(S)-(-)-1,2,2-Triphenylethylamine

Base Information

• Chemical Name: (S)-(-)-1,2,2-Triphenylethylamine
• CAS No.: 352535-04-7
• Molecular Formula: C₂₀H₁₉N
• Molecular Weight: 273.378
• DSSTox Substance ID: DTXSID80584252
• Nikkaji Number: J1.704.676D
• Wikidata: Q82475883
• Mol file: 352535-04-7.mol

Synonyms:(S)-(-)-1,2,2-Triphenylethylamine;352535-04-7;42291-10-1;(1S)-1,2,2-TRIPHENYLETHANAMINE;(S)-1,2,2-TRIPHENYLETHYLAMINE;Benzeneethanamine,a,b-diphenyl-;SCHEMBL1143202;DTXSID80584252;(S)-1,2,2-Triphenylethan-1-amine;AKOS015894753;(1S)-1,2,2-Triphenylethan-1-amine;(S)-(-)-1,2,2-Triphenylethylamine, 97%

Chemical Property of (S)-(-)-1,2,2-Triphenylethylamine

Chemical Property:

• Melting Point: 66-69 °C(lit.)
• Boiling Point: 380.2±11.0 °C(Predicted)
• PKA: 8.52±0.10(Predicted)
• PSA: 26.02000
• Density: 1.088±0.06 g/cm3(Predicted)
• LogP: 5.21880
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 273.151749610
• Heavy Atom Count: 21
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

(S)-(?)-1,2,2-Triphenylethylamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)C(C3=CC=CC=C3)N
• Isomeric SMILES: C1=CC=C(C=C1)[C@H](C(C2=CC=CC=C2)C3=CC=CC=C3)N

Technology Process of (S)-(-)-1,2,2-Triphenylethylamine

There total 4 articles about (S)-(-)-1,2,2-Triphenylethylamine 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:

diethyl (diphenylmethyl)phosphonate (27329-60-8) → 1,2,2-triphenylethylamine (42291-10-1,352535-04-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine; lithium perchlorate / acetonitrile / 5 h / 20 °C / Inert atmosphere; Electrochemical reaction

3.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

With 2,6-dimethylpyridine; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; lithium perchlorate; sodium hydroxide; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1002/anie.201801106

Reference yield:

benzaldehyde (100-52-7) → 1,2,2-triphenylethylamine (42291-10-1,352535-04-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine; lithium perchlorate / acetonitrile / 5 h / 20 °C / Inert atmosphere; Electrochemical reaction

3.1: sodium hydroxide / tetrahydrofuran; water / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

With 2,6-dimethylpyridine; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; lithium perchlorate; sodium hydroxide; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1002/anie.201801106

Reference yield:

1,1,1,3,3,3-hexafluoropropan-2-yl 2,2,3-triphenylaziridine-1-sulfonate → 1,2,2-triphenylethylamine (42291-10-1,352535-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / tetrahydrofuran; water / 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

With palladium 10% on activated carbon; hydrogen; sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1002/anie.201801106

upstream raw materials:

nitro-triphenyl-ethene

diethyl (diphenylmethyl)phosphonate

benzaldehyde

Refernces