alkyl substituents on the degradation of NHC (and thus on its efficiency as organocatalyst) is also pointed out.