23893-31-4

Basic information

• Product Name: (1-cyclohexyl-3t-phenyl-aziridin-2r-yl)-(4-nitro-phenyl)-methanone
• CAS NO: 23893-31-4
• Molecular Weight: 350.417
• Mol File: 23893-31-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1-cyclohexyl-3t-phenyl-aziridin-2r-yl)-(4-nitro-phenyl)-methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (1-cyclohexyl-3t-phenyl-aziridin-2r-yl)-(4-nitro-phenyl)-methanone(23893-31-4)
• EPA Substance Registry System: (1-cyclohexyl-3t-phenyl-aziridin-2r-yl)-(4-nitro-phenyl)-methanone(23893-31-4)

Safety Data

• Hazardous Substances Data: 23893-31-4(Hazardous Substances Data)

Upstream product

• 24374-10-5 α-bromo-4'-nitro-chalcone 
• 108-91-8 cyclohexylamine 

Downstream Products

• 21364-57-8 [3-cyclohexyl-5-((E)-1,2-diphenyl-vinyl)-2-phenyl-2,3-dihydro-oxazol-4-yl]-(4-nitro-phenyl)-methanone 
• 25674-70-8 (4-nitro-phenyl)-naphtho[1,2-d]oxazol-2-yl-methanone 
• 23893-21-2 [3-cyclohexyl-5-(4-nitro-anilino)-2-phenyl-2,3-dihydro-thiazol-4-yl]-(4-nitro-phenyl)-methanone 
• 23893-23-4 (3-cyclohexyl-5-naphthalen-1-ylamino-2-phenyl-2,3-dihydro-thiazol-4-yl)-(4-nitro-phenyl)-methanone 
• 23893-22-3 [3-cyclohexyl-5-(3-nitro-anilino)-2-phenyl-2,3-dihydro-thiazol-4-yl]-(4-nitro-phenyl)-methanone 

Relevant articles and documents

Etude cinetique de l'ouverture thermique de la liaison C-C d'aziridines et d'epoxydes dipoles-1,3 potentiels: I. Methode d'etude experimentale

The thermolysis of the 2-cyanoaziridines (1), 2-alkoxycarbonylaziridines (2), 2-arylaziridines (3), and 2,2-dicyano-3-aryloxiranes (4) leads to a rupture of the carbon-carbon bond yielding an azomethine ylide and the ylide of a carbonyl.The reaction of these ylides of azomethine with methyl acetylene dicarboxylate (MADC) leads to the formation of a 3-pyroline, which is transformed, according to the substituants, to a 2-pyrroline or to pyrrole.The addition of the ylides of carbonyl leads to the formation of dihydrofurans.Through the kinetic treatment of the addition of these heterocyclic compounds (1 to 4) to MADC, it is possible to determine the rate constants for the opening of the C-C bond(k1).In the case of the aziridines 1, the rates have been determined by ir while hplc has been used in the other cases.Relative to the heterocyclic compounds, the order of the experimental rate constants (kex) is always equal to one.In the cases of the N-cyclohexyl-2-cyano-3-alkylaziridines and of the N-cyclohexyl-2-carbomethoxy-3-phenylaziridine, kex varies with the concentration of MADC and this implies that the rate constants for the cycloaddition of the ylide of azomethyne and its reclosing to give aziridine are similar.In the other cases, kex is independent of the concentration of MADC and this implies that the heterocyclic compounds are slowly transformed into 1,3-dipoles, followed by a rapid cycloaddition, kex ca. k1.