meso-Tetra (4-chlorophenyl) porphine

Base Information

• Chemical Name: meso-Tetra (4-chlorophenyl) porphine
• CAS No.: 22112-77-2
• Molecular Formula: C44H26Cl4N4
• Molecular Weight: 752.529
• Mol file: 22112-77-2.mol

Synonyms:2,7,12,17-tetra(4-chlorophenyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1~3,6~.1~8,11~.1~13,16~]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaene; 21H,23H-porphine, 5,10,15,20-tetrakis(4-chlorophenyl)-; 5,10,15,20-Tetrakis(4-chlorophenyl)porphyrin; meso-Tetra (4-chlorophenyl) porphine

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

Chemical Property:

• Melting Point: >27 °C
• PSA: 56.30000
• Density: 1.398g/cm³
• LogP: 9.47980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% purity ^*data from raw suppliers

5,10,15,20-Tetrakis(4-chlorophenyl)porphyrin 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 20 articles about meso-Tetra (4-chlorophenyl) 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: 65.0%

pyrrole (109-97-7,30604-81-0) + 4-chlorobenzaldehyde (104-88-1) → 5,10,15,20-tetra-(4-chlorophenyl)porphyrin (22112-77-2)

Guidance literature:

With vanadium(V) oxychloride; In dichloromethane; for 1h; Ambient temperature; other reagents: TiCl₄, VO(OEt)Cl₂, VO(OiPr)Cl₂, Mn(OAc)3;

Reference yield: 50.0%

2-bromo-5,10,15,20-tetrakis-(4-chloro-phenyl)-porphyrine → C44H24Cl4N4 + 5,10,15,20-tetra-(4-chlorophenyl)porphyrin (22112-77-2)

Guidance literature:

With potassium carbonate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In N,N-dimethyl-formamide; at 130 ℃; for 0.5h;

DOI:10.1021/jo0609677

Reference yield: 21.0%

4-chlorobenzaldehyde (104-88-1) + 2,2'-((4-chlorophenyl)methylene)bis(1H-pyrrole) (137018-26-9) → 5,10,15,20-tetra-(4-chlorophenyl)porphyrin (22112-77-2)

Guidance literature:

4-chlorobenzaldehyde; 2,2'-((4-chlorophenyl)methylene)bis(1H-pyrrole); With Indion-130 resin; In dichloromethane; at 25 ℃; for 17h;

With chloranil; In dichloromethane; for 3h; Heating;

DOI:10.1016/S0040-4020(03)00245-X

upstream raw materials:

pyrrole

4-chlorobenzaldehyde

tetrakis(4-aminophenyl)porphyrin

(4-Chloro-phenyl)-(1H-pyrrol-2-yl)-methanol

Refernces

• 1、 Dar, Umar Ali,Shah, Shakeel A.. "UV–visible and fluorescence spectroscopic assessment of meso?tetrakis?(4?halophenyl) porphyrin; H2TXPP (X = F, Cl, Br, I) in THF and THF-water system: Effect of pH and aggregation behaviour". . . Retrieved 2020.
• 2、 Yaman, Hanifi,Kayan, Asgar. "Synthesis of novel single site tin porphyrin complexes and the catalytic activity of tin tetrakis(4-fluorophenyl)porphyrin over -caprolactone". . p. 231 - 237. Retrieved 2017.
• 3、 Ivanova, Yu. B.,Kulikova,Mamardashvili, N. Zh.. "PH-switchable porphyrin receptor for binding halide ions". . p. 1231 - 1238. Retrieved 2011.
• 4、 Shen, Hai-Min,Wang, Xiong,Ning, Lei,Guo, A-Bing,Deng, Jin-Hui,She, Yuan-Bin. "Efficient oxidation of cycloalkanes with simultaneously increased conversion and selectivity using O2 catalyzed by metalloporphyrins and boosted by Zn(AcO)2: A practical strategy to inhibit the formation of aliphatic diacids". . . Retrieved 2020/11/20.
• 5、 Laha, Joydev K.,Hunjan, Mandeep Kaur. "K2S2O8mediated synthesis of 5-Aryldipyrromethanes and meso-substituted A4-Tetraarylporphyrins". . p. 664 - 673. Retrieved 2021/06/03.