22751-68-4

Basic information

• Product Name: 1,2-Ethanediamine, N,N'-dimethyl-1,2-diphenyl-
• Synonyms: 1,2-Ethanediamine,N,N'-dimethyl-1,2-diphenyl
• CAS NO: 22751-68-4
• Molecular Formula: C16H20N2
• Molecular Weight: 240.348
• Mol File: 22751-68-4.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 1,2-Ethanediamine, N,N'-dimethyl-1,2-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediamine, N,N'-dimethyl-1,2-diphenyl-(22751-68-4)
• EPA Substance Registry System: 1,2-Ethanediamine, N,N'-dimethyl-1,2-diphenyl-(22751-68-4)

Safety Data

• Hazardous Substances Data: 22751-68-4(Hazardous Substances Data)

Upstream product

• 234753-20-9 diethyl ((1S,2S)-1,2-diphenylethane-1,2-diyl)dicarbamate 
• 100-52-7 benzaldehyde 
• 622-29-7 N-Benzylidenemethylamine 
• 22751-68-4 (+/-)-N,N'-dimethyl-1,2-diphenyl-1,2-ethylenediamine 
• 3969-04-8 Diethyl N,N'-(1,2-diphenylethylene)biscarbamate 
• 69019-77-8 N,N'-Dimethyl-1,2-diphenyl-N,N'-bis-trimethylsilanyl-ethane-1,2-diamine 
• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 
• 541-41-3 chloroformic acid ethyl ester 
• 220665-71-4 N-((1S,2S)-2-Formylamino-1,2-diphenyl-ethyl)-formamide 
• 25521-74-8 N-benzylidenemethylamine 
• 6130-87-6 Tetramethyltetrazon 
• 100-51-6 benzyl alcohol 
• 951-87-1 rac-1,2-diphenylethylene-1,2-diamine 
• 60509-62-8 (R,S)-N,N'-dimethyl-1,2-diphenylethylenediamine 

Downstream Products

• 119092-13-6 (4S,5S)-1,3-Dimethyl-2-(2-methyl-pentyl)-4,5-diphenyl-imidazolidine 
• 119092-08-9 (4S,5S)-2-Cyclohex-3-enyl-1,3-dimethyl-4,5-diphenyl-imidazolidine 
• 198625-67-1 (4S,5S)-2-chloro-1,3-dimethyl-4,5-diphenylimidazolinium chloride 
• 135075-64-8 Methyl (4RS,5RS)-(E)-3-(1,3-Dimethyl-4,5-diphenylimidazolidin-2-yl)propenoate 
• 597526-82-4 (2R,10bS)-3-((4R,5R)-1,3-Dimethyl-4,5-diphenyl-imidazolidin-2-yl)-2-methyl-1,10b-dihydro-2H-pyrido[2,1-a]isoindol-6-one 
• 597526-81-3 (2R,10bS)-3-((4S,5S)-1,3-Dimethyl-4,5-diphenyl-imidazolidin-2-yl)-2-methyl-1,10b-dihydro-2H-pyrido[2,1-a]isoindol-6-one 
• 22751-68-4 (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine 
• 118628-68-5 (1R,2R)-(+)-N,N'-dimethyl-1,2-diphenyl-ethylenediamine 
• 1105044-51-6 N,N'-[(1S,2S)-1,2-diphenylethane-1,2-diyl] bis[2-(dimethylamino)-N-methylacetamide] 

Relevant articles and documents

Substrate-Induced Dimerization Assembly of Chiral Macrocycle Catalysts toward Cooperative Asymmetric Catalysis

An artificial system of substrate-induced dimerization assembly of chiral macrocycle catalysts enables a highly cooperative hydrogen-bonding activation network for efficient enantioselective transformation. These macrocycles contain two thiourea and two chiral diamine moieties and dimerize with sulfate to form a sandwich-like assembly. The macrocycles then adopt an extended conformation and reciprocally complement the hydrogen-bonding interaction sites. Inspired by the guest-induced dynamic assembly, these macrocycles catalyze the decarboxylative Mannich reaction of cyclic aldimines containing a sulfamate heading group. The imine substrate can be activated toward nucleophilic attack of β-ketoacid by a cooperative hydrogen-bonding network enabled by sulfamate-induced dimerization assembly of the macrocycle catalysts. Highly efficient (>95 % yield in most cases) and enantioselective (up to 97.5:2.5 er) transformation of a variety of substrates using only 5 mol % macrocycle was achieved.

Dynamic Kinetic Resolution of Heterobiaryl Ketones by Zinc-Catalyzed Asymmetric Hydrosilylation

A diastereo- and highly enantioselective dynamic kinetic resolution (DKR) of configurationally labile heterobiaryl ketones is described. The DKR proceeds by zinc-catalyzed hydrosilylation of the carbonyl group, thus leading to secondary alcohols bearing axial and central chirality. The strategy relies on the labilization of the stereogenic axis that takes place thanks to a Lewis acid–base interaction between a nitrogen atom in the heterocycle and the ketone carbonyl group. The synthetic utility of the methodology is demonstrated through stereospecific transformations into either N,N-ligands or appealing axially chiral, bifunctional thiourea organocatalysts.

Indium trichloride: A versatile catalyst for the synthesis of fully saturated imidazoles

Ketimines are readily reduced to corresponding vicinal diamines using InCl3 and zinc followed by simple cyclization to fully saturated imidazoles with various aldehydes. InCl3 has been found to play an efficient catalytic role for th