4,4'-AZODIANILINE

Base Information

• Chemical Name: 4,4'-AZODIANILINE
• CAS No.: 538-41-0
• Molecular Formula: C12H12 N4
• Molecular Weight: 212.254
• Hs Code.: 2927000090
• European Community (EC) Number: 208-690-7
• NSC Number: 17103
• UNII: RCK8POJ999
• DSSTox Substance ID: DTXSID2020399,DTXSID50859469
• Nikkaji Number: J2.513.127D,J6.371A
• Wikidata: Q27124116
• Metabolomics Workbench ID: 58670
• ChEMBL ID: CHEMBL1337483,CHEMBL3186630
• Mol file: 538-41-0.mol

Synonyms:Aniline,4,4'-azodi- (6CI,7CI,8CI); Benzenamine, 4,4'-azobis- (9CI); 4,4'-Azodianiline;4,4'-Diaminoazobenzene; NSC 17103; p,p'-Diaminoazobenzene; p-Azoaniline;p-Diaminoazobenzene; p'-Amino-p-aminoazobenzene

Chemical Property of 4,4'-AZODIANILINE

Chemical Property:

• Melting Point: 245 °C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 342.09°C (rough estimate)
• PKA: 3.70±0.10(Predicted)
• Flash Point: 213oC
• PSA: 76.76000
• Density: 1.2046 (rough estimate)
• LogP: 4.42880
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Very soluble in ethanol. Insoluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 212.106196400
• Heavy Atom Count: 16
• Complexity: 201

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,4’-Azodianiline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 745553
• Hazard Codes: T
• Statements: 40-25
• Safety Statements: 45-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)N=NC2=CC=C(C=C2)N
• Uses: 4,4’Azodianiline is used in cross-linking studies of epoxy resins and the synthesis of surface relief holographic materials. 4,4'-Diaminoazobenzene is used in cross-linking studies of epoxy resins and the synthesis of surface relief holographic materials. It is used in synthesis of anthraquinone reactive dyes.

Technology Process of 4,4'-AZODIANILINE

There total 43 articles about 4,4'-AZODIANILINE 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: 92.0%

1,4-phenylenediamine (106-50-3) → 4,4'-Diaminoazobenzene (538-41-0)

Guidance literature:

With sodium perborate; sodium molybdate tetrahydrate; In acetic acid; at 20 ℃; for 1h; Kinetics;

DOI:10.1007/s11696-018-0599-z

Reference yield: 83.0%

4-nitro-aniline (100-01-6,104810-17-5) → 4,4'-Diaminoazobenzene (538-41-0)

Guidance literature:

With 4,4'-di-tert-butylbiphenyl; lithium; iron(II) chloride; In tetrahydrofuran; for 3h; Heating;

DOI:10.1016/j.tetlet.2008.01.053

Reference yield: 48.0%

para-dinitrobenzene (100-25-4) → 4,4'-Diaminoazobenzene (538-41-0) + disperse orange 3 (730-40-5)

Guidance literature:

With titanium ⁽⁰⁾ reagent; In tetrahydrofuran; for 0.25h; Ambient temperature;

upstream raw materials:

N,N'-bis-[4-(4-amino-phenylazo)-phenyl]-hydrazine

acetic acid-[4-(4-amino-phenylazo)-anilide]

acetic acid-[4-(3-phenyl-triazenyl)-anilide]

aniline hydrochloride

Downstream raw materials:

N,N-dibenzyliden-4,4'-azo-di-aniline

1,4-phenylenediamine

bis-(4-isocyanato-phenyl)-diazene

C₁₄H₁₀N₆S₂

Refernces

• 1、 Sun, Hongcheng,Zhao, Linlu,Wang, Tingting,An, Guo,Fu, Shuang,Li, Xiumei,Deng, Xiaoli,Liu, Junqiu. "Photocontrolled reversible morphology conversion of protein nanowires mediated by an azobenzene-cored dendrimer". . p. 6001 - 6004. Retrieved 2016.
• 2、 Hamryszak, Lukasz,Janeczek, Henryk,Schab-Balcerzak, Ewa. "New thermotropic symmetrical and unsymmetrical azomethine with azobenzene unit and fluorinated alkyl chain: Synthesis and characterization". . p. 12 - 20. Retrieved 2012.
• 3、 -. "PHOTOCHROMIC COMPOUNDS FOR USE IN THE TREATMENT OF EYE DISORDERS". Page/Page column 23. . Retrieved 2019/12/28.