4-Methyl-N-(4-nitrophenyl)benzenamine

Base Information

• Chemical Name: 4-Methyl-N-(4-nitrophenyl)benzenamine
• CAS No.: 620-89-3
• Molecular Formula: C13H12 N2 O2
• Molecular Weight: 228.25
• NSC Number: 5424
• UNII: BK3F83JLB3
• DSSTox Substance ID: DTXSID50211048
• Nikkaji Number: J95.056D
• Wikidata: Q83085902
• Mol file: 620-89-3.mol

Synonyms:4-Methyl-N-(4-nitrophenyl)benzenamine;Benzenamine, 4-methyl-N-(4-nitrophenyl)-;620-89-3;CCRIS 5173;BRN 2696438;BK3F83JLB3;AI3-09045;N-(4-methylphenyl)-4-nitroaniline;NSC-5424;4-12-00-01878 (Beilstein Handbook Reference);4-methyl-n-(4-nitrophenyl)aniline;NSC5424;UNII-BK3F83JLB3;Oprea1_222423;SCHEMBL4626757;4-Methyl-4'-nitrodiphenylamine;4-Nitro-4'-methyldiphenylamine;(4-nitro-phenyl)-p-tolyl-amine;4-methyl-4'-nitro-diphenylamine;DTXSID50211048;NSC 5424;MFCD01119382;AKOS000286142;P-TOLUIDINE, N-(P-NITROPHENYL)-;LS-28383;N-(4-methylphenyl)-N-(4-nitrophenyl)amine;(4-NITROPHENYL)(4-METHYLPHENYL)AMINE;SR-01000402446;SR-01000402446-1

Chemical Property of 4-Methyl-N-(4-nitrophenyl)benzenamine

Chemical Property:

• Vapor Pressure: 1.43E-06mmHg at 25°C
• Boiling Point: 398.9°Cat760mmHg
• Flash Point: 195°C
• Density: 1.243g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.089877630
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-Methyl-N-(4-nitrophenyl)benzenamine

There total 26 articles about 4-Methyl-N-(4-nitrophenyl)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: 99.5%

p-toluidine (106-49-0,12221-03-3) + para-nitrophenyl bromide (586-78-7) → 4-methyl-N-(4-nitrophenyl)aniline (620-89-3)

Guidance literature:

With [1,3-bis[2,6-bis[3-methyl-1-(2-methylpropyl)butyl]phenyl]-4,5-dichloro-1,3-dihydro-2H-imidazol-2-ylidene]chloro[(1,2,3-η)-1-phenyl-2-propen-1-yl]palladium; sodium 2,6-di-tert-butyl-4-methylphenoxide; In neat (no solvent); at 20 - 50 ℃; for 3.008h; Sealed tube;

DOI:10.1002/chem.202101617

Reference yield: 97.0%

4-tolyl iodide (624-31-7) + 4-nitro-aniline (100-01-6,104810-17-5) → 4-methyl-N-(4-nitrophenyl)aniline (620-89-3)

Guidance literature:

With silver hexafluoroantimonate; chloro[di(1-adamantyl)-2-dimethylaminophenylphosphine]gold(I); In methanol; at 0 - 80 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03082

Reference yield: 97.0%

p-toluidine (106-49-0,12221-03-3) + 4-chlorobenzonitrile (100-00-5) → 4-methyl-N-(4-nitrophenyl)aniline (620-89-3)

Guidance literature:

With C₄₇H₄₅P₂⁽¹⁺⁾*I^(1-); potassium tert-butylate; palladium diacetate; In 1,4-dioxane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/om201267q

upstream raw materials:

5-nitro-2-p-toluidino-benzenesulfonic acid

p-toluidine

4-chlorobenzonitrile

4-Fluoronitrobenzene

Downstream raw materials:

N-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-N'-p-tolyl-benzene-1,4-diamine

N-(4-methylphenyl)-1,4-benzenediamine