Tetraphenylporphyrin

Base Information

• Chemical Name: Tetraphenylporphyrin
• CAS No.: 917-23-7
• Deprecated CAS: 106051-94-9,15503-35-2,20998-75-8,25323-25-5,87719-36-6,15503-35-2,20998-75-8,25323-25-5,87719-36-6
• Molecular Formula: C44H30N4
• Molecular Weight: 614.749
• Hs Code.: 29349990
• European Community (EC) Number: 213-025-9
• NSC Number: 640184,18506
• UNII: SDB2SH8G5K
• DSSTox Substance ID: DTXSID2061272
• Nikkaji Number: J9.130H
• Wikipedia: Tetraphenylporphyrin
• Metabolomics Workbench ID: 58194
• ChEMBL ID: CHEMBL436524,CHEMBL3039846
• Mol file: 917-23-7.mol

Synonyms:Tetraphenylporphyrin;917-23-7;5,10,15,20-tetraphenylporphyrin;meso-Tetraphenylporphine;meso-Tetraphenylporphyrin;Tetraphenylporphine;5,10,15,20-Tetraphenyl-21H,23H-porphine;21H,23H-Porphine, 5,10,15,20-tetraphenyl-;5,10,15,20-Tetraphenylporphine;meso-Tetraphenylporphyrine;CHEBI:52279;SDB2SH8G5K;20998-75-8;CHEMBL436524;MFCD00011680;NSC 18506;NSC-18506;NSC640184;NSC 640184;NSC-640184;Porphine, 5,10,15,20-tetraphenyl-;(5Z,10Z,14Z,19Z)-5,10,15,20-tetraphenyl-21,23-dihydroporphyrin;2,7,12,17-tetraphenyl-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;Tetraphenylporphryin;TPP (chelating agent);TPP;UNII-SDB2SH8G5K;meso-Tetra(phenyl)porphine;SCHEMBL30136;MESO-TETRAPHENYLPORPHIN;5,15,20-Tetraphenylporphine;meso-Tetraphenylporphyrin, 97%;CHEMBL3039846;DTXSID2061272;YNHJECZULSZAQK-LWQDQPMZSA-N;YNHJECZULSZAQK-UHFFFAOYSA-N;Porphine,10,15,20-tetraphenyl-;Tetraphenylporphyrin (Chlorin free);BCP21699;NSC18506;STR04536;BDBM50247512;meso-Tetraphenylporphine, low chlorin;STK569350;5,10,15,20-(tetraphenyl)porphyrin;AKOS002375245;21H, 5,10,15,20-tetraphenyl-;5,10,15,20-tetrakis(phenyl)porphyrin;NCI60_013368;SY009714;HY-103656;.alpha.,.gamma.,.delta.-Tetraphenylporphine;CS-0022009;T1359;Porphine, alpha,beta,gamma,delta-tetraphenyl-;5,10,15,20-Tetraphenyl-21H,23H-prophine;F14722;Porphine, 5,10,15,20-tetraphenyl- (VAN);EN300-7405378;5,10,15,20-tetraphenyl-21,23-dihydroporphyrin;.alpha.,.beta.,.gamma.,.delta.-Tetraphenylporphine;5,10,15,20-Tetraphenyl-21H,23H-porphine, 97%;5,10,15,20-TETRAPHENYL-21H,23H-PORPHYRIN;5,10,15,20-Tetraphenyl-21H,23H-porphine, >=99%;meso-Tetraphenylporphyrine pound>>5,10,15,20-tetraphenylporphyrin;meso-Tetraphenylporphyrin, suitable for fluorescence, BioReagent, >=99.0% (HPLC)

Chemical Property of Tetraphenylporphyrin

Chemical Property:

• Appearance/Colour: purple glistening crystalline powder
• Melting Point: 300 °C
• Refractive Index: 1.702
• Boiling Point: 648.45°C (rough estimate)
• PSA: 56.30000
• Density: 1.22 g/cm³
• LogP: 6.86620
• Storage Temp.: 2-8°C
• Solubility.: dichloromethane: soluble
• Water Solubility.: Insoluble in water.
• XLogP3: 10.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 614.24704697
• Heavy Atom Count: 48
• Complexity: 851

Purity/Quality:

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

meso-Tetraphenylporphine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Porphyrins
• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=CC(=C(C4=NC(=C(C5=CC=C(N5)C(=C6C=CC2=N6)C7=CC=CC=C7)C8=CC=CC=C8)C=C4)C9=CC=CC=C9)N3

Technology Process of Tetraphenylporphyrin

There total 217 articles about Tetraphenylporphyrin 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: 97.0%

5,15-dibromo-10,20-diphenylporphyrin (1057140-05-2,151256-86-9) + phenylboronic acid (98-80-6) → 5,15,10,20-tetraphenylporphyrin (917-23-7,20998-75-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1016/S0040-4039(01)01582-9

Reference yield: 85.5%

5-(2,6-N-dinitrophenyl)-10,15,20-trisphenylporphyrin → 5,15,10,20-tetraphenylporphyrin (917-23-7,20998-75-8)

Guidance literature:

5-(2,6-N-dinitrophenyl)-10,15,20-trisphenylporphyrin; With hydrogenchloride; tin(ll) chloride; In water; at 0 - 20 ℃; for 12h;

With ammonia; In water; pH=10;

Reference yield: 65.0%

benzaldehyde (100-52-7) + 5-phenyldipyrromethane (107798-98-1) → 5,15,10,20-tetraphenylporphyrin (917-23-7,20998-75-8)

Guidance literature:

benzaldehyde; 5-phenyldipyrromethane; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.5h;

With selenium(IV) oxide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.01.044

upstream raw materials:

pyrrole

benzaldehyde

pyridine-4-carbaldehyde

p-benzyloxybenzaldehyde

Downstream raw materials:

meso-tetraphenylchlorin

(5Z,10Z,14Z,19Z)-5,10,15,20-Tetraphenyl-porphyrin; compound with 4-nitro-phenol

C₄₈H₃₆N₄O₂

5-[1-{5-[1-{5-[(5-Benzoyl-1H-pyrrol-2-yl)-methoxy-phenyl-methyl]-1H-pyrrol-2-yl}-1-phenyl-meth-(Z)-ylidene]-5H-pyrrol-2-yl}-1-phenyl-meth-(Z)-ylidene]-1,5-dihydro-pyrrol-2-one

Refernces

• 1、 Borisov, Sergey M.,Moritz, Yvonne,Steinegger, Andreas. "Combining metalloporphyrins and cyclometalated complexes – A luminous pair?". . . Retrieved 2020/12/04.
• 2、 -. "Tetraphenylporphyrin covalent functionalized titanium disulfide nonlinear nanometer hybrid material and preparation thereof". Paragraph 0041-0044. . Retrieved 2021/12/07.