Tris(4-aminophenyl)amine

Base Information

• Chemical Name: Tris(4-aminophenyl)amine
• CAS No.: 5981-09-9
• Molecular Formula: C18H18N4
• Molecular Weight: 290.368
• Hs Code.: 29215900
• European Community (EC) Number: 227-791-7
• DSSTox Substance ID: DTXSID2064074
• Nikkaji Number: J223.925F
• Wikidata: Q72514933
• Mol file: 5981-09-9.mol

Synonyms:Tris(4-aminophenyl)amine;5981-09-9;4,4',4''-Triaminotriphenylamine;TRIS(P-AMINOPHENYL)AMINE;N1,N1-bis(4-aminophenyl)benzene-1,4-diamine;1,4-Benzenediamine, N,N-bis(4-aminophenyl)-;4-N,4-N-bis(4-aminophenyl)benzene-1,4-diamine;N,N-Bis(4-aminophenyl)-1,4-benzenediamine;N,N-Bis(4-aminophenyl)benzene-1,4-diamine;MFCD00778301;TAPA;tri(4-aminophenyl)amine;tris(4-aminophenyl)-amine;tris-(4-aminophenyl)amine;tris(4-aminotriphenyl)amine;YSWG096;SCHEMBL308803;DTXSID2064074;EINECS 227-791-7;AKOS015920076;CS-W002676;DS-1169;SB82110;SY030418;T2332;N4,N4-bis(4-aminophenyl)benzene-1,4-diamine;1,4-Benzenediamine, N1,N1-bis(4-aminophenyl)-;A909433

Chemical Property of Tris(4-aminophenyl)amine

Chemical Property:

• Appearance/Colour: Yellow Crystalline Solid
• Vapor Pressure: 4.63E-13mmHg at 25°C
• Melting Point: 230 °C
• Refractive Index: 1.751
• Boiling Point: 571.3°C at 760 mmHg
• PKA: 7.03±0.10(Predicted)
• Flash Point: 294.1°C
• PSA: 81.30000
• Density: 1.276g/cm³
• LogP: 5.64660
• Storage Temp.: -20°C Freezer
• Solubility.: Soluble in DMSO, DMF, Insoluble in methanol & water
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 290.153146591
• Heavy Atom Count: 22
• Complexity: 272

Purity/Quality:

99%min. ^*data from raw suppliers

Tris(p-aminophenyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)N(C2=CC=C(C=C2)N)C3=CC=C(C=C3)N

Technology Process of Tris(4-aminophenyl)amine

There total 12 articles about Tris(4-aminophenyl)amine 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: 95.7%

tris(4-nitrophenyl)amine (20440-93-1) → 4,4',4-triaminotriphenylamine (5981-09-9)

Guidance literature:

tris(4-nitrophenyl)amine; With hydrogenchloride; tin; In ethanol; water; for 16h; Reflux;

With sodium hydroxide; In water;

Reference yield: 85.0%

1-N,1-N-bis(4-nitrophenyl)benzene-1,4-diamine (33331-95-2) → 4,4',4-triaminotriphenylamine (5981-09-9)

Guidance literature:

With palladium 10% on activated carbon; hydrazine hydrate; In tetrahydrofuran; ethanol; for 16h; Reflux;

DOI:10.1002/ejoc.201100812

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → 4,4',4-triaminotriphenylamine (5981-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / K₂CO₃ / dimethylsulfoxide / 72 h / 90 °C

2: 78 percent / Sn; aq. HCl / 3 h / Heating

With hydrogenchloride; tin; potassium carbonate; In dimethyl sulfoxide;

DOI:10.1039/b404828h

upstream raw materials:

tris(4-nitrophenyl)amine

1-N,1-N-bis(4-nitrophenyl)benzene-1,4-diamine

4-Fluoronitrobenzene

1,4-phenylenediamine

Downstream raw materials:

4,4',4''-(1E,1'E,1''E)-[4,4',4''-nitrilotris(4,1-phenylene)tris(azan-1-yl-1-ylidene)]tris(methan-1-yl-1-ylidene)tris(2,3-dihydroxy-N-[(S)-1-phenylethyl]benzamide)

C₃₆H₄₂N₄O₁₂

tris(4-(4,4'-dimethoxydiphenylaminyl)phenyl)amine

Refernces

• 1、 Sun, Shichao,Shu, Qinghai,Lin, Pengchao,Li, Yanyue,Jin, Shaohua,Chen, Xin,Wang, Dequan. "Triphenylamine based lab-on-a-molecule for the highly selective and sensitive detection of Zn2+ and CN- in aqueous solution". . p. 93826 - 93831. Retrieved 2016.
• 2、 Fu, Jin,Wu, Biao,Yang, Xiao-Juan,Zhang, Dan,Zhang, Huizheng,Zhang, Wenyao,Zhao, Yanxia,Zheng, Bo. "Chirality transcription in the anion-coordination-driven assembly of tetrahedral cages". . p. 2475 - 2478. Retrieved 2020.
• 3、 Li, Fen,Li, Xiaohui,Wang, Ying,Zhang, Xin. "Trismaleimide Dendrimers: Helix-to-Superhelix Supramolecular Transition Accompanied by White-Light Emission". supporting information. p. 17994 - 18002. Retrieved 2019/11/13.