meso-Tetra(4-carboxyphenyl)porphine

Base Information

• Chemical Name: meso-Tetra(4-carboxyphenyl)porphine
• CAS No.: 14609-54-2
• Molecular Formula: C48H30N4O8
• Molecular Weight: 790.788
• Hs Code.: 2933998090
• Mol file: 14609-54-2.mol

Synonyms:Benzoicacid, 4,4',4'',4'''-(5,10,15,20-porphinetetrayl)tetra- (8CI);4,4',4'',4'''-(21H,23H-Porphine-5,10,15,20-tetrayl)tetrakis(benzoicacid);5,10,15,20-Tetrakis(4-carboxyphenyl)porphine;5,10,15,20-Tetrakis(4-carboxyphenyl)porphyrin;TCPP;TCPP (porphinederivative);Tetra(4-carboxyphenyl)porphine;Tetra(4-carboxyphenyl)porphyrin;Tetra(p-carboxyphenyl)porphyrin;Tetrakis(4-carboxyphenyl)porphine;Tetrakis(4-carboxyphenyl)porphyrin;Tetrakis(p-carboxyphenyl)porphine;Tetrakis(p-carboxyphenyl)porphyrin;meso-Tetra(4-carboxyphenyl)porphine;meso-Tetra(p-carboxyphenyl)porphine;meso-Tetra(p-carboxyphenyl)porphyrin;meso-Tetrakis(4-carboxyphenyl)porphine;meso-Tetrakis(4-carboxyphenyl)porphyrin;meso-Tetrakis(p-carboxyphenyl)porphine;meso-Tetrakis(p-carboxyphenyl)porphyrin;a,b,g,d-Tetrakis(4-carboxyphenyl)porphine;

Chemical Property of meso-Tetra(4-carboxyphenyl)porphine

Chemical Property:

• Appearance/Colour: purple powder
• Melting Point: >300 °C
• Refractive Index: 1.734
• PSA: 205.50000
• Density: 1.463 g/cm³
• LogP: 5.65900
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

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

Nickel ionophore II ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: meso-Tetra(4-carboxyphenyl)porphine can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes. Nickel ionophore II is a selective sensor for Ni(II) ions. 4,4′,4′′, 4′′′-(Porphine-5,10,15,20-tetrayl)tetrakis(benzoic acid) (H2TCPP) can be used to fabricate three dimensional Ru polymer complex. It can be grafted on SiO2/Nb2O5 substrate and subsequently metallized to investigate catalytic oxidation of hydrazine.

Technology Process of meso-Tetra(4-carboxyphenyl)porphine

There total 12 articles about meso-Tetra(4-carboxyphenyl)porphine 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%

5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrin (22112-83-0) → tetrakis(4-carboxyphenyl)porphyrin (14609-54-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; at 75 ℃; for 16h;

DOI:10.1016/j.dyepig.2016.10.053

Reference yield: 75.0%

pyrrole (109-97-7,30604-81-0) + 4-Carboxybenzaldehyde (619-66-9) → tetrakis(4-carboxyphenyl)porphyrin (14609-54-2)

Guidance literature:

pyrrole; 4-Carboxybenzaldehyde; In N,N-dimethyl-formamide; at 100 ℃; for 0.166667h; Inert atmosphere;

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 150 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.dyepig.2020.108728

Reference yield: 35.0%

pyrrole (109-97-7,30604-81-0) + methyl 4-formylbenzoate (1571-08-0) → tetrakis(4-carboxyphenyl)porphyrin (14609-54-2)

Guidance literature:

pyrrole; methyl 4-formylbenzoate; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1.5h; Darkness;

With chloranil; In dichloromethane;

With sodium hydroxide;

DOI:10.1007/s10562-014-1433-z

upstream raw materials:

pyrrole

4-Carboxybenzaldehyde

5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrin

5,10,15,20-tetrakis(4-cyanophenyl)porphirin

Refernces

• 1、 Xu, Hai-Qun,Hu, Jiahua,Wang, Dengke,Li, Zhaohui,Zhang, Qun,Luo, Yi,Yu, Shu-Hong,Jiang, Hai-Long. "Visible-Light Photoreduction of CO2 in a Metal-Organic Framework: Boosting Electron-Hole Separation via Electron Trap States". . p. 13440 - 13443. Retrieved 2015.
• 2、 Askari, Parvin,Mohebbi, Sajjad. "A porphyrin cobalt(II) complex linked to a TiO2/BiVO4 nanocomposite: Alcohol oxidation using nanohybrid materials as a photocatalyst: Via a mechanism approach". . p. 1715 - 1724. Retrieved 2018.
• 3、 Garcia, Guillaume,Sol, Vincent,Lamarche, Francois,Granet, Robert,Guilloton, Michel,Champavier, Yves,Krausz, Pierre. "Synthesis and photocytotoxic activity of new chlorin-polyamine conjugates". . p. 3188 - 3192. Retrieved 2006.
• 4、 Ji, Jinhua,Liu, Hao,Chen, Zewei,Fu, Yajun,Yang, Weijun,Yin, Shuang-Feng. "Modulating the Acidic and Basic Site Concentration of Metal-Organic Framework Derivatives to Promote the Carbon Dioxide Epoxidation Reaction". . p. 11102 - 11109. Retrieved 2021.
• 5、 Daliran, Saba,García, Hermenegildo,Khajeh, Mostafa,Luque, Rafael,Oudi, Sara,Oveisi, Ali Reza,Sen, Unal. "Straightforward synthesis of a porous chromium-based porphyrinic metal-organic framework for visible-light triggered selective aerobic oxidation of benzyl alcohol to benzaldehyde". . . Retrieved 2021.
• 6、 Gianferrara, Teresa,Bergamo, Alberta,Bratsos, Ioannis,Milani, Barbara,Spagnul, Cinzia,Sava, Gianni,Alessio, Enzo. "Ruthenium-porphyrin conjugates with cytotoxic and phototoxic antitumor activity". . p. 4678 - 4690. Retrieved 2010.
• 7、 Zhang, Xiaoyuan,Zhu, Biaobiao,Zhou, Li,Liu, Ping,Deng, Wenji. "Synthesis of Novel Porphyrin Derivatives with Mesogenic Properties". . p. 2730 - 2739. Retrieved 2015.
• 8、 Bagherzadeh, Mojtaba,Mesbahi, Elnaz. "Mg–Al layered double hydroxide intercalated with manganese(III) 5,10,15,20-tetrakis(4-benzoate)porphyrinacetate as a highly reusable catalyst for epoxidation". . . Retrieved 2019.
• 9、 Granados-Oliveros, Gilma,Páez-Mozo, Edgar Alberto,Martínez Ortega, Fernando,Piccinato, Marileneturini,Silva, Fausto Neves,Guedes, Carmen Luísa Barbosa,Di Mauro, Eduardo,Costa, Marcello Ferreira Da,Ota, André Tsutomu. "Visible light production of superoxide anion with MCarboxyphenylporphyrins (M = H, Fe, Co, Ni, Cu, and Zn) free and anchored on TiO2: EPR characterization". . p. 79 - 85. Retrieved 2011.
• 10、 Chen, Liyong,Wang, Yanxin,Yu, Fengyang,Shen, Xiaoshuang,Duan, Chunying. "A simple strategy for engineering heterostructures of Au nanoparticle-loaded metal-organic framework nanosheets to achieve plasmon-enhanced photocatalytic CO2 conversion under visible light". . p. 11355 - 11361. Retrieved 2019.