Diethyl 4,4'-Azodibenzoate

Base Information

• Chemical Name: Diethyl 4,4'-Azodibenzoate
• CAS No.: 7250-68-2
• Molecular Formula: C18H18 N2 O4
• Molecular Weight: 326.352
• Hs Code.: 2927000090
• NSC Number: 30133
• DSSTox Substance ID: DTXSID40283158
• Nikkaji Number: J390.830E,J3.261.664J
• Mol file: 7250-68-2.mol

Synonyms:Diethyl 4,4'-Azodibenzoate;7250-68-2;ethyl 4-[(4-ethoxycarbonylphenyl)diazenyl]benzoate;4,4'-Azodibenzoic Acid Diethyl Ester;Azobenzene-4,4'-dicarboxylic Acid Diethyl Ester;4-(4-ethoxycarbonylphenyl)azobenzoic acid ethyl ester;Diethyl 4,4'-(diazenediyl)dibenzoate;NSC30133;Diethyl 4,4-Azodibenzoate;Diethyl4,4'-Azodibenzoate;4,4'- Dicarbethoxyazobenzol;Benzoic acid,4,4'-azobis-, diethyl ester (9CI);SCHEMBL3080726;DTXSID40283158;MFCD00096305;NSC-30133;AKOS003235712;Diethyl Azobenzene-4,4'-dicarboxylate;CS-0455264;Diethyl 4,4'-(diazene-1,2-diyl)dibenzoate;Benzoic acid,4,4'-azobis-,diethyl ester(9ci);T71270;A844662;(E)-Diethyl 4,4'-(diazene-1,2- diyl)dibenzoate;(E)-Azobenzene-4,4'-dicarboxylic acid diethyl ester

Chemical Property of Diethyl 4,4'-Azodibenzoate

Chemical Property:

• Melting Point: 144oC
• Boiling Point: 472.3°Cat760mmHg
• Flash Point: 195.9°C
• PSA: 77.32000
• Density: 1.16g/cm³
• LogP: 4.45540
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 326.12665706
• Heavy Atom Count: 24
• Complexity: 396

Purity/Quality:

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

Diethyl 4,4'-Azodibenzoate >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N=NC2=CC=C(C=C2)C(=O)OCC

Technology Process of Diethyl 4,4'-Azodibenzoate

There total 26 articles about Diethyl 4,4'-Azodibenzoate 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%

p-aminoethylbenzoate (94-09-7) → 4,4'-bis(ethoxycarbonyl)azobenzene (7250-68-2)

Guidance literature:

With pyridine; oxygen; copper; ammonium bromide; In toluene; at 100 ℃; under 760.051 Torr;

DOI:10.1039/c4ra00749b

Reference yield: 89.0%

diethyl ester of hydroazobenzene-4,4'-dicarboxylic acid (19672-25-4) → (E)-diethyl 4,4′-(diazene-1,2-diyl)dibenzoate (7250-68-2,122045-06-1)

Guidance literature:

With dihydrogen peroxide; 3C₁₆H₃₆N⁽¹⁺⁾*FeMo₆O₁₈((OCH₂)3CNH₂)2^(3-); sodium hydrogensulfite; In ethanol; water; at 20 ℃; for 0.5h;

DOI:10.1039/d1cc02753k

Reference yield: 82.0%

ethanol (64-17-5) + azobenzene-4,4'-dicarbonyl dichloride (10252-29-6,78752-50-8) → 4,4'-bis(ethoxycarbonyl)azobenzene (7250-68-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1039/c4tc01205d

upstream raw materials:

p-ethyl benzoate diazonium salt

ethanol

ethyl 4-nitrobenzoate

methylhydrazine

Downstream raw materials:

ethyl 2-(4-(ethoxycarbonyl)phenyl)-2H-benzo[d][1,2,3]triazole-5-carboxylate

(E)-ethyl 4-((4-(ethoxycarbonyl)phenyl)diazenyl)-3-(4-methylphenylsulfonamido)benzoate

(E)-ethyl-6-((4-(ethoxycarbonyl)phenyl)diazenyl)-[1,1’-biphenyl]-3-carboxylate

ethyl 4-amino-3-fluorobenzoate

Refernces

• 1、 Huang, Lei,Qiu, Shiqin,Wei, Yongge,Xie, Jingyan,Yu, Han,Zeng, Xianghua,Zhao, Weizhe. "Oxidative dehydrogenation of hydrazines and diarylamines using a polyoxomolybdate-based iron catalyst". supporting information. p. 7677 - 7680. Retrieved 2021/08/09.
• 2、 Karunakaran,Venkataramanan. "Conversion of anilines into azobenzenes in acetic acid with perborate and Mo(VI): correlation of reactivities". . p. 375 - 385. Retrieved 2019/02/14.