14181-84-1

Basic information

• Product Name: N,2,2-Triphenylethenimine
• Synonyms: N-(2,2-Diphenylethenylidene)aniline;N-(Diphenylethenylidene)aniline;N,2,2-Triphenylethenimine;N-Phenyl-1,1-diphenylketenimine
• CAS NO: 14181-84-1
• Molecular Formula: C₂₀H₁₅N
• Molecular Weight: 269.34
• Mol File: 14181-84-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,2,2-Triphenylethenimine(CAS DataBase Reference)
• NIST Chemistry Reference: N,2,2-Triphenylethenimine(14181-84-1)
• EPA Substance Registry System: N,2,2-Triphenylethenimine(14181-84-1)

Safety Data

• Hazardous Substances Data: 14181-84-1(Hazardous Substances Data)

Upstream product

• 4214-38-4 (diphenylmethylene)triphenylphosphorane 
• 103-71-9 phenyl isocyanate 
• 71-43-2 benzene 
• 24952-49-6 triethyl-phenylimino-phosphorane 
• 525-06-4 diphenyl ketene 
• 16984-73-9 N-(diethyl-phenyl-phosphoranyliden)-aniline 
• 2325-27-1 N-phenyltriphenyliminophosphorane 
• 4695-14-1 2,2-diphenylacetanilide 
• 76711-20-1 chlore-methylene-di(tert-butyle)phosphorane 
• 5670-69-9 1,1'-(2-nitroethene-1,1-diyl)dibenzene 
• 62-53-3 aniline 
• 32658-87-0 diphenylthioacetic acid anilide 
• 1871-76-7 diphenylacetic acid chloride 
• 622-37-7 Phenyl azide 

Downstream Products

• 4695-14-1 2,2-diphenylacetanilide 
• 71871-88-0 6,6-dimethyl-1,3,3-triphenyl-tetrahydro-pyrrolo[1,2-b][1,2,4]oxadiazin-2-one 
• 62208-49-5 4-benzhydrylidene-3,5-diphenyl-1,3,4,5-tetrahydro-benzo[1,2,4,7]thiatriazepine 
• 127842-74-4 (2,2-Diphenyl-vinyl)-phenyl-carbamic acid methyl ester 
• 74808-06-3 O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-N,2,2-triphenylacetimidat 
• 134920-49-3 C₂₁H₁₆FNO 
• 108661-32-1 (2,2-Diphenyl-vinyl)-phenyl-carbamic acid tert-butyl ester 
• 108661-33-2 (2,2-Diphenyl-vinyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester 
• 108661-30-9 N-(2,2-diphenylvinyl)-N-phenylcarbamoylchloride 
• 108-80-5 cyanuric acid 
• 18963-84-3 2-diphenylmethylquinazolin-4(3H)-one 
• 100942-43-6 5-Benzhydrylidene-2,2,3-trimethyl-1-phenyl-2,5-dihydro-1H-pyrrole 
• 100942-41-4 5-Benzhydryl-2,3-dimethyl-1-phenyl-1H-pyrrole 
• 100942-42-5 2-Benzhydryl-3,4-dimethyl-1-phenyl-1H-pyrrole 

Relevant articles and documents

Base-mediated regioselective [3+2] annulation of ketenimines and isocyanides: Efficient synthesis of 1,4,5-trisubstituted imidazoles

A novel base-mediated regioselective [3+2] annulation of active methylene isocyanides with ketenimines has been developed. In the presence of t-BuOK, a wide range of ketenimines readily react with active methylene isocyanides in DMF at 40 °C to afford 1,4

Preparation of 1,2,5-Trisubstituted 1H-Imidazoles from Ketenimines and Propargylic Amines by Silver-Catalyzed or Iodine-Promoted Electrophilic Cyclization Reaction of Alkynes

From readily available propargylic amines, 1,2,5-trisubstituted imidazoles are efficiently obtained through a cascade reaction catalyzed by AgOTf or promoted by molecular iodine. The AgOTf-catalyzed reaction involves nucleophilic addition of propargylic amine to ketenimine, a silver-catalyzed electrophilic cyclization reaction of alkyne, and a tautomerism/isomerism/metal-H exchange cascade. The iodine-mediated counterpart yields 5-formyl-1,2-disubtituted imidazoles, which presumably includes a cascade hydrolysis/oxidation reaction. Furthermore, the presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazole can be converted into fused indeno[1,2-d]imidazole. 1,2,5-Trisubstituted imidazoles are efficiently prepared from readily available propargylic amines through a AgOTf-catalyzed or molecular iodine-promoted cascade reaction. The presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazoles can be converted into fused indeno[1,2-d]imidazoles.

New synthesis of diphenyl-N-(substituted)ketenimines from diaminophosphonium diazaylides

Diaminophosphonium diazaylides 2 react under mild conditions with diphenylacetyl chloride, to afford diphenyl-N-(substituted)ketenimines 4 or, depending on the case, their transformation products: either the tautomer 8, or the dimer 9. The general reactio