221534-29-8

Basic information

• Product Name: 4,5-diiodo-1-methyl-2-phenyl-1H-imidazole
• Synonyms: 4,5-diiodo-1-methyl-2-phenyl-1H-imidazole
• CAS NO: 221534-29-8
• Molecular Weight: 409.996
• Mol File: 221534-29-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4,5-diiodo-1-methyl-2-phenyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-diiodo-1-methyl-2-phenyl-1H-imidazole(221534-29-8)
• EPA Substance Registry System: 4,5-diiodo-1-methyl-2-phenyl-1H-imidazole(221534-29-8)

Safety Data

• Hazardous Substances Data: 221534-29-8(Hazardous Substances Data)

Upstream product

• 77-78-1 dimethyl sulfate 
• 10045-66-6 4,5-diiodo-2-phenyl-1H-imidazole 
• 74-88-4 methyl iodide 
• 3475-07-8 N-methyl-2-phenyl-1H-imidazole 

Downstream Products

• 1075707-16-2 4,4'-(1-methyl-2-phenyl-1H-imidazole-4,5-diyl)bis(5-methyl-2-phenylthiazole) 
• 3475-07-8 N-methyl-2-phenyl-1H-imidazole 
• 147591-68-2 1-methyl-5-(α-hydroxybenzyl)-2-phenylimidazole 

Relevant articles and documents

A Pd-catalyzed double coupling reaction to 4,5-disubstituted imidazole alkynes

A palladium-catalyzed double coupling reaction of 4,5-diiodoimidazoles 2, which were prepared by diiodination of imidazole, and terminal alkynes provided the corresponding imidazole diynes 3.

Photomodulation of ionic interaction and reactivity: Reversible photoconversion between imidazolium and imidazolinium

An interconversion system between imidazolium and imidazolinium has been proposed for the first time. Imidazolium and imidazolinium cations exhibit different reactivity due to the difference in the aromaticity and charge localization structure, which is successfully controlled by means of photoirradiation in the present system. A 4,5-dithiazolylimidazolium salt was prepared and studied as a new class of photochromic materials modulating electrostatic interactions and chemical reactivities. The photochromic 4,5-dithiazolylimidazolium showed reversible photoconversions between imidazolium open-form and imidazolinium closed-form upon successive irradiation with UV and visible light. The imidazolinium closed-form exhibited characteristic solvato- and ionochromisms in which the absorption maximum shifted by more than 80 nm depending on the solvent polarity and counteranions, whereas the imidazolium open-form showed no such solvent-dependent property. Because the corresponding nonionic 4,5-dithiazolylimidazole also did not exhibit the solvent-dependent absorption profile both in open-and closed-forms, the appearance of these chromisms in imidazolinium closed-form was attributed to the change in the extent of ionic interaction, which was brought about by the photoconversion of imidazolium to imidazolinium. The photoderived strong ionic interaction of imidazolinium with counteranion was further applied to the photocontrolled nucleophilic reaction system. Whereas the imidazolium open-form was inert to nucleophiles such as sodium methoxide, the imidazolinium closed-form was reactive to the nucleophilic reaction, demonstrating a photogated reaction system.