4,4'-Dimethylazobenzene

Base Information

• Chemical Name: 4,4'-Dimethylazobenzene
• CAS No.: 501-60-0
• Molecular Formula: C14H14 N2
• Molecular Weight: 210.279
• Hs Code.: 2927000090
• European Community (EC) Number: 660-060-4
• NSC Number: 31008
• Nikkaji Number: J1.115.642H,J2.002.337F,J5.862I
• Mol file: 501-60-0.mol

Synonyms:1,2-di-p-tolyldiazene;501-60-0;4,4'-Dimethylazobenzene;BIS(4-METHYLPHENYL)DIAZENE;4,4'-Azotoluene;Diazene, bis(4-methylphenyl)-;p,p'-Azotoluene;21650-54-4;Diazene, bis(4-methylphenyl)-, (1E)-;(E)-4,4'-Dimethylazobenzene;NSC 31008;AI3-08890;p-Azotoluol;(E)-bis-p-tolyl-diazene;p,p'-Azotoluene (8CI);(E)-1,2-di-p-tolyldiazene;(Z)-1,2-di-p-tolyldiazene;SCHEMBL255052;(Z)-4,4'-Dimethylazobenzene;(E)-bis(4-methylphenyl)diazene;SCHEMBL17446281;WNVWWDKUMKBZQV-FOCLMDBBSA-N;NSC31008;diazene, 1,2-bis(4-methylphenyl)-;MFCD00048089;NSC-31008;AKOS003618734;AKOS016038188;DS-10683;CS-0153058;C75340;A923801

Chemical Property of 4,4'-Dimethylazobenzene

Chemical Property:

• Vapor Pressure: 0.000308mmHg at 25°C
• Melting Point: 84 °C
• Boiling Point: 331°Cat760mmHg
• Flash Point: 146.1°C
• PSA: 24.72000
• Density: 1g/cm³
• LogP: 4.71880
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.115698455
• Heavy Atom Count: 16
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

bis(4-Methylphenyl)diazene ^*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=NC2=CC=C(C=C2)C

Technology Process of 4,4'-Dimethylazobenzene

There total 281 articles about 4,4'-Dimethylazobenzene 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: 68.0%

C7H8N(1-)*Br(1-)*Mg(2+) → di-p-tolylamine (620-93-9) + tri(p-tolyl)amine (1159-53-1) + (E)-4,4'-dimethylazobenzene (501-60-0)

Guidance literature:

With copper(l) iodide; 4-tolyl iodide; In pyridine; for 5h; Heating;

DOI:10.1002/poc.610070103

Reference yield: 68.0%

4-tolyl iodide (624-31-7) + C7H8N(1-)*Br(1-)*Mg(2+) → di-p-tolylamine (620-93-9) + tri(p-tolyl)amine (1159-53-1) + (E)-4,4'-dimethylazobenzene (501-60-0)

Guidance literature:

With copper(l) iodide; In pyridine; for 5h; Heating;

DOI:10.1002/poc.610070103

Reference yield: 60.0%

4-methylbenzenediazonium tetrafluoroborate (459-44-9) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + (E)-4,4'-dimethylazobenzene (501-60-0)

Guidance literature:

With copper; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2007.04.016

upstream raw materials:

methyl magnesium iodide

diethyl ether

1-methyl-4-nitrobenzene

1-methyl-4-nitrosobenzene

Downstream raw materials:

1,2-di(p-tolyl)hydrazine

N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine

1,2-bis(4-methylphenyl)diazene oxide

cis-4,4'-dimethylazobenzene

Refernces

• 1、 Jousselme, Bruno,Blanchard, Philippe,Gallego-Planas, Nuria,Delaunay, Jacques,Allain, Magali,Richomme, Pascal,Levillain, Eric,Roncali, Jean. "Photomechanical actuation and manipulation of the electronic properties of linear π-conjugated systems". . p. 2888 - 2889. Retrieved 2003.
• 2、 Sun, He-Lue,Zhang, Heng-Yi,Dai, Zhen,Han, Xu,Liu, Yu. "Insights into the Difference Between Rotaxane and Pseudorotaxane". . p. 265 - 270. Retrieved 2017.
• 3、 Okubo, Masao,Nakagawa, Yasuhiro,Yoshida, Masatoshi,Yanase, Hidenobu. "Electron Transfer Initiated Replacement of Bromo and Methoxyl Groups with Aryliminodi-, Arylamino-, and Arylthiomagnesium Reagents". . p. 2707 - 2708. Retrieved 1985.
• 4、 Ranjit, Koodali T.,Marx-Tibbon, Sharon,Ben-Dov, Iddo,Willner, Bilha,Willner, Itamar. "Light-stimulated formation and dissociation of supramolecular donor-acceptor complexes between eosin and bipyridinium azobenzenes: Design of molecular electronic devices for the piezoelectrical transduction of recorded optical signals". . p. 407 - 419. Retrieved 1996.
• 5、 Sathish,Teja, P. Ravi,Ramudu, M. Parusha,Manjari, P. Sunitha,Rao, R. Koteshwar. "Correlation studies in the oxidation of Vanillin Schiff bases by acid bromate - A kinetic and semi-empirical approach". . . Retrieved 2021/12/13.
• 6、 Armatas, Gerasimos S.,Daikopoulou, Vassiliki,Koutsouroubi, Eirini D.,Lykakis, Ioannis N.,Skliri, Euaggelia. "Selective Mild Oxidation of Anilines into Nitroarenes by Catalytic Activation of Mesoporous Frameworks Linked with Gold-Loaded Mn3O4 Nanoparticles". . . Retrieved 2021/11/01.