(2-Methylphenyl)phenyldiazene

Base Information

• Chemical Name: (2-Methylphenyl)phenyldiazene
• CAS No.: 6676-90-0
• Molecular Formula: C13H12 N2
• Molecular Weight: 196.252
• NSC Number: 243783
• Nikkaji Number: J1.567.003G,J2.976.810B
• Mol file: 6676-90-0.mol

Synonyms:6676-90-0;(2-METHYLPHENYL)PHENYLDIAZENE;o-methylazobenzol;2-methylazobenzene;NSC243783;(E)-2-Methylazobenzene;SCHEMBL2997137;SCHEMBL11695762;CFNRNHFKQPOFMH-CCEZHUSRSA-N;Diazene, (2-methylphenyl)phenyl-;(E)-(2-methylphenyl)-phenyldiazene;NSC 243783;NSC-243783;(E)-1-(2-Methylphenyl)-2-phenyldiazene #

Chemical Property of (2-Methylphenyl)phenyldiazene

Chemical Property:

• Vapor Pressure: 0.000576mmHg at 25°C
• Boiling Point: 321°C at 760 mmHg
• Flash Point: 140°C
• Density: 1.01g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.100048391
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1N=NC2=CC=CC=C2

Technology Process of (2-Methylphenyl)phenyldiazene

There total 11 articles about (2-Methylphenyl)phenyldiazene 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: 97.0%

2-phenyl-1-(2-methylphenyl)hydrazine (617-23-2) → phenyl-o-tolyl-diazene (6676-90-0)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In ethanol; at 60 ℃; for 15h; Green chemistry;

DOI:10.1039/d0ob00103a

Reference yield: 96.0%

2-(trimethylstannyl)azobenzene + methyl iodide (74-88-4) → phenyl-o-tolyl-diazene (6676-90-0)

Guidance literature:

2-(trimethylstannyl)azobenzene; With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.1h; Schlenk technique; Inert atmosphere;

methyl iodide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 13h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201500003

Reference yield: 87.0%

ortho-tolylmagnesium bromide (932-31-0) + benzenediazonium tetrafluoroborate (369-57-3) → phenyl-o-tolyl-diazene (6676-90-0)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

upstream raw materials:

2-Methylsulfinylanilin

N-Phenylhydroxylamine

nitrobenzene

o-toluidine

Downstream raw materials:

N,N'-dibenzylidene-3-methyl-benzidine

3-methylbiphenyl-4,4'-diamine

2,3,5-trichloro-N¹-(4-chloro-phenyl)-p-phenylenediamine

o-toluidine

Refernces

• 1、 Lv, Haiping,Laishram, Ronibala Devi,Li, Jiayan,Zhou, Yongyun,Xu, Dandan,More, Sagar,Dai, Yuze,Fan, Baomin. "Photocatalyzed oxidative dehydrogenation of hydrazobenzenes to azobenzenes". supporting information. p. 4055 - 4061. Retrieved 2019/08/07.
• 2、 Gu, Ning,Sun, Song,Cheng, Jiang. "Palladium-catalyzed cyclizative carbonylation of azobenzenes toward 3H-Indazol-3-ones using formic acid as CO source". supporting information. p. 1069 - 1072. Retrieved 2018/02/14.