AZOXYBENZENE-4,4'-DICARBOXYLIC ACID DIETHYL ESTER

Base Information

• Chemical Name: AZOXYBENZENE-4,4'-DICARBOXYLIC ACID DIETHYL ESTER
• CAS No.: 6421-04-1
• Molecular Formula: C₁₈H₁₈N₂O₅
• Molecular Weight: 342.351
• Hs Code.: 2927000090
• Mol file: 6421-04-1.mol

Synonyms:Benzoicacid, 4,4'-azoxybis-, diethyl ester (9CI); Benzoic acid, 4,4'-azoxydi-, diethylester (6CI,7CI,8CI); Benzoic acid, p,p'-azoxydi-, diethyl ester (4CI);4,4'-(Diethoxycarbonyl)azoxybenzene; 4,4'-Azoxybenzoic acid diethyl ester;Diethyl 4,4'-azoxydibenzoate; Diethyl azoxybenzene-4,4'-dicarboxylate; Diethylp,p'-azoxydibenzoate; NSC 401032; NSC 680513

Chemical Property of AZOXYBENZENE-4,4'-DICARBOXYLIC ACID DIETHYL ESTER

Chemical Property:

• Melting Point: 110-112 °C(Solv: ethanol (64-17-5))
• Boiling Point: 499.9±55.0 °C(Predicted)
• Flash Point: 256.1oC
• PSA: 93.71000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 4.48890

Purity/Quality:

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

Diethyl Azoxybenzene-4,4'-dicarboxylate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AZOXYBENZENE-4,4'-DICARBOXYLIC ACID DIETHYL ESTER

There total 28 articles about AZOXYBENZENE-4,4'-DICARBOXYLIC ACID DIETHYL ESTER 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: 92.0%

4-nitrosobenzoic acid ethyl ester (7476-79-1) → 4,4'-azoxy-di-benzoic acid diethyl ester (6421-04-1,34241-38-8)

Guidance literature:

In isopropyl alcohol; at 100 ℃; for 15h; Sealed tube;

DOI:10.1021/acs.joc.7b01887

Reference yield: 67.0%

p-aminoethylbenzoate (94-09-7) → 4,4'-azoxy-di-benzoic acid diethyl ester (6421-04-1,34241-38-8)

Guidance literature:

With Oxone; In water; isopropyl alcohol; at 20 - 100 ℃; for 14h;

DOI:10.1021/acs.joc.7b01887

Reference yield: 57.0%

4-nitrosobenzoic acid ethyl ester (7476-79-1) + 4,4,5,5- tetramethyl-2-[(1E)-3-methylbuta-1,3-dien-1-yl]-1,3,2-dioxaborolane → 1-(4-ethoxycarbonylphenyl)-3-methyl-1H-pyrrole (1439384-43-6) + 4,4'-azoxy-di-benzoic acid diethyl ester (6421-04-1,34241-38-8)

Guidance literature:

In methanol; at 20 ℃; for 5h;

DOI:10.1039/c3cc42227e

upstream raw materials:

ethanol

4,4'-azoxydibenzoyl chloride

ethyl 4-nitrobenzoate

4-nitrosobenzoic acid ethyl ester

Downstream raw materials:

diethyl ester of hydroazobenzene-4,4'-dicarboxylic acid

C₂₃H₂₄N₂O₇

4,4'-(4-hexyl-3,5-dioxo-pyrazolidine-1,2-diyl)-di-benzoic acid diethyl ester

4,4'-(4-butyl-3,5-dioxo-pyrazolidine-1,2-diyl)-bis-benzoic acid diethyl ester

Refernces

• 1、 Capperucci, Antonella,Dalia, Camilla,Tanini, Damiano. "The polyhedral nature of selenium-catalysed reactions: Se(iv) species instead of Se(vi) species make the difference in the on water selenium-mediated oxidation of arylamines". supporting information. p. 5680 - 5686. Retrieved 2021/08/16.
• 2、 Chen, Yu-Feng,Chen, Jing,Lin, Li-Jen,Chuang, Gary Jing. "Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzene". . p. 11626 - 11630. Retrieved 2017/11/10.