2,2'-dichloroazobenzene

Base Information

• Chemical Name: 2,2'-dichloroazobenzene
• CAS No.: 7334-33-0
• Molecular Formula: C₁₂H₈Cl₂N₂
• Molecular Weight: 251.115
• European Community (EC) Number: 230-837-9
• DSSTox Substance ID: DTXSID4064630
• Nikkaji Number: J90.232B,J89.537G,J30.195G
• Mol file: 7334-33-0.mol

Synonyms:Azobenzene,2,2'-dichloro- (6CI,7CI,8CI); Diazene, bis(2-chlorophenyl)- (9CI);2,2'-Dichloroazobenzene; Bis(2-chlorophenyl)diazene

Chemical Property of 2,2'-dichloroazobenzene

Chemical Property:

• Boiling Point: 376.9oC at 760 mmHg
• Flash Point: 181.8oC
• PSA: 24.72000
• Density: 1.27g/cm3
• LogP: 5.40880
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 250.0064537
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

98%Min ^*data from raw suppliers

Bis-(2-chloro-phenyl)-diazene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N=NC2=CC=CC=C2Cl)Cl

Technology Process of 2,2'-dichloroazobenzene

There total 35 articles about 2,2'-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: 99.0%

1,2-bis(2-chlorophenyl)hydrazine (782-74-1) → 2,2'-dichloroazobenzene (7334-33-0,49795-06-4,63213-02-5)

Guidance literature:

With iron(III) chloride; In water; acetone; Heating;

DOI:10.1080/00397919908085972

Reference yield: 90.0%

2,2'-azoxychlorobenzene (13556-84-8) → 2,2'-dichloroazobenzene (7334-33-0,49795-06-4,63213-02-5)

Guidance literature:

With hydrazine hydrate; aluminium; In methanol; for 0.167h; Heating;

DOI:10.1080/00397910500182275

Reference yield: 87.0%

o-chloroaniline (95-51-2) → 2,2'-dichloroazobenzene (7334-33-0,49795-06-4,63213-02-5)

Guidance literature:

o-chloroaniline; With n-butyl magnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.5h;

With copper dichloride; In tetrahydrofuran; at 20 ℃; for 5h;

upstream raw materials:

2-chlorobenzenediazonium

2-Chloronitrobenzene

Azobenzene

o-chloroaniline

Downstream raw materials:

2,2'-Bis-(phenylsulfonyl)azoxybenzol

2,2'-dichloroazoxybenzene

3,3'-dichlorobenzidine

o-chloroaniline

Refernces

• 1、 Groysman, Stanislav,Kurup, Sudheer S.,Wannipurage, Duleeka. "Heterocoupling of Different Aryl Nitrenes to Produce Asymmetric Azoarenes Using Iron-Alkoxide Catalysis and Investigation of the Cis-Trans Isomerism of Selected Bulky Asymmetric Azoarenes". . p. 3637 - 3644. Retrieved 2021/11/12.
• 2、 Abadi, Ashraf H.,Abdel-Halim, Mohammad,El-Sharkawy, Lina Y.,Engel, Matthias,Fathalla, Reem K.,Mokbel, Salma A.. "Synthesis of novel 1,2-diarylpyrazolidin-3-one–based compounds and their evaluation as broad spectrum antibacterial agents". . . Retrieved 2020/03/30.