4-(p-Tolylazo)aniline

Base Information

• Chemical Name: 4-(p-Tolylazo)aniline
• CAS No.: 722-25-8
• Molecular Formula: C13H13 N3
• Molecular Weight: 211.266
• European Community (EC) Number: 211-960-7
• DSSTox Substance ID: DTXSID101039831,DTXSID90903253
• Nikkaji Number: J60.439I
• Mol file: 722-25-8.mol

Synonyms:4-(p-Tolylazo)aniline;p-(p-Tolylazo)-aniline;4'-Methyl-4-aminoazobenzene;722-25-8;ANILINE, p-(p-TOLYLAZO)-;4-((4-Methylphenyl)azo)benzenamine;EINECS 211-960-7;Benzenamine, 4-((4-methylphenyl)azo)-;Benzenamine, 4-[(4-methylphenyl)azo]-;p-(p-Tolylazo)aniline;NoName_3885;4'-Methyl-4-aminoazobenzol;4-amino-4'-methylazobenzene;SCHEMBL3339447;DTXSID90903253;DTXSID101039831;STK768593;AKOS001735990;LS-19998;4-[(E)-(4-methylphenyl)diazenyl]aniline;4-[(E)-2-(4-methylphenyl)-1-diazenyl]aniline;4-[2-(4-METHYLPHENYL)DIAZEN-1-YL]ANILINE;Benzenamine, 4-[(4-methylphenyl)azo]-, (E)- (9CI);79349-35-2

Chemical Property of 4-(p-Tolylazo)aniline

Chemical Property:

• Vapor Pressure: 7.43E-06mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 376.1°C at 760 mmHg
• Flash Point: 181.3°C
• PSA: 50.74000
• Density: 1.11g/cm³
• LogP: 4.57380
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.110947427
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

PARA-(PARA-TOLYLAZO)ANILINE 95.00% ^*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)N

Technology Process of 4-(p-Tolylazo)aniline

There total 12 articles about 4-(p-Tolylazo)aniline 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: 93.0%

4-nitro-aniline (100-01-6,104810-17-5) → 4-(p-tolyl)azoaniline (722-25-8)

Guidance literature:

With chloro-trimethyl-silane; samarium diiodide; tetra-(n-butyl)ammonium iodide; tert-butylammonium hexafluorophosphate(V); In tetrahydrofuran; at 20 ℃; for 5h; Electrochemical reaction;

DOI:10.1021/acscatal.7b02940

Reference yield: 17.5%

1-methyl-4-nitrosobenzene (623-11-0) + 1,4-phenylenediamine (106-50-3) → 4-(p-tolyl)azoaniline (722-25-8)

Guidance literature:

With acetic acid; at 20 ℃; for 72h; Inert atmosphere; Darkness;

DOI:10.1080/1061186X.2021.1953511

Reference yield:

aniline hydrochloride (142-04-1,36663-09-9) + aniline (62-53-3) + N-phenyl-N'-p-tolyl-triazene (622-74-2) → aniline yellow (60-09-3) + 4-(p-tolyl)azoaniline (722-25-8)

Guidance literature:

upstream raw materials:

4-(N-acetylamino)-1-nitrosobezene

p-toluidine

aniline hydrochloride

aniline

Downstream raw materials:

2-acetyl-2-ethoxycarbonyl-1-[4-(4-methylphenylazo)phenyl]-3-(4-dimethylaminophenyl)aziridine

N²-(4-iodo-phenyl)-4-methyl-o-phenylenediamine

N-(4-iodo-phenyl)-N'-p-tolyl-hydrazine

1-(4-iodo-phenyl)-6-methyl-1,3-dihydro-benzimidazole-2-thione

Refernces

• 1、 Zhang, Yu-Feng,Mellah, Mohamed. "Convenient Electrocatalytic Synthesis of Azobenzenes from Nitroaromatic Derivatives Using SmI2". . p. 8480 - 8486. Retrieved 2017/12/08.
• 2、 Sharma, Manisha,Maheshwari, Arti,Bindal, Nitin. "A novel procedure to synthesize 3-chloro-1-(4a,10b-diazaphenanthrene-2-yl)- 4-phenyl azetidin-2-ones and exploration of their anti-inflammatory activity". . p. E116-E120. Retrieved 2013/06/04.