2,2'-Dimethylazobenzene

Base Information

• Chemical Name: 2,2'-Dimethylazobenzene
• CAS No.: 584-90-7
• Molecular Formula: C14H14 N2
• Molecular Weight: 210.279
• NSC Number: 31007
• DSSTox Substance ID: DTXSID90870633
• Nikkaji Number: J9.812D,J30.044F,J3.526.684D
• Mol file: 584-90-7.mol

Synonyms:2,2'-Dimethylazobenzene;2,2'-Azotoluene;584-90-7;BIS(2-METHYLPHENYL)DIAZENE;o,o'-Azotoluene;Bis-o-methylazobenzene;Diazene, bis(2-methylphenyl)-;(E)-2,2'-dimethylazobenzene;o,o'-Azotoluene (6CI,7CI,8CI);10273-95-7;Azotoluol;NSC31007;(E)-o,o'-Azotoluene;1,2-di-o-tolyldiazene;bis(2-Methylphenyl)-diazene;(Z)-2,2'-Dimethylazobenzene;SCHEMBL4865789;SCHEMBL10813090;DTXSID90870633;NSC 31007;NSC-31007;AKOS003618733;1,2-BIS(2-METHYLPHENYL)DIAZENE;(E)-1,2-Bis(2-methylphenyl)diazene #;LS-60123;J3.526.684D

Chemical Property of 2,2'-Dimethylazobenzene

Chemical Property:

• Vapor Pressure: 0.000111mmHg at 25°C
• Melting Point: 55.5°C
• Refractive Index: 1.6180 (estimate)
• Boiling Point: 347°C at 760 mmHg
• Flash Point: 155.9°C
• PSA: 24.72000
• Density: 1g/cm³
• LogP: 4.71880
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.115698455
• Heavy Atom Count: 16
• Complexity: 213

Purity/Quality:

98% ^*data from raw suppliers

1,2-BIS(2-METHYLPHENYL)DIAZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1N=NC2=CC=CC=C2C

Technology Process of 2,2'-Dimethylazobenzene

There total 91 articles about 2,2'-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: 90.0%

1-methyl-2-nitrobenzene (88-72-2) → 2,2'-dimethylazobenzene (584-90-7) + o-toluidine (95-53-4)

Guidance literature:

With hydrogen; trans-Pdpy₂Cl₂; In ethanol; at 30 ℃; for 6h; Product distribution; Mechanism; Kinetics; further reagent, further catalyst, further reaction times; induction period of the reduction;

Reference yield: 67.0%

1-methyl-2-nitrobenzene (88-72-2) + vinyl magnesium bromide (1826-67-1) → 7-methyl-1H-indole (933-67-5,261352-51-6) + acetaldehyde (75-07-0,9002-91-9) + 2,2'-dimethylazobenzene (584-90-7) + o-toluidine (95-53-4) + N,N'-Di-o-tolyl-diazene N-oxide (956-31-0,51284-68-5,116723-89-8)

Guidance literature:

In tetrahydrofuran; at -40 ℃; for 0.333333h; other nitroarenes and vinyl Grignard reagents;

Reference yield:

methyl magnesium iodide (917-64-6) + diethyl ether (60-29-7,927820-24-4) + 1-methyl-2-nitrobenzene (88-72-2) → 2,2'-dimethylazobenzene (584-90-7) + N,2-dimethylaniline (611-21-2)

Guidance literature:

Zersetzen des Reaktionsprodukts mit Wasser;

upstream raw materials:

methyl magnesium iodide

diethyl ether

1-methyl-2-nitrobenzene

2-methylbenzene diazonium

Downstream raw materials:

2,2'-dimethylhydrazobenzene

N,N'-Di-o-tolyl-diazene N-oxide

cis-2,2'-Dimethylazobenzene

o-tolidin

Refernces

• 1、 Ahn, Dohyun,Cheng, Shengxian,Feng, Weijin,He, Jun,Hu, Jieying,Xin, Yinger,Xu, Zhengtao,Zeller, Matthias. "Invisible Silver Guests Boost Order in a Framework That Cyclizes and Deposits Ag3Sb Nanodots". . p. 5757 - 5763. Retrieved 2021/05/04.
• 2、 Akinnawo, Christianah Aarinola,Alimi, Oyekunle Azeez,Fapojuwo, Dele Peter,Meijboom, Reinout,Mogudi, Batsile M.,Onisuru, Oluwatayo Racheal,Oseghale, Charles O.. "Bifunctional Cs?Au/Co3O4 (Basic and Redox)-Catalyzed Oxidative Synthesis of Aromatic Azo Compounds from Anilines". supporting information. p. 5063 - 5073. Retrieved 2021/09/30.