N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine

Base Information

• Chemical Name: N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine
• CAS No.: 65181-78-4
• Deprecated CAS: 287099-83-6
• Molecular Formula: C38H32N2
• Molecular Weight: 516.685
• Hs Code.: 29215900
• European Community (EC) Number: 413-810-8,613-752-5
• DSSTox Substance ID: DTXSID6070275
• Nikkaji Number: J42.297E
• Wikidata: Q72446467
• Mol file: 65181-78-4.mol

Synonyms:65181-78-4;N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine;n4,n4'-diphenyl-n4,n4'-di-m-tolyl-[1,1'-biphenyl]-4,4'-diamine;N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine;C38H32N2;N,N'-Bis(3-methylphenyl)-N,N'-diphenylbenzidine;[1,1'-Biphenyl]-4,4'-diamine, N,N'-bis(3-methylphenyl)-N,N'-diphenyl-;3-methyl-N-[4-[4-(N-(3-methylphenyl)anilino)phenyl]phenyl]-N-phenylaniline;MFCD00144965;(1,1'-Biphenyl)-4,4'-diamine, N,N'-bis(3-methylphenyl)-N,N'-diphenyl-;EC 413-810-8;N,N'-Bis(3-methylphenyl)-N,N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine;N,N'-diphenyl-N,N'-bis(3-methylphenyl)-(1,1'-diphenyl)-4,4'-diamine;N,N'-diphenyl-N,N'-bis(3-methylphenyl)-[1,1'-biphenyl]-4,4'-diamine;(1,1'-Biphenyl)-4,4'-diamine, N4,N4'-bis(3-methylphenyl)-N4,N4'-diphenyl-;4,4'-Bis[N-phenyl-N-(m-tolyl)amino]biphenyl;[N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)]benzidine;N,N'-bis(3-methylphenyl)-N,N'-diphenyl-benzidine;N,N'-Bis(naphthalene-2-yl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine;n,n'-diphenyl-n,n'-bis(3-methylphenyl)-(1,1'-biphenyl)-4,4'-diamine;N,N'-diphenyl-N,N'-bis(m-methylphenyl)-1,1'-biphenyl-4,4'-diamine;N-(3-methylphenyl)-4-{4-[(3-methylphenyl)(phenyl)amino]phenyl}-N-phenylaniline;SCHEMBL36913;YSWG756;DTXSID6070275;3-methyl-N-[4-[4-[N-(m-tolyl)anilino]phenyl]phenyl]-N-phenyl-aniline;AKOS005145696;C38-H32-N2;CS-W002431;SB66523;4,4'-bis(phenyl-m-tolylamino) biphenyl;N,N-Diphenyl-N,N-bis(m-tolyl)benzidine;AC-32115;DS-14373;SY030048;n,n'-diphenyl-n,n'-bis(m-tolyl)benzidine;A8857;D2448;D3236;FT-0650189;N,N\'-Bis(3-methylphenyl)-N,N\'-diphenylbenzidine;N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)-benzidine;N,N`-Bis(3-methylphenyl)-N,N`-bis(phenyl)benzidine;TPD;N,N'-Bis(3-methylphenyl)-N,N'-diphenylbenzidine, 99%;N,N'-Bis(3-methylphenyl)-N,N'-Bis(phenyl)benzidine, 99%;N4,N4'-diphenyl-N4,N4'-dim-tolylbiphenyl-4,4'-diamine;N,N'-Bis(3-methylphenyl)-N,N'-diphenyl-4,4'-biphenyldiamine;N,N-BIS(3-METHYLPHENYL)-N,N-DIPHENYLBENZIDINE (TPD);N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine (purified by sublimation);N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine, (purified by sublimation);N,N-diphenyl-N,N-bis(m-methylphenyl)-1,1-biphenyl-4,4-diamine;N,N'-diphenyl-N,N'-bis{3-methylphenyl} { 1,1'-biphenyl}4,4'-diamine;N,N inverted exclamation mark -Bis(3-methylphenyl)-N,N inverted exclamation mark -diphenylbenzidine

