AZOBENZENE-4,4'-DICARBOXYLIC ACID

Base Information

• Chemical Name: AZOBENZENE-4,4'-DICARBOXYLIC ACID
• CAS No.: 586-91-4
• Molecular Formula: C14H10N2O4
• Molecular Weight: 270.244
• Hs Code.: 29270000
• European Community (EC) Number: 209-589-0
• DSSTox Substance ID: DTXSID101277651
• Nikkaji Number: J1.066.542F,J36.126G,J95.731C
• Mol file: 586-91-4.mol

Synonyms:Benzoicacid, 4,4'-azobis- (9CI);Benzoic acid, 4,4'-azodi- (6CI,7CI,8CI);Benzoicacid, p,p'-azodi- (4CI);4,4'-Azobenzenedicarboxylic acid;4,4'-Azobisbenzoicacid;4,4'-Azodibenzoic acid;4-Azobenzoate;

Chemical Property of AZOBENZENE-4,4'-DICARBOXYLIC ACID

Chemical Property:

• Melting Point: 117 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 541.2°Cat760mmHg
• PKA: 3.46±0.10(Predicted)
• Flash Point: 281.1°C
• PSA: 99.32000
• Density: 1.35g/cm³
• LogP: 3.49840
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly, Heated)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 270.06405680
• Heavy Atom Count: 20
• Complexity: 345

Purity/Quality:

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

Azobenzene-4,4'-dicarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/39
• Safety Statements: 26-36/37/38

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of AZOBENZENE-4,4'-DICARBOXYLIC ACID

There total 27 articles about AZOBENZENE-4,4'-DICARBOXYLIC ACID 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: 100.0%

4-nitro-benzoic acid (62-23-7) → azobenzene-4,4'-dicarboxylic acid (586-91-4)

Guidance literature:

With D-glucose; acetic acid; sodium hydroxide; In water; at 50 ℃;

DOI:10.1021/jacs.8b08016

Reference yield: 99.0%

4-azidobenzoic acid (6427-66-3) → azobenzene-4,4'-dicarboxylic acid (586-91-4)

Guidance literature:

at -196.15 - 19.85 ℃; for 192h; Photolysis;

DOI:10.1246/bcsj.71.1259

Reference yield: 89.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → azobenzene-4,4'-dicarboxylic acid (586-91-4)

Guidance literature:

With sodium perborate; sodium molybdate tetrahydrate; In acetic acid; at 50 ℃; for 1h; Temperature; Kinetics; Thermodynamic data; Catalytic behavior;

DOI:10.1007/s11696-018-0599-z

upstream raw materials:

4-nitrobenzyl chloride

4-benzenediazonium-carboxylate

4-amino-benzoic acid

4,4'-hydrazo-di-benzoic acid

Downstream raw materials:

4,4'-azo-di-benzoic acid bis-(2-diethylamino-ethyl ester)

4,4'-hydrazo-di-benzoic acid

4,4'-azobis<<(dimethylamino)carbonyl>benzene>

4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester)

Refernces

• 1、 Li, Xudong,Wei, Yuansong,Wu, Yuchen,Yin, Lichen. "Hypoxia-Induced Pro-Protein Therapy Assisted by a Self-Catalyzed Nanozymogen". . p. 22544 - 22553. Retrieved 2020.
• 2、 Subhan, Hanif,Lashin, Aref,Rana, Usman Ali,Al-Arifi, Nassir,Ahmad, Khurshid,Hussain, Hidayat,Qureshi, Rumana,Ali, Saqib,Zia, Muhammad Abid,Kraatz, Heinz-Bernhard,Shah, Afzal. "pH and temperature responsive redox behavior of biologically important aniline derivatives". . p. 64617 - 64625. Retrieved 2015.
• 3、 Yuan, Shuai,Qin, Jun-Sheng,Su, Jian,Li, Bao,Li, Jialuo,Chen, Wenmiao,Drake, Hannah F.,Zhang, Peng,Yuan, Daqiang,Zuo, Jinglin,Zhou, Hong-Cai. "Sequential Transformation of Zirconium(IV)-MOFs into Heterobimetallic MOFs Bearing Magnetic Anisotropic Cobalt(II) Centers". . p. 12578 - 12583. Retrieved 2018.
• 4、 Goswami, Shyamaprosad,Ghosh, Kumaresh,Halder, Mintu. "Molecular recognition: Hydrogen bonding induced configurational locking of a new photoresponsive receptor by dicarboxylic acids". . p. 1735 - 1738. Retrieved 1999.
• 5、 Ghorbanloo, Massomeh,Junk, Peter C.,Morsali, Ali,Parsa, Fatemeh,Retailleau, Pascal,Wang, Jun. "Azobenzene based 2D-MOF for high selective quinone fluorescence sensing performance". . . Retrieved 2020.
• 6、 Zhang, Lingyun,Luo, Yanan,Jia, Ruokun,Sun, Xuhui,Liu, Chunguang,Zhang, Yingjie. "Novel azobenzene nickel(II) sensitizer for dye-sensitized solar cells". . p. 90 - 96. Retrieved 2016.
• 7、 Huang, Jian-Cai,Xiao, Hui,Chen, Zhixin,Zheng, Wenxu,Huang, Chang-Cang,Wu, Shu-Ting,Xie, Zenghong,Zhuang, Naifeng. "Static Retention of Dynamic Chiral Arrangements for Achiral Shear Thinning Metal–Organic Colloids". supporting information. p. 14017 - 14024. Retrieved 2021/09/02.