25440-14-6

Basic information

• Product Name: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-21H,23H-PORPHINE
• Synonyms: 5,10,15,20-Tetrakis(pentafluorophenyl)-21H,23H-porphine,95%;5,10,15,20-Tetrakis(pentafluorophenyl)-21H,23H-porphine, 95% 100MG;5,10,15,20-Tetrakis(perfluorophenyl)porphyrin 5,10,15,20-Tetrakis(pentafluorophenyl)-21H,23H-porphine;Iron(III) ionophore IV ;5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin >=90.0% (HPLC);5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)-21,22-dihydroporphyrin;5,10,15,20-Tetrakis(perfluorophenyl)porphyrin;meso-tetra(pentafluorophenyl)porphyrin
• CAS NO: 25440-14-6
• Molecular Formula: C₄₄H₁₀F₂₀N₄
• Molecular Weight: 974.55
• Product Categories: organic building block;Porphyrins;Synthetic Porphyrins;Biochemistry;Photonic and Optical Materials;Phthalocyanine and Porphyrin Dyes;Porphyrines
• Mol File: 25440-14-6.mol
• Article Data: 80

Chemical Properties

• Appearance: Violet or purple/Crystalline Powder
• Density: 1.5032 (estimate)
• Refractive Index: 1.571
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• BRN: 604408
• CAS DataBase Reference: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-21H,23H-PORPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-21H,23H-PORPHINE(25440-14-6)
• EPA Substance Registry System: 5,10,15,20-TETRAKIS(PENTAFLUOROPHENYL)-21H,23H-PORPHINE(25440-14-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 25440-14-6(Hazardous Substances Data)

Usage

Chemical Properties

violet or purple crystalline powder

Uses

5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin has been used as a biomarker in a study. 1

General Description

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InChI:InChI=1/C44H10F20N4/c45-25-21(26(46)34(54)41(61)33(25)53)17-9-1-2-10(65-9)18(22-27(47)35(55)42(62)36(56)28(22)48)12-5-6-14(67-12)20(24-31(51)39(59)44(64)40(60)32(24)52)16-8-7-15(68-16)19(13-4-3-11(17)66-13)23-29(49)37(57)43(63)38(58)30(23)50/h1-8,65,68H/b17-9+,17-11+,18-10+,18-12+,19-13+,19-15+,20-14+,20-16+

Upstream product

• 109-97-7 pyrrole 
• 653-37-2 perfluorobenzaldehyde 
• 83-38-5 2,6-dichlorobenzaldehyde 
• 1424942-87-9 2-iodo-3,4,5,6-tetrafluorophenylbenzaldehyde 
• 167482-91-9 5-(pentafluorophenyl)dipyrromethane 
• 1571-08-0 methyl 4-formylbenzoate 
• 2887-07-2 4-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 159618-36-7 2,6-Dicyanobenzaldehyde 
• 680575-57-9 1,9-bis(pentafluorophenylhydroxymethyl)-5-(pentafluorophenyl)dipyrromethane 
• 19842-76-3 2,3,5,6-tetrafluorobenzaldehyde 
• 155796-90-0 4-(di-1H-pyrrol-2-ylmethyl)benzonitrile 
• 1266248-85-4 4-methyl-N-((perfluorophenyl)methylene)benzenesulfonamide 
• 292164-60-4 5,10-bis(pentafluorophenyl)tripyrrane 
• 101-60-0 porphyrin 

Downstream Products

• 1100211-24-2 (acetonitrile-κN)(tetrakis(pentafluorophenyl)porphyrinato)zinc(II) 
• 81245-20-7 μ-oxo-bis[(5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III)] 
• 27882-93-5 5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin copper(II) 

Relevant articles and documents

Calix[5]phyrin for Fluoride Ion Sensing with Visible and Near Infrared Optical Responses

Fluoride (F?) ion sensing is an important topic due to its roles in health, medical, and environmental sciences. In this regard, colorimetric sensors with a near infrared (NIR) optical response are useful in biological systems because they can avoid interference from endogenous chromophores. Although calix[n]phyrins are highly attractive as sensors with the NIR optical response, studies on calix[n]phyrins are still limited owing to their intrinsic instability against ambient light and air. In this study, we report the synthesis and characterization of a new calix[5]phyrin bearing one sp3-hybridized carbon atom as a π-expanded calix[n]phyrin. Upon addition of tetrabutylammonium fluoride, the calix[5]phyrin exhibited distinct NIR absorptions at 908 and 1064 nm as well as a visible color change. Importantly, it revealed an excellent selectivity for F? ion. These results demonstrate that calix[5]phyrins are promising colorimetric and NIR sensors of F? ion.

