Benzenamine, 2-[(4-methylphenyl)azo]-

Base Information

• Chemical Name: Benzenamine, 2-[(4-methylphenyl)azo]-
• CAS No.: 99404-73-6
• Molecular Formula: C13H13N3
• Molecular Weight: 211.266
• DSSTox Substance ID: DTXSID10393091
• Nikkaji Number: J1.972.031D
• Mol file: 99404-73-6.mol

Synonyms:Benzenamine, 2-[(4-methylphenyl)azo]-;99404-73-6;2-Amino-4'-methylazobenzene;4-mono-methyl amino-azobenzene;DTXSID10393091

Chemical Property of Benzenamine, 2-[(4-methylphenyl)azo]-

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.110947427
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N=NC2=CC=CC=C2N

Technology Process of Benzenamine, 2-[(4-methylphenyl)azo]-

There total 3 articles about Benzenamine, 2-[(4-methylphenyl)azo]- 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: 50.0%

p-toluidine (106-49-0,12221-03-3) + 1,2-diamino-benzene (95-54-5) → 2-(p-tolyldiazenyl)aniline (99404-73-6)

Guidance literature:

p-toluidine; 1,2-diamino-benzene; With μ-Cl; In tetrahydrofuran; for 0.25h; Inert atmosphere;

at 20 ℃; for 1h;

DOI:10.1021/om1009928

Reference yield:

1-methyl-4-nitrosobenzene (623-11-0) + 1,2-diamino-benzene (95-54-5) → 2-(p-tolyldiazenyl)aniline (99404-73-6)

Guidance literature:

With acetic acid; In toluene; at 60 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.08.066

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 2-(p-tolyldiazenyl)aniline (99404-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxone / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: acetic acid / toluene / 21 h / 60 °C / Inert atmosphere

With oxone; acetic acid; In dichloromethane; toluene;

DOI:10.1016/j.tetlet.2017.08.066

upstream raw materials:

p-toluidine

1,2-diamino-benzene

1-methyl-4-nitrosobenzene

Downstream raw materials:

C₆H₄(NHCH₂CH₂N(C₂H₅)2)NNC₆H₄CH₃

ethyl 2-(2-(p-tolyldiazenyl)phenylamino)acetate

C₁₉H₁₅ClN₄OPd

C₁₉H₁₆N₄O