93085-16-6

Basic information

• Product Name: (TMP)Fe(IV)=O
• Synonyms: (TMP)Fe(IV)=O
• CAS NO: 93085-16-6
• Molecular Weight: 852.902
• Mol File: 93085-16-6.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: (TMP)Fe(IV)=O(CAS DataBase Reference)
• NIST Chemistry Reference: (TMP)Fe(IV)=O(93085-16-6)
• EPA Substance Registry System: (TMP)Fe(IV)=O(93085-16-6)

Safety Data

• Hazardous Substances Data: 93085-16-6(Hazardous Substances Data)

Upstream product

• 104619-66-1 (tetramesitylporphyrin)FeOOCH₂C₆H₅ 
• 77439-20-4 hydroxo(5,10,15,20-tetrakis(mesityl)porphyrinato)iron(III) 
• 19910-09-9 peroxyphenylacetic acid 
• 81567-13-7 iron(II) meso-tetramesitylporphyrin 
• 74087-85-7 3,3-dimethyldioxirane 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 93842-71-8 bis(perchlorato)(5,10,15,20-tetramesitylporphyrinato)iron(IV) 
• 136096-56-5 Fe(tetra-(2,4,6-trimethyl)porphyrin)Cl 
• 81567-13-7 tetramesitylporphyrinatoiron(II) 

Downstream Products

• 6911-87-1 4-bromo-N-methylaniline 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 100-15-2 N-methyl(p-nitroaniline) 
• 932-96-7 N-methyl(p-chloroaniline) 
• 93085-17-7 (N-methylimidazole)(tetramesitylporphine^(2-))Fe(IV)O 
• 4714-62-9 4-cyano-N-methylaniline 
• 623-08-5 N-methyl-p-toluidine 
• 100-61-8 N-methylaniline 
• 155145-21-4 (acetato)(5,10,15,20-tetramesitylporphyrinato)iron(III) 
• 136096-56-5 5,10,15,20-tetra(2',4',6'-trimethylphenyl)porphyrinatoiron(III) chloride 
• 77742-79-1 chlorido(5,10,15,20-tetramesitylporphyrinato^(1-))oxoiron(IV) 

Relevant articles and documents

Mechanisms of N-demethylations catalyzed by high-valent species of heme enzymes: Novel use of isotope effects and direct observation of intermediates [2]

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Resonance Raman study of a high-valent Fe=O porphyrin complex as a model for peroxidase compound II

Resonance Raman spectroscopy is applied to a FeIV oxo porphyrin with imidazolate as the axial ligand. The VFe=O mode is observed at 792 cm-1, which is 23 cm-1 lower than that of the analogous 1-methylimidazole complex and similar to that of horseradish peroxidase compound II (787 cm-1) at alkaline pH, for which presence of an anionic histidine was previously postulated. This study thus provides a useful model compound of horseradish peroxidase compound II.

Bio-inspired nitrogen oxide (NOx) interconversion reactivities of synthetic heme Compound-I and Compound-II intermediates

Dioxygen activating heme enzymes have long predicted to be powerhouses for nitrogen oxide interconversion, especially for nitric oxide (NO) oxidation which has far-reaching biological and/or environmental impacts. Lending credence, reactivity of NO with h

Redox potentials of oxoiron(IV) porphyrin π-cation radical complexes: Participation of electron transfer process in oxygenation reactions

The oxoiron(IV) porphyrin π-cation radical complex (compound I) has been identified as the key reactive intermediate of several heme enzymes and synthetic heme complexes. The redox properties of this reactive species are not yet well understood. Here, we report the results of a systematic study of the electrochemistry of oxoiron(IV) porphyrin π-cation radical complexes with various porphyrin structures and axial ligands in organic solvents at low temperatures. The cyclic voltammogram of (TMP)FeIVO, (TMP = 5,10,15,20-tetramesitylporphyrinate), exhibits two quasi-reversible redox waves at E1/2 = 0.88 and 1.18 V vs SCE in dichloromethane at -60 °C. Absorption spectral measurements for electrochemical oxidation at controlled potential clearly indicated that the first redox wave results from the (TMP)FeIVO/[(TMP+?)FeIVO]+ couple. The redox potential for the (TMP)FeIVO/[(TMP +?)FeIVO]+ couple undergoes a positive shift upon coordination of an anionic axial ligand but a negative shift upon coordination of a neutral axial ligand (imidazole). The negative shifts of the redox potential for the imidazole complexes are contrary to their high oxygenation activity. On the other hand, the electron-withdrawing effect of the meso-substituent shifts the redox potential in a positive direction. Comparison of the measured redox potentials and reaction rate constants for epoxidation of cyclooctene and demethylation of N,N-dimethylanilines enable us to discuss the details of the electron transfer process from substrates to the oxoiron(IV) porphyrin π-cation radical complex in the oxygenation mechanisms.