2,4-Diaminoazobenzene

Base Information

• Chemical Name: 2,4-Diaminoazobenzene
• CAS No.: 495-54-5
• Deprecated CAS: 89961-16-0
• Molecular Formula: C12H12N4
• Molecular Weight: 212.254
• European Community (EC) Number: 207-803-7
• NSC Number: 3273
• UNII: IP3X2567YP
• DSSTox Substance ID: DTXSID4043856,DTXSID60859410,DTXSID801256557
• Nikkaji Number: J1.561J
• Wikidata: Q26840899
• ChEMBL ID: CHEMBL1739417,CHEMBL1623562
• Mol file: 495-54-5.mol

Synonyms:C.I. Basic Orange 2;C.I. Solvent Orange 3;chrysoidine;chrysoidine acetate;chrysoidine monohydrochloride;chrysoidine R;chrysoidine Y

Chemical Property of 2,4-Diaminoazobenzene

Chemical Property:

• Vapor Pressure: 1.13E-07mmHg at 25°C
• Melting Point: 117～123℃
• Refractive Index: 1.65
• Boiling Point: 431.6 °C at 760 mmHg
• PKA: 3.11±0.10(Predicted)
• Flash Point: 214.8 °C
• PSA: 76.76000
• Density: 1.23 g/cm³
• LogP: 4.42880
• Water Solubility.: 348.393mg/L at 30℃
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 212.106196400
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-Diaminoazobenzene 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: C1=CC=C(C=C1)N=NC2=C(C=C(C=C2)N)N
• Uses: Dyeing silk and cotton. Biological stain.

Technology Process of 2,4-Diaminoazobenzene

There total 5 articles about 2,4-Diaminoazobenzene 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:

m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) + aniline (62-53-3) → 2,4-diaminoazobenzene (495-54-5)

Guidance literature:

With hydrogenchloride; sodium nitrite; Yield given. Multistep reaction; 1. H₂O, 0 deg C; 2. 0 deg C, 2 h;

Reference yield:

benzenediazonium nitrate (619-97-6) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → 2,4-diaminoazobenzene (495-54-5)

Guidance literature:

Zerlegung des entstehenden Nitrats mit Ammoniak;

Reference yield:

benzenediazonium (2684-02-8) + m-phenylenediamine dihydrochloride (541-69-5,13652-74-9) → 2,4-diaminoazobenzene (495-54-5)

Guidance literature:

upstream raw materials:

benzenediazonium nitrate

m-phenylenediamine

benzenediazonium

m-phenylenediamine dihydrochloride

Downstream raw materials:

2,N¹-diphenyl-benzimidazole-1,5-diyldiamine

2,4-bis-phenylazo-m-phenylenediamine

2,4,6-tris-phenylazo-m-phenylenediamine

2-phenyl-2H-benzo[d][1,2,3]triazol-5-amine

Refernces

• 1、 Narita, Shigeru,Kitagawa, Takayasu. "APPLICATION OF FLUORESCENT TRIAZOLES TO ANALYTICAL CHEMISTRY. III. FLUORESCENCE CHARACTERISTICS OF 2-PHENYLBENZOTRIAZOLYL-5-AMINE DERIVATIVES AS FLUORESCENT PROBES". . p. 1005 - 1008. Retrieved 2007/10/02.
• 2、 Senf,Wollmann. "On the determination of the content of chrysoidine hydrochloride". . p. 24 - 25. Retrieved 2007/10/05.