60188-33-2

Basic information

• Product Name: 2,3,7,8,12,13,17,18-octaethyl-5-phenylporphyrine
• Synonyms: 2,3,7,8,12,13,17,18-octaethyl-5-phenylporphyrine
• CAS NO: 60188-33-2
• Molecular Weight: 610.886
• Mol File: 60188-33-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,3,7,8,12,13,17,18-octaethyl-5-phenylporphyrine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,7,8,12,13,17,18-octaethyl-5-phenylporphyrine(60188-33-2)
• EPA Substance Registry System: 2,3,7,8,12,13,17,18-octaethyl-5-phenylporphyrine(60188-33-2)

Safety Data

• Hazardous Substances Data: 60188-33-2(Hazardous Substances Data)

Usage

General Description

2,3,7,8,12,13,17,18-octaethyl-5-phenylporphyrine is a chemical compound with a porphyrin structure and the molecular formula C40H46N4. It is a synthetic derivative of porphyrin, a group of organic compounds that are important in biology and medicine due to their ability to bind to metal ions and their light-absorbing properties. This particular compound has eight ethyl groups and one phenyl group attached to the porphyrin ring, making it highly hydrophobic and potentially useful in applications involving organic solvents. It may also have potential use in the development of novel dyes, catalysts, and materials for photodynamic therapy.

Upstream product

• 2683-82-1 2,3,7,8,12,13,17,18-octaethyl-porphyrin 
• 106-40-1 4-bromo-aniline 
• 10199-92-5 ethyl 5-acetoxylmethyl-3,4-diethylpyrrole-2-carboxylate 
• 65858-34-6 2,2'-methylenebis(3,4-diethylpyrrole) 
• 37730-56-6 diethyl 3,3',4,4'-tetraethyl-2,2'-methylenedipyrrole-5,5'-dicarboxylate 
• 16200-50-3 ethyl 3,4-diethyl-5-methylpyrrole-2-carboxylate 
• 100-52-7 benzaldehyde 
• 16200-52-5 3,4-diethyl-1H-pyrrole 
• 159428-02-1 α-(Hydroxymethyl)-3,4-diethylpyrrole 
• 591-51-5 phenyllithium 

Downstream Products

• 330206-66-1 copper octaethyl-5-phenylporphyrin 
• 62987-92-2 Zn(5-phenyloctaethylporphyrin-2H) 
• 65858-42-6 2,3,7,8,12,13,17,18-octaethyl-5,15-diphenyl-21H,23H-porphyrin 

Relevant articles and documents

Influence of the structure of the organic moiety of copper(II) porphyrins on their reactivity toward acids

The acid-induced dissociation of copper(II) porphyrin complexes with a high degree of meso- and β-substitution in the ligand was studied. The copper(II) complexes with octaethylporphyrins containing 0, 1, 2, 3, and 4 meso-phenyl substituents were ranked with respect to the stability. Octaβ-alkyl and unsymmetrical meso-phenyl substitution affects not only the quantitative characteristics of dissociation of the complexes but also the kinetic relationships of the process. 2005 Pleiades Publishing, Inc.

Highly substituted 2,3,7,8,12,13,17,18-octaethylporphyrins with meso aryl residues

Highly substituted porphyrin-bearing meso aryl groups are useful compounds for optical applications and for studies on the interrelationship between the substituent pattern, macrocycle conformation and physical properties. They serve as biomimetic models for the function of tetrapyrroles in nature and help to elucidate modulation of cofactor properties through conformational effects. Using a sequence of lithium organic substitution reactions the synthesis of novel free base 5,10-A2- and 5,10-AB-2,3,7,8,12,13,17,18-octaethylporphyrins bearing donating groups such as -OMe and -NMe2 on the aryl-substituent was achieved. Larger aromatic residues (1-naphthyl, 9-anthracenyl and 9-phenanthrenyl) could be introduced into the macrocycle system as well, and these systems were used for the preparation of highly substituted porphyrins with a mixed substituent pattern. Using phenanthrenyl derivatives, the complete series of meso phenanthrenyl substituted octaethylporphyrins was successfully synthesized and the palladium complexes were prepared for photophysical investigations. Structural studies clearly showed the influence of individual substituents on the conformation of the tetrapyrrole macrocycle and conformational analyses revealed the variation of the underlying distortion modes depending on the type and arrangement of the meso substituents.

SNAr reactions of β-substituted porphyrins and the synthesis of meso substituted tetrabenzoporphyrins

Reaction of 2,3,7,8,12,13,17,18-octaethylporphyrin with LiR reagents containing functional groups readily yields meso substituted derivatives suitable for further transformations with residues such as -p-C 6H5Br, -p-C6Hsu