118628-68-5

Basic information

• Product Name: (1R,2R)-(+)-N,N'-DIMETHYL-1,2-DIPHENYL-1,2-ETHANE DIAMINE
• Synonyms: (1R,2R)-(+)-N,N'-DIMETHYL-1,2-DIPHENYL-1,2-ETHANE DIAMINE;(1R,2R)-(+)-N,N'-DIMETHYL-1,2-DIPHENYLETHYLENEDIAMINE;(R,R)-1,2-Diphenyl-1,2-bis(N-methylamino)ethane.;(1R,2R)-(+)-N,N''-DIMETHYL-1,2-DIPHENYL-1,2-ETHANE DIAMINE 99%;(1R,2R)-(+)-N,N'-Dimethyl-1,2-diphenyl-1,2-ethane diamine,99%;(1R,2R)-N1,N2-DiMethyl-1,2-diphenylethane-1,2-diaMine;(1R,2R)-N,N′-Dimethyl-1,2-diphenylethane-1,2-diamine ;(1R,2R)-N,N'-Dimethyl-1,2-diphenylethane-1,2-diamine 97%
• CAS NO: 118628-68-5
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.34
• Product Categories: Chiral Compound
• Mol File: 118628-68-5.mol
• Article Data: 20

Chemical Properties

• Melting Point: 48-51 °C
• Boiling Point: 373.06°C (rough estimate)
• Flash Point: 193.9°C
• Appearance: White/Crystals
• Density: 1.0485 (rough estimate)
• Refractive Index: 1.5519 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.14±0.30(Predicted)
• CAS DataBase Reference: (1R,2R)-(+)-N,N'-DIMETHYL-1,2-DIPHENYL-1,2-ETHANE DIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-(+)-N,N'-DIMETHYL-1,2-DIPHENYL-1,2-ETHANE DIAMINE(118628-68-5)
• EPA Substance Registry System: (1R,2R)-(+)-N,N'-DIMETHYL-1,2-DIPHENYL-1,2-ETHANE DIAMINE(118628-68-5)

Safety Data

• Hazard Codes: C,N,Xn
• Statements: 34-50-22
• Safety Statements: 45-36/37/39-26-61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 118628-68-5(Hazardous Substances Data)

Usage

Chemical Properties

white crystals

Upstream product

• 622-29-7 N-Benzylidenemethylamine 
• 3969-04-8 Diethyl N,N'-(1,2-diphenylethylene)biscarbamate 
• 100-52-7 benzaldehyde 
• 69019-77-8 N,N'-Dimethyl-1,2-diphenyl-N,N'-bis-trimethylsilanyl-ethane-1,2-diamine 
• 234753-18-5 Diethyl (1R,2R)-N,N'-(1,2-diphenylethylene)biscarbamate 
• 1232773-83-9 (4R,5R)-1,3-dimethyl-2,4,5-triphenyl-1,3,2-diazaphospholidine 2-oxide 
• 22751-68-4 (+/-)-N,N'-dimethyl-1,2-diphenyl-1,2-ethylenediamine 
• 951-87-1 rac-1,2-diphenylethylene-1,2-diamine 
• 60509-62-8 (R,S)-N,N'-dimethyl-1,2-diphenylethylenediamine 
• 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 
• 234753-20-9 diethyl ((1S,2S)-1,2-diphenylethane-1,2-diyl)dicarbamate 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 

Downstream Products

• 138311-92-9 (4S,5S)-2-((Z)-2-Iodo-vinyl)-1,3-dimethyl-4,5-diphenyl-imidazolidine 
• 120454-63-9 (E)-3-[2-((4R,5R)-1,3-Dimethyl-4,5-diphenyl-imidazolidin-2-yl)-phenyl]-acrylic acid ethyl ester 
• 171822-03-0 (4R,5R)-1,3-Dimethyl-4,5-diphenyl-imidazolidine-2-carbaldehyde 

Relevant articles and documents

IMPROVED OPTICAL RESOLUTION OF R*,R* N,N-DIMETHYL 1,2-DIPHENYL ETHYLENE DIAMINE

Optically active N,N'-dimethyl 1,2-diphenyl ethylenediamine (DMPEDA) is easily prepared by resolution with tartaric acid.Its e.e. is determined by NMR through imidazolidine formation with (-) myrtenal.

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.

Development of Chiral Organosuperbase Catalysts Consisting of Two Different Organobase Functionalities

In the field of chiral Br?nsted base catalysis, a new generation of chiral catalysts has been highly anticipated to overcome the intrinsic limitation of pronucleophiles that are applicable to the enantioselective reactions. Herein, we reveal conceptually new chiral Br?nsted base catalysts consisting of two different organobase functionalities, one of which functions as an organosuperbase and the other as the substrate recognition site. Their prominent activity, which stems from the distinctive cooperative function by the two organobases in a single catalyst molecule, was demonstrated in the unprecedented enantioselective direct Mannich-type reaction of α-phenylthioacetate as a less acidic pronucleophile. The present achievement would provide a new guiding principle for the design and development of chiral Br?nsted base catalysts and significantly broaden the utility of Br?nsted base catalysis in asymmetric organic synthesis.

Synthesis of new bis(amidine)-cobalt catalysts and their application to styrene polymerization

Two new bis(amidine) cobalt(II) complexes were rationally designed and efficiently synthesized. The first synthesized cobalt complex was based on a cyclic bis(amidine) ligand with chiral vicinal diphenyl groups. The structure was verified by single-crystal X-ray crystallography. As expected from the ligand structure, the Co-N bonds in this complex were significantly shorter than those found in the corresponding 1,2-diimine cobalt complex. This indicates that the bis(amidine) ligand has better electron-donating capability than the 1,2-diimine ligand. Upon test polymerization of styrene, the complex exhibited a moderate activity of 5.88 × 105 g PS/(mol Co h). On the basis of this encouraging result, a new 1,2-diaminobenzene-derived bis(amidine) ligand was efficiently synthesized and used to make the corresponding cobalt(II) complex. When subjected to styrene polymerization, the resulting complex showed unusually high polymerization activity [164 × 105 g PS/(mol Co h)] and high conversion (>99%). The resulting polymer was identified as atactic polystyrene by 13C NMR spectroscopy analysis. The significantly enhanced styrene polymerization activity of the 1,2-diaminobenzene-originated bis(amidine) cobalt(II) complex is attributed to the improved electron-donating capability of the ligand.