N~1~,N~3~-Bis(4-methylphenyl)benzene-1,3-diamine

Base Information

• Chemical Name: N~1~,N~3~-Bis(4-methylphenyl)benzene-1,3-diamine
• CAS No.: 620-91-7
• Molecular Formula: C20H20N2
• Molecular Weight: 288.392
• Hs Code.: 2921590090
• European Community (EC) Number: 634-710-2
• DSSTox Substance ID: DTXSID00583565
• Nikkaji Number: J136.438C
• Wikidata: Q82475146
• Mol file: 620-91-7.mol

Synonyms:620-91-7;DTPD;N~1~,N~3~-Bis(4-methylphenyl)benzene-1,3-diamine;1-N,3-N-bis(4-methylphenyl)benzene-1,3-diamine;DTPD OEKANAL (N N'-DITOLYLPARAPHENYLENE;620-49-5;N,N'-(p-Phenylene)ditoluidine;SCHEMBL1685626;DTXSID00583565;PIBIAJQNHWMGTD-UHFFFAOYSA-N

Chemical Property of N~1~,N~3~-Bis(4-methylphenyl)benzene-1,3-diamine

Chemical Property:

• Melting Point: 182 °C
• Boiling Point: 487.6±25.0 °C(Predicted)
• PKA: 2.73±0.50(Predicted)
• PSA: 24.06000
• Density: 1.135±0.06 g/cm3(Predicted)
• LogP: 5.93660
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 288.162648646
• Heavy Atom Count: 22
• Complexity: 284

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=CC(=CC=C2)NC3=CC=C(C=C3)C
• Uses: N1,N4-Di-p-tolylbenzene-1,4-diamine is a useful intermediate for the preparation of some chemically active substances for polymeric materials.

Technology Process of N~1~,N~3~-Bis(4-methylphenyl)benzene-1,3-diamine

There total 9 articles about N~1~,N~3~-Bis(4-methylphenyl)benzene-1,3-diamine 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: 81.0%

bromochlorobenzene (106-39-8) + p-toluidine (106-49-0,12221-03-3) → N,N'-bis(4-methylphenyl)-1,4-benzenediamine (620-91-7) + (4-chlorophenyl)(4-methylphenyl)amine (21648-16-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [1,1′-bis(diphenylphosphino)ferrocene]bis(triphenylphosphite)nickel(0); sodium t-butanolate; In toluene; at 60 ℃; for 22h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201400201

Reference yield: 74.0%

1.4-dibromobenzene (106-37-6) + p-toluidine (106-49-0,12221-03-3) → N,N'-bis(4-methylphenyl)-1,4-benzenediamine (620-91-7)

Guidance literature:

With sodium t-butanolate; palladium diacetate; bis(diphenylphosphinyl)ferrocene; In toluene; at 100 - 110 ℃; for 10.5h;

DOI:10.1021/ol9912276

Reference yield: 4.0%

N-(4-Methylphenyl)-1,4-benzoquinone monoimine (18440-54-5) + p-toluidine (106-49-0,12221-03-3) → N,N'-bis(4-methylphenyl)-1,4-benzenediamine (620-91-7) + N-(4-hydroxyphenyl)-p-toluidine (29813-87-4) + N-(p-tolyl)-2,5-bis(p-tolylamino)-1,4-benzoquinonemonoimine (41684-39-3) + 2,8-bis(p-tolylamino)-1-(p-tolylimino)dibenzofuran-4(1H)-one

Guidance literature:

In acetic acid; at 60 ℃; for 3h; Further byproducts given;

upstream raw materials:

p-toluidine

4-anilinophenol

hydroquinone

N-(4-Methylphenyl)-1,4-benzoquinone monoimine

Downstream raw materials:

[1,4]benzoquinone-bis-p-tolylimine

C₅₂H₄₄N₄

N₁-(4-((6-(di-(p-tolyl)amino)pyren-1-yl)(p-tolyl)amino)phenyl)-N₁,N₆,N₆-tri-(p-tolyl)pyrene-1,6-diamine