Pyrrolidine-fused chlorin photosensitizer immobilized on solid supports for the photoinactivation of Gram negative bacteria

The emergence of resistant microorganism to conventional therapeutics prompted us to search new and better antimicrobial treatment modalities. In this work was envisaged an economically viable and environmental friendly approach to allow successive recove

Sensitization of Hypoxic Tumor to Photodynamic Therapy via Oxygen Self-Supply of Fluorinated Photosensitizers

Photodynamic therapy (PDT) utilizes photosensitizers to convert innoxious oxygen to cytotoxic reactive oxygen species under an appropriate light, thus inducing cancer cells necrosis. However, PDT performs in an oxygen-dependent method to destroy cells whi

Significantly boosted oxygen electrocatalysis with cooperation between cobalt and iron porphyrins

Developing electrocatalysts for the oxygen reduction reaction (ORR) and the oxygen evolution reaction (OER) is of great importance. Herein, Co tetrakis(pentafluorophenyl)porphyrin (Co-P) and Fe chloride tetrakis(pentafluorophenyl)porphyrin (Fe-P) were loaded on carbon nanotubes (CNTs) for combining the electrocatalytic advantages of both Co-P and Fe-P. The resultant (Co-P)0.5(Fe-P)0.5@CNT composite displayed significantly boosted activity for the selective four-electron ORR with a half-wave potential of 0.80 Vversusreversible hydrogen electrode (RHE) and for the OER with a potential of 1.65 VversusRHE to obtain 10 mA cm?2current density in 0.1 M KOH. A Zn-air battery assembled from (Co-P)0.5(Fe-P)0.5@CNT exhibited a small charge-discharge voltage gap of 0.74 V at 2 mA cm?2, a high power density of 174.5 mW cm?2and a good rechargeable stability (>120 cycles).

Hydrophilic polyphosphoester-conjugated fluorinated chlorin as an entirely biodegradable nano-photosensitizer for reliable and efficient photodynamic therapy

An entirely biodegradable nano-photosensitizer platform (PPE-FP2) was fabricated by conjugating the photosensitizer TFPC to hydrophilic polyphosphoesters (PPEs) for efficiently liberating photosensitizers at the tumor site. The complete biodegr

Photodynamic inactivation of bioluminescent Escherichia coli by neutral and cationic pyrrolidine-fused chlorins and isobacteriochlorins

Photodynamic inactivation of bioluminescent Escherichia coli in the presence of cationic chlorin and isobacteriochlorin photosensitizers (PSs) obtained from 5,10,15,20-tetrakis(pentafluorophenyl)-porphyrin is described. The spectroscopic data for the neutral and cationic derivatives and their photophysical characterizations, especially fluorescence and singlet oxygen generation capacity are also reported. The results show that there is a direct relation between the inactivation efficiency and the increasing number of charges on the molecules. The combined effect of higher wavelength absorption and number of positive charges on the PS shows a 6.1 log reduction during the inactivation process. Overall this study shows that the cationic isobacteriochlorin has high potential to be used as PS for the inactivation of Gram (-) bacteria.

[40]Nonaphyrin(1.1.1.1.1.1.1.1.1) and its heterometallic complexes with palladium-carbon bonds

meso-Pentafluorophenyl-substituted [40]nonaphyrin-(1.1.1.1.1.1.1.1.1) 3 has been prepared by using a stepwise ring-size-selective synthesis, and has been reduced with NaBH4 to [42]nonaphyr-in(1.1.1.1.1.1.1.1.1) 5. Structurally, 3 is characteriz

An improved synthesis of tetraarylporphirins

An improved synthesis for 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin, 5,10,15,20-tetrakis(2,4,6-trimethylphenyl)porphyrin and 5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrin by an acid-catalysed condensation of pyrrole and properly substituted aldeh

A High-Energy Charge-Separated State of 1.70 eV from a High-Potential Donor–Acceptor Dyad: A Catalyst for Energy-Demanding Photochemical Reactions

A high potential donor–acceptor dyad composed of zinc porphyrin bearing three meso-pentafluorophenyl substituents covalently linked to C60, as a novel dyad capable of generating charge-separated states of high energy (potential) has been develo

Decelerating Charge Recombination Using Fluorinated Porphyrins in N,N-Bis(3,4,5-trimethoxyphenyl)aniline - Aluminum(III) Porphyrin - Fullerene Reaction Center Models

In supramolecular reaction center models, the lifetime of the charge-separated state depends on many factors. However, little attention has been paid to the redox potential of the species that lie between the donor and acceptor in the final charge separat

meso-aryl-substituted expanded porphyrins [16]

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A HET-CAM based vascularized intestine tumor model as a screening platform for nano-formulated photosensitizers

The development of new tumor models for anticancer drug screening is a challenge for preclinical research. Conventional cell-based in vitro models such as 2D monolayer cell cultures or 3D spheroids allow an initial assessment of the efficacy of drugs but

The construction of C(sp3)–O bond via copper porphyrin catalyzed cross-dehydrogenative coupling reaction: Substituent and electronic effect of the catalysts

The push-pull electronic and steric effect of copper porphyrin catalysts on the cross-dehydrogenative coupling (CDC) reaction between the hydroxyl group of phenol substrates and C(sp3)-H bond have been investigated. Results showed that copper porphyrin bearing electron-withdrawing, bulky steric hindrance or heteroatom of pyridyl groups could increase the catalytic activity in the reaction. 5,10,15,20-(tetrakis(4-pyridyl)porphyrin)copper (CuTPyP) was found the best among all tested catalysts. Phenol substrates bearing various functional groups afforded moderate to excellent yields (99%). Significantly, as compared to other tested copper porphyrins, CuTPyP not only exhibited remarkable higher activity but also could shorten the reaction time from 12 to 6 h.