Chemical Property of N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 3.356Pa at 25℃
• Melting Point: 169 °C
• Boiling Point: 680.1 °C at 760 mmHg
• PKA: -2.40±0.60(Predicted)
• Flash Point: 303.1 °C
• PSA: 6.48000
• Density: 1.149 g/cm³
• LogP: 10.91000
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 10.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 516.256549029
• Heavy Atom Count: 40
• Complexity: 660

Purity/Quality:

99% ^*data from raw suppliers

N,N'-Diphenyl-N,N'-di(m-tolyl)benzidine >98.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 36/37/38-51/53
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)C4=CC=C(C=C4)N(C5=CC=CC=C5)C6=CC=CC(=C6)C
• Uses: Hole transport material for electrophotographic photoconductor in xerography. Organic photoconductor. Hole transporter.
• Description: N,N′-Bis(3-methylphenyl)-N,N′-diphenylbenzidine, commonly abbreviated as TPD,?is widely used as hole transport materials in organic electronic devices.

Technology Process of N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)benzidine

There total 26 articles about N,N'-Bis(3-methylphenyl)-N,N'-bis(phenyl)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: 98.0%

meta-bromotoluene (591-17-3) + chlorobenzene (108-90-7) + p,p'-diaminobiphenyl (92-87-5) → 4,4'-bis(m-tolylphenylamino)biphenyl (65181-78-4)

Guidance literature:

With chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate; ruphos; In 1,4-dioxane; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja108074t

Reference yield: 93.5%

C40H32N2O4 → 4,4'-bis(m-tolylphenylamino)biphenyl (65181-78-4)

Guidance literature:

With copper(I) oxide; N,N,N,N,-tetramethylethylenediamine; at 200 ℃; for 4h; Temperature; Large scale;

Reference yield: 85.0%

4,4'-diiodobiphenyl (3001-15-8) + 3-Methyldiphenylamine (1205-64-7) → 4,4'-bis(m-tolylphenylamino)biphenyl (65181-78-4)

Guidance literature:

With potassium hydroxide; 1,10-Phenanthroline; copper(l) chloride; In toluene; at 125 ℃; for 5h;

DOI:10.1021/jo981804o

upstream raw materials:

3-Iodotoluene

N,N'-diphenyl-p-phenylenediamine

4-(4-bromophenyl)bromobenzene

3-Methyldiphenylamine

Downstream raw materials:

4-((4'-(phenyl(m-tolyl)amino)biphenyl-4-yl)(m-tolyl)amino)benzaldehyde

C₃₉H₃₄N₂O

C₆₆H₄₀F₂₄N₁₀O₈

C₃₉H₃₂N₂O

Refernces

• 1、 Gross,Anderson,Slaterbeck,Thayumanavan,Barlow,Zhang,Marder,Hall,Flore Nabor,Wang,Mash,Armstrong,Wightman. "Electrogenerated chemiluminescence from derivatives of aluminum quinolate and quinacridones: Cross-reactions with triarylamines lead to singlet emission through triplet-triplet annihilation pathways". . p. 4972 - 4979. Retrieved 2000.
• 2、 Stolka, M.,Yanus, J. F.,Pai, D. M.. "Hole Transport in Solid Solutions of a Diamine in Polycarbonate". . p. 4707 - 4714. Retrieved 1984.
• 3、 Jin, Xiongjie,Koizumi, Yu,Mizuno, Noritaka,Nozaki, Kyoko,Takayama, Satoshi,Yamaguchi, Kazuya,Yatabe, Takafumi. "Synthesis of unsymmetrically substituted triarylaminesviaacceptorless dehydrogenative aromatization using a Pd/C andp-toluenesulfonic acid hybrid relay catalyst". . p. 4074 - 4084. Retrieved 2020/05/25.
• 4、 Maddala, Sudhakar,Mallick, Sudesh,Venkatakrishnan, Parthasarathy. "Metal-Free Oxidative C-C Coupling of Arylamines Using a Quinone-Based Organic Oxidant". . p. 8958 - 8972. Retrieved 2017/09/11.