4-Methylazobenzene

Base Information

• Chemical Name: 4-Methylazobenzene
• CAS No.: 949-87-1
• Molecular Formula: C13H12 N2
• Molecular Weight: 196.252
• European Community (EC) Number: 213-444-7
• NSC Number: 31005
• DSSTox Substance ID: DTXSID90870815
• Nikkaji Number: J142.090I,J142.091G,J102.183D
• Mol file: 949-87-1.mol

Synonyms:4-Methylazobenzene;p-Methylazobenzene;Azobenzene, 4-methyl-;949-87-1;Diazene, (4-methylphenyl)phenyl-;Diazene, (4-methylphenyl)phenyl-, (E)-;6720-39-4;Azobenzene, 4-methyl-, (E)-;EINECS 213-444-7;NSC31005;(E)-1-(4-Methylphenyl)-2-phenyldiazene;(E)-4-Methylazobenzene;(Z)-4-Methylazobenzene;CBDivE_003176;SCHEMBL1405529;Azobenzene, 4-methyl-, (Z)-;DTXSID90870815;1-(4-Methylphenyl)-2-phenyldiazene;NSC 31005;NSC-31005;6720-28-1;Diazene, (4-methylphenyl)phenyl-, (Z)-;(E)-1-(4-Methylphenyl)-2-phenyldiazene #;10.14272/GIJSVMOPNUOZBC-CCEZHUSRSA-N.1;doi:10.14272/GIJSVMOPNUOZBC-CCEZHUSRSA-N.1

Chemical Property of 4-Methylazobenzene

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 71.5°C
• Refractive Index: 1.5014 (estimate)
• Boiling Point: 338.1°Cat760mmHg
• Flash Point: 158.3°C
• PSA: 24.72000
• Density: 1.422g/cm³
• LogP: 4.41040
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.100048391
• Heavy Atom Count: 15
• Complexity: 199

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N=NC2=CC=CC=C2

Technology Process of 4-Methylazobenzene

There total 38 articles about 4-Methylazobenzene 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: 100.0%

p-toluidine (106-49-0,12221-03-3) + Nitrosobenzene (586-96-9) → 4-Methylazobenzol (949-87-1)

Guidance literature:

With acetic acid; In ethanol; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.202100440

Reference yield: 99.0%

1-(4-methylphenyl)-2-phenylhydrazine (621-94-3) → 4-Methylazobenzol (949-87-1)

Guidance literature:

With air; In acetonitrile; at 20 ℃; for 23h; Irradiation; Green chemistry;

DOI:10.1039/c9gc01235d

Reference yield: 90.0%

→ 4-Methylazobenzol (949-87-1)

Guidance literature:

With oxygen; In chloroform-d1; at 160 ℃; for 24h; under 4500.45 Torr;

upstream raw materials:

C₆H₄NCH₂CHCCH₂

phenylhydrazine

p-toluidine

acetic acid

Downstream raw materials:

4,4'-Diphenylazo-stilben

4-(2-phenyldiazen-1-yl)benzoic acid

6-methyl-3-phenyl-2,4-(1H,3H)-quinazolinedione

p-toluidine

Refernces

• 1、 Ben-David, Yehoshoa,Das, Uttam Kumar,Diskin-Posner, Yael,Kar, Sayan,Milstein, David. "Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines". supporting information. p. 3744 - 3749. Retrieved 2021/07/09.
• 2、 -. "Phenyl pyrazole compound containing azo structure and preparation method and application thereof (by machine translation)". Paragraph 0104; 0108-0110. . Retrieved 2020/05/08.