(1S,2S)-N,N,N',N'-Tetramethyl-1,2-diphenylethane-1,2-diamine

Base Information

• Chemical Name: (1S,2S)-N,N,N',N'-Tetramethyl-1,2-diphenylethane-1,2-diamine
• CAS No.: 91361-07-8
• Molecular Formula: C₁₈H₂₄N₂
• Molecular Weight: 268.402
• DSSTox Substance ID: DTXSID50518246
• Wikidata: Q72507618
• Mol file: 91361-07-8.mol

Synonyms:91361-07-8;(1S,2S)-N,N,N',N'-TETRAMETHYL-1,2-DIPHENYLETHANE-1,2-DIAMINE;(1S,2S)-N1,N1,N2,N2-tetramethyl-1,2-diphenylethane-1,2-diamine;(1S,2S)-1,2-Bis(dimethylamino)-1,2-diphenylethane;DTXSID50518246;BS-51403;CS-0160009;E76547;A843810;[(1S,2S)-2-(DIMETHYLAMINO)-1,2-DIPHENYLETHYL]DIMETHYLAMINE;(1S,2S)-N~1~,N~1~,N~2~,N~2~-Tetramethyl-1,2-diphenylethane-1,2-diamine

Chemical Property of (1S,2S)-N,N,N',N'-Tetramethyl-1,2-diphenylethane-1,2-diamine

Chemical Property:

• Boiling Point: 328.6 °C at 760 mmHg
• PKA: 7.52±0.50(Predicted)
• Flash Point: 138.3 °C
• PSA: 6.48000
• Density: 1.012 g/cm³
• LogP: 3.59220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 268.193948774
• Heavy Atom Count: 20
• Complexity: 235

Purity/Quality:

98%min ^*data from raw suppliers

(1S,2S)-N,N,N',N'-Tetramethyl-1,2-diphenylethane-1,2-diamine 98%, 98+%ee ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(C1=CC=CC=C1)C(C2=CC=CC=C2)N(C)C
• Isomeric SMILES: CN(C)[C@@H](C1=CC=CC=C1)[C@H](C2=CC=CC=C2)N(C)C

Technology Process of (1S,2S)-N,N,N',N'-Tetramethyl-1,2-diphenylethane-1,2-diamine

There total 20 articles about (1S,2S)-N,N,N',N'-Tetramethyl-1,2-diphenylethane-1,2-diamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

N,N,N',N'-tetramethyl-C-phenylmethanediamine (13880-55-2) → N,N,N',N'-tetramethyl-1,2-diphenylethane-1,2-diamine (86926-25-2,91361-07-8,94533-51-4,94533-52-5,61900-97-8)

Guidance literature:

With titanium tetrachloride; magnesium; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1002/hlca.19880710818

Reference yield: 92.0%

benzylidene dimethyl ammonium chloride (52853-20-0) → N,N,N',N'-tetramethyl-1,2-diphenylethane-1,2-diamine (86926-25-2,91361-07-8,94533-51-4,94533-52-5,61900-97-8)

Guidance literature:

With titanium tetrachloride; magnesium; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1002/hlca.19880710818

Reference yield: 85.0%

terephthalonitrile (623-26-7) + N,N'-dimethylbenzylamine (103-83-3) → N,N,N',N'-tetramethyl-1,2-diphenylethane-1,2-diamine (86926-25-2,91361-07-8,94533-51-4,94533-52-5,61900-97-8) + C16H16N2

Guidance literature:

With thiobenzoic acid; potassium phosphate; In N,N-dimethyl acetamide; at 20 ℃; for 6h; Wavelength; Reagent/catalyst; Irradiation;

DOI:10.1021/acscatal.0c04722

upstream raw materials:

N,N,N',N'-tetramethyl-C-phenylmethanediamine

benzylidene dimethyl ammonium chloride

benzaldehyde

dimethyl amine

Downstream raw materials:

N,N'-dimethylbenzylamine

benzaldehyde

N-Benzylidenemethylamine

Refernces

• 1、 Fujita, Masashi,Kobayashi, Fumihisa,Ide, Takafumi,Egami, Hiromichi,Hamashima, Yoshitaka. "Oxidative and Redox-Neutral Approaches to Symmetrical Diamines and Diols by Single Electron Transfer/Hydrogen Atom Transfer Synergistic Catalysis". supporting information. p. 7151 - 7155. Retrieved 2020/12/01.
• 2、 Hatano, Bunpei,Tachikawa, Tomoharu,Mori, Tetsunori,Nagahashi, Keita,Kijima, Tatsuro. "Reductive coupling of aromatic N,N-acetals using zinc and chlorotrimethylsilane". supporting information; experimental part. p. 3467 - 3469. Retrieved 2011/07/08.