Tris(4-formylphenyl)amine

Base Information

• Chemical Name: Tris(4-formylphenyl)amine
• CAS No.: 119001-43-3
• Molecular Formula: C21H15NO3
• Molecular Weight: 329.355
• Hs Code.: 29223990
• European Community (EC) Number: 626-400-0
• NSC Number: 28900
• DSSTox Substance ID: DTXSID80282943
• Nikkaji Number: J686.697B
• Wikidata: Q72515162
• Mol file: 119001-43-3.mol

Synonyms:Tris(4-formylphenyl)amine;119001-43-3;4,4',4''-Nitrilotribenzaldehyde;4-(4-formyl-N-(4-formylphenyl)anilino)benzaldehyde;MFCD08276437;Tris-(4-formylphenyl)amine;NSC28900;YSZC088;SCHEMBL309261;DTXSID80282943;Tris(4-formylphenyl)amine, 97%;AMY10290;TRI-(4-FORMYLPHENYL)-AMINE;BBL100842;GEO-02432;NSC-28900;STL554636;AKOS005255702;CS-W011969;Benzaldehyde, 4,4',4''-nitrilotris-;4-[bis(4-formylphenyl)amino]benzaldehyde;AS-62174;FT-0642909;T2310;A804146;W-200088

Chemical Property of Tris(4-formylphenyl)amine

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 3.42E-12mmHg at 25°C
• Melting Point: 244-248 °C
• Refractive Index: 1.714
• Boiling Point: 551.101 °C at 760 mmHg
• PKA: -10.76±0.50(Predicted)
• Flash Point: 257.342 °C
• PSA: 54.45000
• Density: 1.289 g/cm³
• LogP: 4.59390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Chloroform
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 329.10519334
• Heavy Atom Count: 25
• Complexity: 376

Purity/Quality:

98%min ^*data from raw suppliers

Tris(4-formylphenyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)N(C2=CC=C(C=C2)C=O)C3=CC=C(C=C3)C=O
• Uses: Used in preparation of triangular ligands for self-assembly into M4L4 tetrahedra.

Technology Process of Tris(4-formylphenyl)amine

There total 11 articles about Tris(4-formylphenyl)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: 95.9%

→ tris(4-formylphenyl)amine (119001-43-3)

Guidance literature:

Reference yield: 90.0%

4,4'-diformyltriphenylamine (53566-95-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → tris(4-formylphenyl)amine (119001-43-3)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.666667h;

4,4'-diformyltriphenylamine; at 20 - 45 ℃; for 14h;

DOI:10.1039/c6nj01558a

Reference yield: 88.0%

N,N-diphenylaminobenzene (603-34-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → tris(4-formylphenyl)amine (119001-43-3)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 1h;

N,N-diphenylaminobenzene; at 0 - 80 ℃; for 4h;

DOI:10.1002/chem.201903450

upstream raw materials:

N,N-diphenylaminobenzene

N,N-dimethyl-formamide

4,4'-diformyltriphenylamine

4-(diphenylamino)benzaldehyde

Downstream raw materials:

(2R,3R,17R,18R)-1,4,10,16,19,25-hexaaza-10,25-di(p-formylphenyl)-(2,3:17,18)-dibutano-(6:9,11:14,21:24,26:29)-tetraetheno-(2H,3H,17H,18H)-tetrahydro-⁽³⁰⁾-annulene

tris(4-(1-phenylbenzimidazol-2-yl)phenyl)amine

C₃₅H₃₂N₂

Refernces

• 1、 Dheepika, Ramachandran,Mohamed Imran, Predhanekar,Bhuvanesh, Nattamai S. P.,Nagarajan, Samuthira. "Solution-Processable Unsymmetrical Triarylamines: Towards High Mobility and ON/OFF Ratio in Bottom-Gated OFETs". . p. 15155 - 15163. Retrieved 2019.
• 2、 Wang, Yueh-Ju,Sheu, Hwo-Shuenn,Lai, Chung K.. "New star-shaped triarylamines: synthesis, mesomorphic behavior, and photophysical properties". . p. 1695 - 1705. Retrieved 2007.
• 3、 Wang, Bin,Liu, Xicheng,Gong, Peiwei,Ge, Xingxing,Liu, Zhe,You, Jinmao. "Fluorescent COFs with a highly conjugated structure for visual drug loading and responsive release". . p. 519 - 522. Retrieved 2020.
• 4、 Mallegol, Thomas,Gmouh, Said,Meziane, Mohamed Ait Amer,Blanchard-Desce, Mireille,Mongin, Olivier. "Practical and efficient synthesis of tris(4-formylphenyl)amine, a key building block in materials chemistry". . p. 1771 - 1774. Retrieved 2005.
• 5、 Li, Chunchun,Yang, Wen,Zhou, Weiqun,Zhang, Mengmeng,Xue, Renyu,Li, Mengying,Cheng, Zhongqin. "Branching effect for aggregation-induced emission in fluorophores containing imine and triphenylamine structures". . p. 8837 - 8845. Retrieved 2016.
• 6、 Zhang, Mengmeng,Yang, Wen,Gong, Tingfeng,Zhou, Weiqun,Xue, Renyu. "Tunable AIEE fluorescence constructed from a triphenylamine luminogen containing quinoline-application in a reversible and tunable pH sensor". . p. 21672 - 21682. Retrieved 2017.
• 7、 Zhang, Xin,Gan, Xiaoping,Yao, Shun,Zhu, Weiju,Yu, Jianhua,Wu, Zhichao,Zhou, Hongping,Tian, Yupeng,Wu, Jieying. "Branched triphenylamine-core compounds: Aggregation induced two-photon absorption". . p. 60022 - 60028. Retrieved 2016.
• 8、 Jing, Xu,He, Cheng,Yang, Yang,Duan, Chunying. "A Metal-Organic Tetrahedron as a Redox Vehicle to Encapsulate Organic Dyes for Photocatalytic Proton Reduction". . p. 3967 - 3974. Retrieved 2015.
• 9、 Wang, Guan,Zhang, Xinhai,Geng, Junlong,Li, Kai,Ding, Dan,Pu, Kan-Yi,Cai, Liping,Lai, Yee-Hing,Liu, Bin. "Glycosylated star-shaped conjugated oligomers for targeted two-photon fluorescence imaging". . p. 9705 - 9713. Retrieved 2012.
• 10、 Jiang, Ke Jian,Sun, Ya Li,Shao, Ke Feng,Yang, Lian Ming. "Synthesis and properties of amorphous hole transport materials of triphenylamine based trihydrazones". . p. 50 - 51. Retrieved 2004.