4-Methyl-N-(4-nitrophenyl)-N-(p-tolyl)aniline

Base Information

• Chemical Name: 4-Methyl-N-(4-nitrophenyl)-N-(p-tolyl)aniline
• CAS No.: 20440-92-0
• Molecular Formula: C20H18N2O2
• Molecular Weight: 318.37
• Hs Code.: 2921440000
• DSSTox Substance ID: DTXSID50482413
• Wikidata: Q72494536
• Mol file: 20440-92-0.mol

Synonyms:20440-92-0;4-Methyl-N-(4-nitrophenyl)-N-(p-tolyl)aniline;(4-Nitrophenyl)-di-p-tolylamine;4-methyl-N-(4-methylphenyl)-N-(4-nitrophenyl)aniline;Benzenamine, N,N-bis(4-methylphenyl)-4-nitro-;(4-nitro-phenyl)-di-p-tolyl-amine;DTXSID50482413;AMY18003;AKOS015915382;SB66675;FT-0653550;A814562

Chemical Property of 4-Methyl-N-(4-nitrophenyl)-N-(p-tolyl)aniline

Chemical Property:

• Vapor Pressure: 1.63E-09mmHg at 25°C
• Melting Point: 162-163 °C
• Refractive Index: 1.646
• Boiling Point: 483.8 °C at 760 mmHg
• PKA: -5.36±0.50(Predicted)
• Flash Point: 246.4 °C
• PSA: 49.06000
• Density: 1.201 g/cm³
• LogP: 6.20460
• Storage Temp.: 2-8°C
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 318.136827821
• Heavy Atom Count: 24
• Complexity: 376

Purity/Quality:

99% ^*data from raw suppliers

4-Methyl-N-(4-nitrophenyl)-N-(p-tolyl)aniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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)[N+](=O)[O-]

Technology Process of 4-Methyl-N-(4-nitrophenyl)-N-(p-tolyl)aniline

There total 5 articles about 4-Methyl-N-(4-nitrophenyl)-N-(p-tolyl)aniline 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: 70.0%

4-tolyl iodide (624-31-7) + 4-nitro-aniline (100-01-6,104810-17-5) → 4,4’-dimethyl-4’’-nitrotriphenylamine (20440-92-0)

Guidance literature:

With 18-crown-6 ether; copper; potassium carbonate; In 1,3,5-trimethyl-benzene; at 150 ℃; for 5h;

DOI:10.1039/b711542c

Reference yield: 56.0%

para-bromotoluene (106-38-7) + 4-nitro-aniline (100-01-6,104810-17-5) → 4-methyl-N-(4-nitrophenyl)aniline (620-89-3) + 4,4’-dimethyl-4’’-nitrotriphenylamine (20440-92-0)

Guidance literature:

With iron(III)-acetylacetonate; copper(II) acetate monohydrate; potassium carbonate; In N,N-dimethyl-formamide; at 135 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0030-1260534

Reference yield: 52.0%

para-bromotoluene (106-38-7) + N-(4-Nitrophenyl)acetamide (104-04-1) → 4-methyl-N-(4-nitrophenyl)aniline (620-89-3) + 4,4’-dimethyl-4’’-nitrotriphenylamine (20440-92-0)

Guidance literature:

With iron(III)-acetylacetonate; copper(II) acetate monohydrate; potassium carbonate; In N,N-dimethyl-formamide; at 135 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0030-1260534

upstream raw materials:

para-bromotoluene

4-nitro-aniline

4-tolyl iodide

N-(4-Nitrophenyl)acetamide

Downstream raw materials:

4,4'-bis[bis(4-methylphenyl)amino]azobenzene

Refernces

• 1、 Liu, Xiaoyan,Zhang, Songlin. "Efficient iron/copper cocatalyzed N-arylation of arylamines with bromoarenes". supporting information; experimental part. p. 1137 - 1142. Retrieved 2011/07/09.