56396-12-4

Basic information

• Product Name: 5,10,15,20-TETRAKIS(2,4,6-TRIMETHYLPHENYL)-21H,23H-PORPHINE
• Synonyms: 5,10,15,20-TETRAKIS(2,4,6-TRIMETHYLPHENYL)-21H,23H-PORPHINE;MESO-TETRAMESITYLPORPHINE-5,10,15,20-TETRAKIS(2,4,6-TRIMETHYLPHENYL) PORPHINE;MESO-TETRA(2,4,6-TRIMETHYLPHENYL)PORPHINE;5,10,15,20-Tetrakis(2,4,6-trimethylphenyl)-21H,23H-porphin;Tetrakistrimethylphenylporphin;5,10,15,20-TETRAKIS(2,4,6-TRIMETHYLPHENYL)-21H,23H-PORPHINE 98+%;5,10,15,20-Tetrakis(2,4,6-trimethylphenyl)porphyrin;5,10,15,20-tetrakis(2,4,6-trimethylphenyl)-21,22-dihydroporphyrin
• CAS NO: 56396-12-4
• Molecular Formula: C₅₆H₅₄N₄
• Molecular Weight: 783.05
• Product Categories: Biochemistry;Porphyrins
• Mol File: 56396-12-4.mol
• Article Data: 35

Chemical Properties

• Appearance: /
• Density: 1.142g/cm³
• Refractive Index: 1.639
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 5,10,15,20-TETRAKIS(2,4,6-TRIMETHYLPHENYL)-21H,23H-PORPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,10,15,20-TETRAKIS(2,4,6-TRIMETHYLPHENYL)-21H,23H-PORPHINE(56396-12-4)
• EPA Substance Registry System: 5,10,15,20-TETRAKIS(2,4,6-TRIMETHYLPHENYL)-21H,23H-PORPHINE(56396-12-4)

Safety Data

• Hazardous Substances Data: 56396-12-4(Hazardous Substances Data)

Usage

Description

5,10,15,20-Tetrakis(2,4,6-trimethylphenyl)-21H,23H-porphine, also known as meso-Tetra(2,4,6-trimethylphenyl)porphine, is a synthetic porphyrin compound characterized by its unique molecular structure with four 2,4,6-trimethylphenyl groups attached to the meso positions of the porphyrin ring. This structure endows the molecule with specific chemical and physical properties, making it suitable for various applications in different fields.

Uses

Used in Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry (MALDI-TOFMS):
5,10,15,20-Tetrakis(2,4,6-trimethylphenyl)-21H,23H-porphine is used as a matrix component in MALDI-TOFMS experiments for the analysis of biological macromolecules such as proteins, peptides, and nucleic acids. The application reason is its ability to efficiently absorb laser energy and facilitate the desorption and ionization of the analyte molecules, leading to improved mass spectral quality and sensitivity.

InChI:InChI=1/C56H54N4/c1-29-21-33(5)49(34(6)22-29)53-41-13-15-43(57-41)54(50-35(7)23-30(2)24-36(50)8)45-17-19-47(59-45)56(52-39(11)27-32(4)28-40(52)12)48-20-18-46(60-48)55(44-16-14-42(53)58-44)51-37(9)25-31(3)26-38(51)10/h13-28,57,60H,1-12H3/b53-41+,53-42+,54-43+,54-45+,55-44+,55-46+,56-47+,56-48+

Upstream product

• 109-97-7 pyrrole 
• 487-68-3 mesytaldehyde 
• 104463-56-1 C₅₆H₅₂N₄O^(2-)*C₇H₄ClO₂^(1-)*Fe⁽³⁺⁾ 
• 77123-57-0 4-[(trimethylsilyl)ethynyl]bezaldehyde 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 158399-19-0 4-formyl-5-methoxycarbonyl-2,7-di-tert-butyl-9,9-dimethylxanthene 
• 945904-58-5 4-(3-methyl-3-hydroxybut-1-yn-1-yl)benzaldehyde-formyl-13C 
• 1003-29-8 2-pyrrole aldehyde 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 21211-65-4 di(pyrrol-2-yl)methane 
• 159152-14-4 5-(mesityl)dipyrromethane 
• 90381-44-5 4,7-dimethoxy-1-naphthaldehyde 

Downstream Products

• 129006-48-0 5,10,15,20-tetra(2,4,6-trimethylphenyl)octabromoporphyrin 
• 141573-97-9 meso-tetrakis(3-chloro-2,4,6-trimethylphenyl)-β-octachloroporphyrin 
• 85939-49-7 (5,10,15,20-tetramesitylporphyrinato)manganese(III) chloride 
• 1243581-18-1 chloro(tetramesitylporphinato)thallium(III) 
• 92669-43-7 (carbonyl)(5,10,15,20-tetramesitylporphyrinato)ruthenium(II) 
• 136096-56-5 5,10,15,20-tetra(2',4',6'-trimethylphenyl)porphyrinatoiron(III) chloride 
• 104025-54-9 (tetrakis(2,4,6-trimethylphenyl)porphyrinato)zinc(II) 

Relevant articles and documents

Investigation of cocatalysis conditions using an automated microscale multireactor workstation: Synthesis of meso-tetramesitylporphyrin

Prior manual work has shown that the condensation of mesitaldehyde and pyrrole leading to tetramesitylporphyrin depends sensitively on concentration and requires cocatalysis involving BF3·O(Et)2 and ethanol or other protic species. W

Extending mechanochemical porphyrin synthesis to bulkier aromatics: Tetramesitylporphyrin

Aldehydes with bulky substituents in the ortho-positions have been historically difficult in porphyrin synthesis, presumably owing to steric hindrance around the reactive site. We have used mechanochemistry for the simple, room-temperature synthesis of te

Oxidative Cyclodehydrogenation Reactions with Tetraarylporphyrins

The extension of the aromatic π-system of porphyrins is a powerful method to alter their optoelectronic properties. Herein, aryl substituents were fused to porphyrin cores by Scholl oxidation reactions that selectively produced mono- and doubly-fused porphyrins in yields of up to 69 %. Several different aryl substituents attached to the porphyrin were investigated with respect to their reactivity under Scholl conditions. The fused products were fully characterized, i.e., by UV/Vis absorption spectroscopy, which showed drastic changes in the electronic features. Insight into the solid-state behavior was obtained by X-ray crystallography. Our approach represents a novel option for the late-stage functionalization of porphyrin-based compounds.

Click reaction synthesis and photophysical studies of dendritic metalloporphyrins

Several dendritic zinc(II)-porphyrins bearing carbazole units at the terminals have been prepared through click reaction of azide-substituted Zn-porphyrin precursors and carbazole-based alkynes under [Cu(NCCH 3)4][PF6] cat