4,4''-Azobiphenyl

Base Information

• Chemical Name: 4,4''-Azobiphenyl
• CAS No.: 5326-53-4
• Molecular Formula: C24H18N2
• Molecular Weight: 334.42
• Hs Code.: 2927000090
• NSC Number: 310
• Nikkaji Number: J36.146A,J80.999C
• Mol file: 5326-53-4.mol

Synonyms:4,4''-Azobiphenyl;5326-53-4;Diazene, bis((1,1'-biphenyl)-4-yl)-;Diazene, bis([1,1'-biphenyl]-4-yl)-;bis(4-phenylphenyl)diazene;NSC310;diphenyl azobenzol;NSC 310;AI3-08893;SCHEMBL22171083;NSC-310

Chemical Property of 4,4''-Azobiphenyl

Chemical Property:

• Vapor Pressure: 1.03E-10mmHg at 25°C
• Boiling Point: 528.2°C at 760 mmHg
• Flash Point: 266.4°C
• PSA: 24.72000
• Density: 1.06g/cm³
• LogP: 7.43600
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 334.146998583
• Heavy Atom Count: 26
• Complexity: 378

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)N=NC3=CC=C(C=C3)C4=CC=CC=C4

Technology Process of 4,4''-Azobiphenyl

There total 42 articles about 4,4''-Azobiphenyl 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: 98.0%

4-azidobiphenyl (31656-91-4) → 1,2-di([1,1'-biphenyl]-4-yl)diazene (5326-53-4)

Guidance literature:

at -196.15 - 19.85 ℃; for 48h; Photolysis;

DOI:10.1246/bcsj.71.1259

Reference yield: 86.0%

1-phenyl-4-nitrobenzene (92-93-3) → 1,2-di([1,1'-biphenyl]-4-yl)diazene (5326-53-4)

Guidance literature:

With lead; triethylammonium formate; In methanol; at 20 ℃; for 2.5h;

DOI:10.1016/S0040-4039(03)01411-4

Reference yield: 70.0%

1-phenyl-4-nitrobenzene (92-93-3) → bis(N,N-dimethylcarbamoyl) ditelluride (106011-93-2) + 1,2-di([1,1'-biphenyl]-4-yl)diazene (5326-53-4)

Guidance literature:

With disodium telluride; In tetrahydrofuran; N,N-dimethyl-formamide; at 70 ℃; for 5h;

DOI:10.1246/bcsj.60.771

upstream raw materials:

4,4'-hydrazodibiphenyl

1-phenyl-4-nitrobenzene

4-hydroxylaminobiphenyl

Azobenzene

Downstream raw materials:

4-phenylalanine

N,N'-bis-biphenyl-4-yl-thiourea

4-Phenylphenol

1.2.4.5-Tetrakis-biphenyl-4-yl-3.3.6.6-tetraphenyl-1.2.4.5-tetraaza-3.6-disila-cyclohexan

Refernces

• 1、 Lunde, Sindre ?.,Sydnes, Magne O.. "One-pot procedures for the formation of secondary aryl amines from nitro aryls". . p. 2340 - 2344. Retrieved 2013/11/06.
• 2、 Boz, Serpil,Stoehr, Meike,Soydaner, Umut,Mayor, Marcel. "Protecting-group-controlled surface chemistry-organization and heat-induced coupling of 4,4′-di(tert-butoxycarbonylamino)biphenyl on metalsurfaces". supporting information; experimental part. p. 3179 - 3183. Retrieved 2009/09/30.