3771-63-9

Basic information

• Product Name: 1H-Pyrrole, 2,3,4,5-tetrakis(4-methoxyphenyl)-
• CAS NO: 3771-63-9
• Molecular Formula: C32H29NO4
• Molecular Weight: 491.587
• Mol File: 3771-63-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 2,3,4,5-tetrakis(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2,3,4,5-tetrakis(4-methoxyphenyl)-(3771-63-9)
• EPA Substance Registry System: 1H-Pyrrole, 2,3,4,5-tetrakis(4-methoxyphenyl)-(3771-63-9)

Safety Data

• Hazardous Substances Data: 3771-63-9(Hazardous Substances Data)

Usage

Molecular Structure

1H-Pyrrole, 2,3,4,5-tetrakis(4-methoxyphenyl)consists of a pyrrole ring with four methoxyphenyl groups attached at positions 2, 3, 4, and 5.

Usage

It is commonly used in the field of organic chemistry as a building block for the synthesis of various materials and compounds.

Unique Properties

The methoxyphenyl groups provide the compound with specific chemical and physical properties that make it suitable for use in a variety of applications.

Potential Uses

1H-Pyrrole, 2,3,4,5-tetrakis(4-methoxyphenyl)may have potential uses in pharmaceuticals, dyes, and other industrial products due to its unique structure and properties.

Hazards

It is important to handle and use this compound with caution due to its potential hazards if not handled properly.

Upstream product

• 119-52-8 4,4'-dimethoxybenzoin 
• 120-44-5 1,4-di(4-methoxyphenyl)ethanone 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 876490-52-7 2,3,4,5-tetrakis-(4-hydroxy-phenyl)-pyrrole 

Relevant articles and documents

Pyrroles as antioxidants: Solvent effects and the nature of the attacking radical on antioxidant activities and mechanisms of pyrroles, dipyrrinones, and bile pigments

(Chemical Equation Presented) The absolute rate constants, kinh, and stoichiometric factors, n, of pyrroles, 2-methyl-3-ethylcarboxy-4,5-di-p- methoxyphenylpyrrole, 6, 2,3,4,5-tetraphenylpyrrole,7, and 2,3,4,5-tetra-p- methoxyphenylpyrrole, 8, compared to the phenolic antioxidant, di-tert-butylhydroxyanisole, DBHA, during inhibited oxidation of cumene initiated by AIBN at 30°C gave the relative antioxidant activities (k inh) DBHA > 8 > 7 > 6 and n = 2, whereas in styrene, 8 > DBHA. These results are explained by hydrogen atom transfer, HAT, from the N-H of pyrroles to ROO? radicals. The kinh values in styrene of dimethyl esters of the bile pigments of bilirubin ester (BRDE), of biliverdin ester (BVDE), and of a model compound (dipyrrinone, 1) gave k inh in the order pentamethylhydroxychroman (PMHC) BRDE > 1 > BVDE. These antioxidant activities for BVDE and the model compound, 1, and PMHC dropped dramatically in the presence of methanol due to hydrogen bonding at the pyrrolic N-H group. In contrast the kinh of BRDE increased in methanol. We now show that pyrrolic compounds may react by HAT, proton-coupled electron transfer, PCET, or single electron transfer, SET, depending on their structure, the nature of the solvent, and the attacking radical. Compounds BVDE and 1 react by the HAT or PCET pathway (HAT/PCET) in styrene/chlorobenzene with ROO? and with the DPPH? radical in chlorobenzene according to N-H/N-D kH/kD of 1.6, whereas the DKIE with BRDE was only 1.2 with ROO?. The antioxidant properties of polypyrroles of the BVDE class and model compounds (e.g., 1) are controlled by intramolecular H bonding which stabilizes an intermediate pyrrolic radical in HAT/PCET. According to kinetic polar solvent effects on the monopyrrole, 8, and BRDE, which gave increased rates in methanol, some pyrrolic structures are also susceptible to SET reactions. This conclusion is supported by some calculated ionization potentials. The antioxidant mechanism for BRDE with peroxyl radicals is described by the PCET reaction. Experiments using the 2,6-di-tert-butyl-4- (4′-methoxyphenyl)phenoxyl radical (DBMP?) showed this to be a better radical to monitor HAT activities in stopped-flow kinetics compared to the use of the more popular DPPH? radical.