5700-60-7

Basic information

• Product Name: (+/-)-1,2-DIPHENYLETHYLENEDIAMIN
• Synonyms: Ethylenediamine,1,2-diphenyl- (6CI,7CI,8CI);1,2-Diamino-1,2-diphenylethane;1,2-Diphenyl-1,2-ethanediamine;1,2-Diphenylethylenediamine;Bibenzyl-a,a'-diamine;NSC 167312;Stilbenediamine
• CAS NO: 5700-60-7
• Molecular Formula: C₁₄H₁₆N₂
• Molecular Weight: 212.2902
• Mol File: 5700-60-7.mol
• Article Data: 37

Chemical Properties

• Melting Point: 83 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 353.9 °C at 760 mmHg
• Flash Point: 199.9 °C
• Appearance: /
• Density: 1.106 g/cm³
• PKA: 9.78±0.10(Predicted)
• CAS DataBase Reference: (+/-)-1,2-DIPHENYLETHYLENEDIAMIN(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-1,2-DIPHENYLETHYLENEDIAMIN(5700-60-7)
• EPA Substance Registry System: (+/-)-1,2-DIPHENYLETHYLENEDIAMIN(5700-60-7)

Safety Data

• Hazardous Substances Data: 5700-60-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 109, p. 3152, 1987 DOI: 10.1021/ja00244a052

Upstream product

• 96871-58-8 dl-N,N'-bis(diphenylmethylene)-1,2-diphenyl-1,2-ethanediamine 
• 6944-06-5 (+/-)-erythro-α'-acetylamino-α-benzamino-bibenzyl 
• 144489-93-0 (3S,5R,6S,8S)-3,8-Diisopropyl-5,6-diphenyl-1,10-dioxa-4,7-diaza-cyclotridecane-2,9-dione 
• 155396-71-7 tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 622-42-4 1-nitro-1-phenylmethane 
• 6944-06-5 threo-1-acetamido-2-benzamido-1,2-diphenylethane 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 100-47-0 benzonitrile 
• 33722-46-2 isoamarine 
• 80424-18-6 (4R,5R)-2,4,5-Triphenyl-imidazolidine 
• 92-29-5 (E,E)-1,3,5-triphenyl-2,4-diazapenta-1,4-diene 
• 134-81-6 benzil 
• 572-45-2 benzil dioxime 

Downstream Products

• 31819-61-1 cis-5,6-diphenyl-piperazin-2-one 
• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 
• 951-87-1 2-diphenyl-1,2-ethylenediamine 
• 642-04-6 2,3,5,6-tetraphenylpyrazine 
• 40208-71-7 2,3,5,6-tetraphenyl-2,3-dihydro-pyrazine 
• 40208-60-4 2r,3t,5,6-tetraphenyl-2,3-dihydro-pyrazine 
• 3408-55-7 N.N'-Bis-<2.4.6-trimethyl-benzyliden>-meso-1.2-diphenyl-aethylendiamin 
• 1181-18-6 N_.N'-Bis-diisobutylmethylen-meso-1.2-diphenyl-aethylendiamin 
• 4057-61-8 3,4-diphenyl-1,2,5-thiadiazole 
• 41013-40-5 (C₆H₆(CH₃)(C(CH₃)2)(O)(CHNCHC₆H₅))2 
• 3190-15-6 N.N'-Bis-<1-propyl-aethyliden>-meso-1.2-diphenyl-aethylendiamin 
• 3190-05-4 N.N'-Bis-<2-dimethyl-propyliden>-meso-1.2-diphenyl-aethylendiamin 
• 1169-86-4 N,N'-Bis--meso-1,2-diamino-1,2-diphenyl-ethan 

Relevant articles and documents

Synthesis, characterization and biological studies of a sterically hindered symmetrical nitrogen donor ligand and its metal complexes

A new sterically hindered Schiff base ligand (SN-NNDMB) was synthesized from meso-1,2-diphenyl ethylenediamine (meso-stien) and 4-N,N′-dimethylaminobenzaldehyde. Its structure was determined by single-crystal X-ray diffraction data. The crystal structure of the organic ligand was found to be triclinic, space group P-1 with a = 6.1407(8) ?, b = 8.8372(12) ?, c = 12.0006(15) ?, α = 103.882(7)°, β = 95.325(8)°, γ = 91.082(7)°, F(0 0 0) = 254, Dc = 1.253 Mg/m3, μ = 0.571 mm?1, R = 0.0399, and wR = 0.1019. Co, Ni, Cu and Zn complexes of SN-NNDMB were also prepared and characterized by elemental analysis, IR-, mass-, NMR- and electronic- spectra, magnetic moment, molar conductance, powder XRD, and TGA. The obtained results show that the Schiff base ligand acts as a bidentate, coordinated through the azomethine nitrogen atoms. According to the biotest such as Antimicrobial, DNA binding, DNA cleaving, Anti-tubercular, Anticancer, and SOD-like activity, the compounds showed better activity after chelation. The Cu(II)-SN-NNDMB complex showed the highest bioactive potential amonst the analyzed compounds.

Chemoselective Photoredox Synthesis of Unprotected Primary Amines Using Ammonia

Unprotected α-amino carbon radicals are produced as novel intermediates via a transformation that merges acid-promoted N-H imine generation and chemoselective photocatalytic single-electron reduction. Coupling ammonia and aldehydes/ketones allows the generation of primary amines under mild conditions without the need for protecting groups. The key intermediate can be efficiently transformed into primary (di)amines by a formal dimerization, reductive amination via hydrogen atom transfer, and arylation through radical-radical coupling.

Synergistic copper-TEMPO catalysis of intermolecular vicinal diamination of styrenes

A copper-catalyzed, 2,2,6,6-tetramethyl piperidine N-oxy radical-assisted intermolecular diamination of styrenes with N-fluorobenzenesulfonimide has been developed. The current protocol proved amenable to a diverse array of styrenes via cascade radical addition to readily afford synthetically useful aromatic vicinal diamines with exclusive diastereoselectivity.