N,N,N',N'-Tetrakis(4-methylphenyl)-benzidine

Base Information

• Chemical Name: N,N,N',N'-Tetrakis(4-methylphenyl)-benzidine
• CAS No.: 76185-65-4
• Molecular Formula: C40H36 N2
• Molecular Weight: 544.739
• Hs Code.: 29215900
• European Community (EC) Number: 616-303-1
• DSSTox Substance ID: DTXSID501194714
• Nikkaji Number: J687.701J
• Mol file: 76185-65-4.mol

Synonyms:76185-65-4;N,N,N',N'-Tetrakis(4-methylphenyl)-benzidine;N4,N4,N4',N4'-Tetra-p-tolyl-[1,1'-biphenyl]-4,4'-diamine;N,N,N',N'-Tetrakis(p-tolyl)benzidine;N,N,N',N'-Tetrakis(4-methylphenyl)benzidine;n,n,n',n'-tetra(4-methylphenyl)-1,1'-biphenyl-4,4'-diamine;4-methyl-N-[4-[4-(4-methyl-N-(4-methylphenyl)anilino)phenyl]phenyl]-N-(4-methylphenyl)aniline;[1,1'-Biphenyl]-4,4'-diamine, N,N,N',N'-tetrakis(4-methylphenyl)-;SCHEMBL75876;MVIXNQZIMMIGEL-UHFFFAOYSA-N;DTXSID501194714;AMY18005;N,N,N',N'-Tetra-p-tolylbenzidine;MFCD00799300;N,N,N',N'-Tetra(p-tolyl)benzidine;AKOS015840441;SB66321;AC-18149;AS-39348;FT-0641586;T2269;T3265;3,3'-Bis[di(p-tolyl)amino]biphenyl, >/=98%;N4,N4,N4',N4'-tetrap-tolylbiphenyl-4,4'-diamine;N,N,N',N'-Tetrakis(p-tolyl)benzidine, >98.0%(HPLC);N,N,N',N'-tetrakis(4-methylphenyl)biphenyl-4,4'-diamine;N,N,N',N'-Tetrakis(4-methylphenyl)-4,4'-biphenyldiamine [;N,N,N',N'-tetrakis(4tolyl)-(1,1 '-biphenyl)-4,4'-diamine;N,N,N',N'-Tetrakis(p-tolyl)benzidine(purifiedbysublimation);N,N,N',N'-Tetrakis(p-tolyl)benzidine (purified by sublimation);[1,1'-biphenyl]-4,4'-diamine, N4,N4,N4',N4'-tetrakis(4-methylphenyl)-

Chemical Property of N,N,N',N'-Tetrakis(4-methylphenyl)-benzidine

Chemical Property:

• Melting Point: 218 °C
• Boiling Point: 701.741 °C at 760 mmHg
• PKA: -1.70±0.60(Predicted)
• Flash Point: 310.749 °C
• PSA: 6.48000
• Density: 1.13 g/cm³
• LogP: 11.52680
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Tetrahydrofuran
• XLogP3: 11.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 544.287849157
• Heavy Atom Count: 42
• Complexity: 652

Purity/Quality:

99% ^*data from raw suppliers

N,N,N',N'-Tetrakis(p-tolyl)benzidine >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N(C2=CC=C(C=C2)C)C3=CC=C(C=C3)C4=CC=C(C=C4)N(C5=CC=C(C=C5)C)C6=CC=C(C=C6)C

Technology Process of N,N,N',N'-Tetrakis(4-methylphenyl)-benzidine

There total 7 articles about N,N,N',N'-Tetrakis(4-methylphenyl)-benzidine 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: 99.0%

N-phenyl-di-p-tolylamine (20440-95-3) → N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl (76185-65-4)

Guidance literature:

N-phenyl-di-p-tolylamine; With methanesulfonic acid; In dichloromethane; at 0 ℃;

With chloranil; In dichloromethane; at 0 - 20 ℃; for 0.0166667h;

DOI:10.1021/acs.joc.7b01377

Reference yield: 96.2%

4-(4-bromophenyl)bromobenzene (92-86-4) + di-p-tolylamine (620-93-9) → N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl (76185-65-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; In o-xylene; at 200 ℃; for 2h; Solvent; Temperature; Inert atmosphere; Dean-Stark;

Reference yield: 93.0%

para-bromotoluene (106-38-7) + p,p'-diaminobiphenyl (92-87-5) → N,N,N',N'-tetraphenyl-4,4'-diaminobiphenyl (76185-65-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium t-butanolate; In o-xylene; at 144 ℃; for 48h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2014.05.048

upstream raw materials:

4,4'-diiodobiphenyl

di-p-tolylamine

4-bromo-N,N-di-p-tolylaniline

N-phenyl-di-p-tolylamine

Refernces

• 1、 Matsumoto, Kenji,Toubaru, Yasunori,Tachikawa, Shohei,Miki, Ayaka,Sakai, Kentaro,Koroki, Syota,Hirokane, Tsukasa,Shindo, Mitsuru,Yoshida, Masahiro. "Catalytic and Aerobic Oxidative Biaryl Coupling of Anilines Using a Recyclable Heterogeneous Catalyst for Synthesis of Benzidines and Bicarbazoles". . p. 15154 - 15166. Retrieved 2020/12/23.
• 2、 Tao, Xiaochun,Li, Lei,Zhou, Yu,Qian, Xuanying,Zhao, Min,Cai, Liangzhen,Xie, Xiaomin. "PdCl2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides". . p. 1749 - 1754. Retrieved 2017/10/06.