Zn(II) meso-Tetra(4-carboxyphenyl) Porphine

Product Number: T40424; CAS Number: 27647-84-3

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Zn(II) meso-Tetra(4-carboxyphenyl) Porphine CAS: 27647-84-3 MDL: MFCD27981355

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Molecular weight: 854.167 g/mol

Molecular Formula: C48H28N4O8Zn

CAS Number: 27647-84-3

Storage: Store at room temperature, protect from light

Synonyms: Zinkhydrogen-4,4′,4”-{5-[4-(dioxidomethylen)-2,5-cyclohexadien-1-yliden]-5H-porphin-21-id-10,15,20-triyl}tribenzoat (1:4:1), 27647-84-3, Zincate(4-), ((4,4′,4”,4”’-(21H,23H-porphine-5,10,15,20-tetrayl)tetrakis(benzoato))(6-)-N21,N22,N23,N24)-, tetrahydrogen, (SP-4-1)-, Zn(II) meso-Tetra(4-carboxyphenyl) Porphine, Zn-Tcpp

Field of Interest: Metal Organic Frameworks MOFs, Photosensitizers

Background: Zn(II) meso-Tetra(4-carboxyphenyl) Porphine is a synthetic porphyrin specialty chemical manufactured by Frontier Specialty Chemicals. Zn(II) meso-Tetra(4-carboxyphenyl) Porphine covered to the corresponding trihexyltetradecylphosphonium salt which was found to have improved Photosensitizing properties over the starting material.1 Metal organic frameworks MOFs derived from Zn(II) meso-Tetra(4-carboxyphenyl) Porphine where found to selectively absorb certain organic dyes.2 2D self-assembled Zn(II) meso-Tetra(4-carboxyphenyl)Porphine was found to be active for the photocatalytic production of hydrogen.3 Zn(II) meso-Tetra(4-carboxyphenyl)Porphine was used to assemble ZnO nanorods with adjustable size.4 A review was published on porphyrin-based MOFs with an emphasis on those containing meso-tetra(4-carboxyphenyl)porphine and metallated derivatives.5-6

References: 

1.) Kolic, et al. Synthesis and Characterization of Porphyrin-Based GUMBOS and NanoGUMBOS as Improved Photosensitizers. J. Phys. Chem. C 2016, 120, 9, 5155–5163. https://doi.org/10.1021/acs.jpcc.5b12013

2.) Wang, et al. Structural tuning of zinc–porphyrin frameworks via auxiliary nitrogen-containing ligands towards selective adsorption of cationic dyes. Chem. Commun., 2019,55, 6527-6530. https://doi.org/10.1039/C9CC02405K

3.) Jing, et al. Supramolecular Zinc Porphyrin Photocatalyst with Strong Reduction Ability and Robust Built-In Electric Field for Highly Efficient Hydrogen Production. Advanced Energy Materials Volume11, Issue29 August 5, 2021 2101392. https://doi.org/10.1002/aenm.202101392

4.) During, et al. ZnO nanorods assembled with different porphyrins – size-tunable hybrid particles. RSC Adv., 2017, 7, 3321-3330. 10.1039/C6RA26964H

5.) Goji, et al. Porphyrin-based metal–organic frameworks: focus on diagnostic and therapeutic applications. J Nanostruct Chem (2022). https://doi.org/10.1007/s40097-022-00500-6

6.) Gou, et al. Recent developments in metal–metalloporphyrin frameworks. Dalton Trans., 2015,44, 14574-14583. https://doi.org/10.1039/C5DT02170G

Categories

Porphyrins

Scaffold/Subcategory

Synthetic Porphyrins

CAS #

[27647-84-3]

Purity %

>95%

Smiles

OC(=O)C1=CC=C(C=C1)C1=C2C=CC(=N2)/C(=C2/C=CC3=C(C4=NC(C=C4)=C(/C4=CC=C1N4[Zn]N23)C1=CC=C(C=C1)C(O)=O)C1=CC=C(C=C1)C(O)=O)C1=CC=C(C=C1)C(O)=O

Molecular Weight

854.167

Molecular Formula

C48H28N4O8Zn

Functional Groups

Carboxy, Carboxylic Acid

Porphyrin Family

A4 Porphyrins, Metallo Porphyrins, Tetra-Phenyl Porphine Derivatives

Porphyrin Substitution

Carboxy Substituted Porphyrins, Carboxy-Phenyl Substituted Porphyrins, Meso-Substituted Porphyrins, Phenyl Substituted Porphyrins

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