917-23-7

Basic information

• Product Name: TPP
• Synonyms: meso-Tetraphenylporphyrine;Porphine, 5,10,15,20-tetraphenyl-;RARECHEM AS SA 0001;TETRAPHENYLPORPHYRIN;TETRAPHENYLPORPHINE METAL FREE;TETRAPHENYLPORPHINE;TETRAPHENYLPORFYRIN;5,10,15,20-TETRAPHENYL-21H,23H-PORPHYRIN
• CAS NO: 917-23-7
• Molecular Formula: C44H30N4
• Molecular Weight: 614.74
• EINECS: 213-025-9
• Product Categories: Organics;electronic;Porphyrins;Synthetic Porphyrins;Ligands for Pharmaceutical Research;Magnetic Resonance Imaging (Chelating Reagents);Analytical Chemistry;Biochemistry;Chelating Reagents;Porphines;Environmentally-friendly Oxidation;Ligands (Environmentally-friendly Oxidation);Synthetic Organic Chemistry;porphine (porphyrin) ligand;Imidazoles ,Heterocyclic Acids
• Mol File: 917-23-7.mol
• Article Data: 267

Chemical Properties

• Melting Point: 300 °C
• Boiling Point: 648.45°C (rough estimate)
• Appearance: Blue to purple/Glistening Crystalline Powder
• Density: 1.5288 (rough estimate)
• Refractive Index: 1.7030 (estimate)
• Storage Temp.: 2-8°C
• Solubility: dichloromethane: soluble
• Water Solubility: Insoluble in water.
• BRN: 379542
• CAS DataBase Reference: TPP(CAS DataBase Reference)
• NIST Chemistry Reference: TPP(917-23-7)
• EPA Substance Registry System: TPP(917-23-7)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 8-10-23
• TSCA: Yes
• Hazardous Substances Data: 917-23-7(Hazardous Substances Data)

Usage

Chemical Properties

purple glistening crystalline powder

Purification Methods

Purify TPP by chromatography on neutral (Grade I) alumina, and recrystallisation from CH2Cl2/MeOH or *C6H6. It forms complexes with metals. [Yamashita et al. J Phys Chem 91 3055 1987, Beilstein 26 III/IV 1958.]

InChI:InChI=1/C44H30N4/c1-5-13-29(14-6-1)38-27-37-26-35-22-21-33(45-35)25-34-23-24-36(46-34)28-39-40(30-15-7-2-8-16-30)41(31-17-9-3-10-18-31)44(48-39)42(43(38)47-37)32-19-11-4-12-20-32/h1-28,45,48H/b33-25-,34-25-,35-26-,36-28-,37-26-,39-28-,43-42-,44-42-

Synthetic route

(9Z,15Z,19Z)-5,10,15,20-Tetraphenyl-5-(1H-pyrrol-2-yl)-5,21,23,24-tetrahydro-porphine → 5,15,10,20-tetraphenylporphyrin (917-23-7)

Conditions	Yield
With trifluoroacetic acid In chloroform at 20℃;	100%

Upstream product

• 109-97-7 pyrrole 
• 100-52-7 benzaldehyde 
• 872-85-5 pyridine-4-carbaldehyde 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 99-61-6 3-nitro-benzaldehyde 
• 122-85-0 para-acetamidobenzaldehyde 
• 3011-34-5 4-hydroxy-3-nitrobenzaldehyde 
• 130413-37-5 4-(2-(2-chloroethoxy)ethoxy)benzaldehyde 
• 127572-74-1 4(e)-(2,5-Dihydroxyphenyl)cyclohexan-(e)-carbaldehyd 
• 82873-87-8 3-(propionyloxymethyl)benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 126442-94-2 1-Ethyl-2-{(1E,3E,5E)-7-[1-ethyl-3,3-dimethyl-1,3-dihydro-indol-(2Z)-ylidene]-hepta-1,3,5-trienyl}-5-(4-formyl-phenylcarbamoyl)-3,3-dimethyl-3H-indolium; iodide 
• 100-10-7 4-dimethylamino-benzaldehyde 

Downstream Products

• 80612-44-8 C₄₆H₃₂N₄O 
• 90731-31-0 (5Z,10Z,14Z,19Z)-5,10,15,20-Tetraphenyl-porphyrin; compound with 4-nitro-phenol 
• 63160-31-6 β-nitro-5,10,15,20-tetraphenylporphyrin 
• 105342-50-5 β-pyridinium-meso-tetraphenylporphyrin chloride 
• 80612-51-7 C₄₉H₃₉N₄O⁽¹⁺⁾*I^(1-) 
• 80612-52-8 C₅₄H₄₀N₅O₃⁽¹⁺⁾*Br^(1-) 

Relevant articles and documents

Physicochemical Basis for the Creation of Liquid-Phase Sensor Materials Based on Tetraaryldithiaporphyrins

Abstract: Basic properties of 5,10,15,20-tetraaryl-21-thia- and 5,10,15,20-tetraaryl-21,23-dithiaporphyrins in acetonitrile were examined spectrophotometrically. The geometry of the heteroporphyrins was optimized in the DFT approximation (hybrid functiona

Method for synthesizing tetraphenylporphyrin by using return pipe type reactor

The invention discloses a method for synthesizing tetraphenylporphyrin by using a return pipe type reactor, wherein the method comprises the steps: carrying out condensation reaction on benzaldehyde and pyrrole in an equal molar ratio in the presence of a

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.