Description
4,4′-(Porphyrin-5,15-diyl)dibenzoic acid (CAS No. 167777-26-6) is a high-purity porphyrin derivative with the molecular formula C34H22N4O4. This compound, also known by its IUPAC name 4-[15-(4-carboxyphenyl)-21,23-dihydroporphyrin-5-yl]benzoic acid, features a porphyrin core functionalized with two benzoic acid groups at the 5,15-positions, making it an excellent building block for supramolecular chemistry, metal-organic frameworks (MOFs), and photodynamic therapy research. Its rigid, planar structure and carboxylic acid termini enable precise coordination with metal ions or covalent attachment to surfaces, nanoparticles, and polymers. Ideal for advanced materials science, catalysis, and biomedical applications, this product is supplied with comprehensive analytical data (HPLC, NMR, MS) to ensure reproducibility and performance consistency.
Properties
- CAS Number: 167777-26-6
- Complexity: 887
- IUPAC Name: 4-[15-(4-carboxyphenyl)-21,23-dihydroporphyrin-5-yl]benzoic acid
- InChI: InChI=1S/C34H22N4O4/c39-33(40)21-5-1-19(2-6-21)31-27-13-9-23(35-27)17-25-11-15-29(37-25)32(20-3-7-22(8-4-20)34(41)42)30-16-12-26(38-30)18-24-10-14-28(31)36-24/h1-18,35,38H,(H,39,40)(H,41,42)
- InChI Key: OOYXLNVJLNMZQS-UHFFFAOYSA-N
- Exact Mass: 550.16410520
- Molecular Formula: C34H22N4O4
- Molecular Weight: 550.6
- SMILES: C1=CC(=CC=C1C2=C3C=CC(=CC4=NC(=C(C5=CC=C(N5)C=C6C=CC2=N6)C7=CC=C(C=C7)C(=O)O)C=C4)N3)C(=O)O
- Topological: 132
- Monoisotopic Mass: 550.16410520
- Synonyms: 167777-26-6, 4,4′-(Porphyrin-5,15-diyl)dibenzoic acid, H2Dbp, UNII-2GI2ZOD0TV, 2GI2ZOD0TV, Benzoic acid, 4,4′-(21H,23H-porphine-5,15-diyl)bis-, 5,15-Di(p-benzoato)porphyrin, 5,15-Bis(4-carboxyphenyl)porphyrin, 5,15-(Di-4-carboxyphenyl)porphyrin, 4,4′-(Porphyrin-5,15-diyl)dibenzoicacid, 4-[15-(4-carboxyphenyl)-21,23-dihydroporphyrin-5-yl]benzoic acid, YSWG389, SCHEMBL22332272, SGA77726, (5,15-bis(4-carboxyphenyl)porphyrin), BS-44369, CS-0169884, F77135, 4,4?-(21H,23H-Porphine-5,15-diyl)bis[benzoic acid]
Application
4,4′-(Porphyrin-5,15-diyl)dibenzoic acid is widely used in the synthesis of porphyrin-based metal-organic frameworks (MOFs) for gas storage and catalysis due to its chelating carboxylate groups. It serves as a photosensitizer in photodynamic therapy (PDT) research, leveraging its strong absorbance in the visible spectrum. The compound is also employed in dye-sensitized solar cells (DSSCs) and organic electronics for its electron-transfer properties.
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