4,4'-Dichloroazobenzene

Base Information

• Chemical Name: 4,4'-Dichloroazobenzene
• CAS No.: 1602-00-2
• Molecular Formula: C12H8 Cl2 N2
• Molecular Weight: 251.115
• Hs Code.: 2927000090
• European Community (EC) Number: 633-903-9
• NSC Number: 59160
• UNII: 0TL0OEH9RX
• DSSTox Substance ID: DTXSID701305943
• Nikkaji Number: J83.088G,J30.196E,J88.687D
• Wikidata: Q27250852
• Mol file: 1602-00-2.mol

Synonyms:1602-00-2;Bis-(4-chloro-phenyl)-diazene;4,4'-DICHLOROAZOBENZENE;1,2-Bis(4-chlorophenyl)diazene;Diazene, bis(4-chlorophenyl)-;bis(4-chlorophenyl)diazene;DCAB;p,p'-Dichloroazobenzene;21650-51-1;Azobenzene, 4,4'-dichloro-;HSDB 2720;UNII-0TL0OEH9RX;NSC 59160;0TL0OEH9RX;(E)-1,2-Bis(4-chlorophenyl)diazene;bis(4-chlorophenyl)-diazene;BRN 0745559;(E)-bis(4-chlorophenyl)diazene;NSC-59160;2-16-00-00013 (Beilstein Handbook Reference);Diazene, bis(4-chlorophenyl)-, (E)-;Azobenzene,4'-dichloro-;4,4/'-Dichloroazobenzene;44DICHLOROAZOBENZENE;C12H8Cl2N2;(E)-4,4'-Dichloroazobenzene;(Z)-4,4'-Dichloroazobenzene;SCHEMBL3282366;YSZC3310;(E)-bis(4-chlorophenyl)-diazene;DTXSID701305943;BAA60200;NSC59160;Diazene, 1,2-bis(4-chlorophenyl)-;AKOS015995105;AKOS024333043;4,4'-DICHLOROAZOBENZENE [HSDB];(E)-1,2-Bis(4-chlorophenyl)diazene #;30926-04-6;BS-21614;LS-23455;A3543;J-519874;Q27250852

Chemical Property of 4,4'-Dichloroazobenzene

Chemical Property:

• Vapor Pressure: 1.71E-05mmHg at 25°C
• Melting Point: 179 °C
• Boiling Point: 375.2°Cat760mmHg
• Flash Point: 180.7°C
• PSA: 24.72000
• Density: 1.27g/cm³
• LogP: 5.40880
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 250.0064537
• Heavy Atom Count: 16
• Complexity: 205

Purity/Quality:

97% ^*data from raw suppliers

1,2-Bis(4-chlorophenyl)diazene 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: C1=CC(=CC=C1N=NC2=CC=C(C=C2)Cl)Cl

Technology Process of 4,4'-Dichloroazobenzene

There total 187 articles about 4,4'-Dichloroazobenzene 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: 58.0%

p-chlorobenzenediazonium tetrafluoroborate (673-41-6) → 4,4'-dichlorobiphenyl (2050-68-2) + (E)-bis(4-chlorophenyl)diazene (21650-51-1,30926-04-6,1602-00-2)

Guidance literature:

With copper(I) triflate; In acetonitrile; at 0 - 20 ℃; for 26h;

DOI:10.1016/j.tet.2007.04.016

Reference yield: 45.0%

1-Cycloheptoxy-5-chloro-1,2,3-benzotriazole (68230-02-4) → 4-chloro-aniline (106-47-8) + bis-(4-chloro-phenyl)-diazene (1602-00-2) + cycloheptanone (502-42-1)

Guidance literature:

In acetonitrile; for 12h; Product distribution; Mechanism; Irradiation; photolysis in presence of sensitizer;

Reference yield: 44.0%

1-Cycloheptoxy-5-chloro-1,2,3-benzotriazole (68230-02-4) → 5-chlorobenzotriazole (94-97-3) + 4-chloro-aniline (106-47-8) + bis-(4-chloro-phenyl)-diazene (1602-00-2) + cycloheptanone (502-42-1)

Guidance literature:

In methanol; for 12h; Product distribution; Mechanism; Irradiation; photolysis in presence of sensitizer, photolysis in methanol-d₄ for 6 h;

upstream raw materials:

4-chlorophenyldiazonium salt

1-chloro-4-nitroso-benzene

4-chloro-aniline

4-chlorobenzonitrile

Downstream raw materials:

(4-chloro-2-nitro-phenyl)-(4-chloro-phenyl)-diazene-N-oxide

4,4'-bis(chloro)azoxybenzene

N,N'-bis(4-chlorophenyl)hydrazine

1,2-Bis-(4-chloro-phenyl)-tetrahydro-pyridazine-3,6-dione