4,4'-Azodibenzoyl Dichloride

Base Information

• Chemical Name: 4,4'-Azodibenzoyl Dichloride
• CAS No.: 10252-29-6
• Molecular Formula: C₁₄H₈Cl₂N₂O₂
• Molecular Weight: 307.136
• Hs Code.: 2927000090
• European Community (EC) Number: 677-080-4
• DSSTox Substance ID: DTXSID00401174
• Nikkaji Number: J950.291B,J805.261A
• Mol file: 10252-29-6.mol

Synonyms:10252-29-6;4,4'-Azodibenzoyl Dichloride;Azobenzene-4,4'-dicarbonyl Dichloride;4-[(4-carbonochloridoylphenyl)diazenyl]benzoyl chloride;Benzoyl chloride, 4,4'-(1,2-diazenediyl)bis-;Benzoyl chloride, 4,4'-azodi- (7CI,8CI);(E)-4,4'-(Diazene-1,2-diyl)dibenzoyl chloride;78752-50-8;4,4'-azodibenzoyl chloride;YSZC246;SCHEMBL2202425;DTXSID00401174;MFCD00053223;AKOS003235679;BS-19223;T70024;Azobenzene-4,4'-dicarbonyl dichloride, AldrichCPR

Chemical Property of 4,4'-Azodibenzoyl Dichloride

Chemical Property:

• Melting Point: 164oC
• Boiling Point: 458.6oC at 760 mmHg
• Flash Point: 183.4oC
• PSA: 58.86000
• Density: 1.37g/cm3
• LogP: 4.86000
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 305.9962829
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

97% ^*data from raw suppliers

Azobenzene-4,4'-dicarbonyl Dichloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,N
• Statements: 34-50/53
• Safety Statements: 26-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)Cl)N=NC2=CC=C(C=C2)C(=O)Cl

Technology Process of 4,4'-Azodibenzoyl Dichloride

There total 5 articles about 4,4'-Azodibenzoyl Dichloride 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: 93.0%

azobenzene-4,4'-dicarboxylic acid (586-91-4) → azobenzene-4,4'-dicarbonyl dichloride (10252-29-6,78752-50-8)

Guidance literature:

With thionyl chloride; Reflux;

DOI:10.1021/jacs.8b08016

Reference yield:

4-nitro-benzoic acid (62-23-7) → azobenzene-4,4'-dicarbonyl dichloride (10252-29-6,78752-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH; glucose / 25 °C

2: PCl₅

With sodium hydroxide; D-glucose; phosphorus pentachloride;

DOI:10.1016/j.tet.2005.01.052

Reference yield:

4-nitro-benzoic acid (62-23-7) → azobenzene-4,4'-dicarbonyl dichloride (10252-29-6,78752-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: glucose; NaOH

2: PCl₅ / 1,2-dichloro-ethane

With sodium hydroxide; D-glucose; phosphorus pentachloride; In 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(00)01996-1

upstream raw materials:

azobenzene-4,4'-dicarboxylic acid

4-nitro-benzoic acid

Downstream raw materials:

4,4'-bismethoxycarbonylazobenzene

4,4'-bis(ethoxycarbonyl)azobenzene

4,9-dioxo-3,10-dioxa-6,7-diaza-2,5,8,11(1,4)tetrabenzenadodecaphan-6-ene-1,12-dial

C₃₀H₄₈N₄O₄Si₂