4,4'-Dichloroazoxybenzene

Base Information

• Chemical Name: 4,4'-Dichloroazoxybenzene
• CAS No.: 614-26-6
• Molecular Formula: C12H8Cl2N2O
• Molecular Weight: 267.114
• European Community (EC) Number: 636-408-6
• NSC Number: 166795
• UNII: CAV0B510XV,WH8662LY1J
• DSSTox Substance ID: DTXSID3073210
• Wikidata: Q27275381,Q27292633
• Mol file: 614-26-6.mol

Synonyms:4,4'-DICHLOROAZOXYBENZENE;614-26-6;Dcaob;Azoxybenzene, 4,4'-dichloro-;p,p'-Dichloroazoxybenzene;Diazene, bis(4-chlorophenyl)-, 1-oxide;(4-chlorophenyl)-(4-chlorophenyl)imino-oxidoazanium;trans-4,4'-Dichloroazoxybenzene;HSDB 2721;Bis(4-chlorphenyl)diazene 1-oxide;4,4'-Dichloroazoxybenzene, (Z)-;Bis(4-chlorophenyl)diazene 1-oxide;UNII-CAV0B510XV;NSC 166795;BRN 0656043;CAV0B510XV;AI3-03276;WH8662LY1J;21650-66-8;UNII-8X82KV0420;Diazene, bis(4-chlorophenyl)-, 1-oxide, (Z)-;4,4'-Dichloroazoxybenzene, (E)-;Diazene, bis(4-chlorophenyl)-, 1-oxide, (1Z)-;Diazene, 1,2-bis(4-chlorophenyl)-, 1-oxide, (1Z)-;Diazene, bis(4-chlorphenyl)-, 1-oxide;(Z)-1,2-Bis(4-chlorophenyl)diazene 1-oxide;4-16-00-00035 (Beilstein Handbook Reference);71297-93-3;Azoxybenzene,4'-dichloro-;UNII-WH8662LY1J;YSZC3202;(E)-4,4'-dichloroazoxybenzene;(Z)-4,4'-dichloroazoxybenzene;DTXSID3073210;amino(4-chlorophenyl)[(4-chlorophenyl)azamethylene]-1-ol;NMAZIJPSESMWSA-UHFFFAOYSA-N;MFCD00018597;NSC166795;AKOS003368406;CIS-4,4'-DICHLOROAZOXYBENZENE;8X82KV0420;NSC-166795;Azoxybenzene, 4,4'-dichloro-, trans-;Azoxybenzene, 4,4'-dichloro-, trans-,;1,2-Bis(4-chlorophenyl)diazene 1-oxide;LS-23563;AZOXYBENZENE, 4,4'-DICHLORO-, (E)-;1,2-di(4-chlorophenyl)diaz-1-en-1-ium-1-olate;Q27275381;Q27292633;DIAZENE, BIS(4-CHLOROPHENYL)-, 1-OXIDE, (E)-

Chemical Property of 4,4'-Dichloroazoxybenzene

Chemical Property:

• Vapor Pressure: 3.62E-06mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 397.5°C at 760 mmHg
• Flash Point: 194.2°C
• PSA: 41.11000
• Density: 1.33g/cm³
• LogP: 5.44230
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 266.0013683
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

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

4,4'-DICHLOROAZOXYBENZENE AldrichCPR ^*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=[N+](C2=CC=C(C=C2)Cl)[O-])Cl

Technology Process of 4,4'-Dichloroazoxybenzene

There total 125 articles about 4,4'-Dichloroazoxybenzene 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: 77.0%

methylmagnesium chloride (676-58-4) + 4-chlorobenzonitrile (100-00-5) → 5-chloro-2-nitrotoluene (5367-28-2) + 4,4'-bis(chloro)azoxybenzene (614-26-6) + 4,4'-dichloro-2,2'-dimethyl-azoxybenzene + 4,4'-dichloro-2-methyl-N-1-azoxybenzene

Guidance literature:

methylmagnesium chloride; With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; for 0.25h;

4-chlorobenzonitrile; In tetrahydrofuran; at -70 ℃; for 0.0833333h;

With potassium permanganate; ammonia; In tetrahydrofuran; at -70 ℃; for 0.25h;

DOI:10.1016/S0022-328X(00)00931-1

Reference yield: 4.5%

4-chloro-aniline (106-47-8) → 4-chlorobenzonitrile (100-00-5) + 4,4'-bis(chloro)azoxybenzene (614-26-6)

Guidance literature:

With tert.-butylhydroperoxide; salcomine; In dichloromethane; water; at 23 ℃; for 24h;

DOI:10.1021/jo952198p

Reference yield:

ethanol (64-17-5) + 4-chlorobenzonitrile (100-00-5) → 4,4'-bis(chloro)azoxybenzene (614-26-6) + 1-ethoxy-4-nitrobenzene (100-29-8)

Guidance literature:

With water; potassium carbonate; man faellt mit Wasser und destilliert den Niederschlag mit Wasser;

upstream raw materials:

furfural

4-chlorobenzonitrile

benzene

1-chloro-4-nitroso-benzene

Downstream raw materials:

4-chloro-aniline

bis-(4-chloro-phenyl)-diazene

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

C₁₂H₈Cl₂N₂O

Refernces

• 1、 Schmiegel, Carsten J.,Berg, Patrik,Obst, Franziska,Schoch, Roland,Appelhans, Dietmar,Kuckling, Dirk. "Continuous Flow Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzenes with Gel-Bound Catalysts". . p. 1628 - 1636. Retrieved 2021/03/15.
• 2、 -. "Preparation of niobium or tantalum complex and application of niobium or tantalum complex in catalyzing aromatic amine to generate oxidized azobenzene compound". Paragraph 0080-0083. . Retrieved 2021/11/03.