N,N-Bis(M-tolyl)benzenaMine

Base Information

• Chemical Name: N,N-Bis(M-tolyl)benzenaMine
• CAS No.: 13511-11-0
• Molecular Formula: C20H19N
• Molecular Weight: 273.378
• European Community (EC) Number: 808-096-3
• DSSTox Substance ID: DTXSID60592810
• Nikkaji Number: J2.295.697C
• Wikidata: Q72492970
• Mol file: 13511-11-0.mol

Synonyms:N,N-Bis(M-tolyl)benzenaMine;13511-11-0;3,3'-Dimethyltriphenylamine;3-METHYL-N-(3-METHYLPHENYL)-N-PHENYLANILINE;Benzenamine, 3-methyl-N-(3-methylphenyl)-N-phenyl-;N,N-Di-m-tolylaniline;Phenyl(di-m-tolyl)amine;Bis(3-methylphenyl)phenylamine;SCHEMBL6870036;DTXSID60592810;MFCD23115649;AKOS025402701;AS-68400;D4755;J-523217

Chemical Property of N,N-Bis(M-tolyl)benzenaMine

Chemical Property:

• Vapor Pressure: 3.52E-07mmHg at 25°C
• Melting Point: 67.0℃ (polymorph)
• Boiling Point: 417.5oC at 760 mmHg
• PKA: -2.69±0.50(Predicted)
• Flash Point: 183.5oC
• PSA: 3.24000
• Density: 1.079g/cm3
• LogP: 5.77320
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 273.151749610
• Heavy Atom Count: 21
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

N,N-Bis(M-tolyl)benzenamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Bis(M-tolyl)benzenaMine

There total 5 articles about N,N-Bis(M-tolyl)benzenaMine 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: 92.0%

1-chloro-3-methylbenzene (108-41-8) + aniline (62-53-3) → 3-methyl-N-phenyl-N-(m-tolyl)aniline (13511-11-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; (E)-2-(((2,5-bis(trifluoromethyl)phenyl)imino)methyl)phenol; sodium t-butanolate; In o-xylene; at 145 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cjoc.201700276

Reference yield: 70.0%

3-Methyldiphenylamine (1205-64-7) + 3-Methylcyclohexanone (591-24-2,625-96-7) → 3-methyl-N-phenyl-N-(m-tolyl)aniline (13511-11-0)

Guidance literature:

With palladium on activated charcoal; toluene-4-sulfonic acid; In 1,3,5-trimethyl-benzene; at 160 ℃; for 2h; under 760.051 Torr; Inert atmosphere; Schlenk technique;

DOI:10.1039/c9sc06442g

Reference yield: 54.0%

bis(3-methylphenyl)iodonium trifluoromethanesulfonate (1416276-98-6) + aniline (62-53-3) → 3-methyl-N-phenyl-N-(m-tolyl)aniline (13511-11-0)

Guidance literature:

bis(3-methylphenyl)iodonium trifluoromethanesulfonate; aniline; With copper(l) iodide; 2,6-di-tert-butyl-pyridine; In toluene; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;

With copper(l) iodide; 1,10-Phenanthroline; potassium tert-butylate; In toluene; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.7b01778

upstream raw materials:

bis(3-methylphenyl)iodonium trifluoromethanesulfonate

aniline

1-chloro-3-methylbenzene

3-Methyldiphenylamine

Refernces

• 1、 Modha, Sachin G.,Popescu, Mihai V.,Greaney, Michael F.. "Synthesis of Triarylamines via Sequential C-N Bond Formation". . p. 11933 - 11938. Retrieved 2017/11/24.