1384896-94-9

Basic information

• Product Name: 1,2-bis-(2'-methyl-5'-phenylthien-3'-yl)-2-13C-imidazole
• Synonyms: 1,2-bis-(2'-methyl-5'-phenylthien-3'-yl)-2-13C-imidazole
• CAS NO: 1384896-94-9
• Molecular Weight: 413.568
• Mol File: 1384896-94-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,2-bis-(2'-methyl-5'-phenylthien-3'-yl)-2-13C-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-bis-(2'-methyl-5'-phenylthien-3'-yl)-2-13C-imidazole(1384896-94-9)
• EPA Substance Registry System: 1,2-bis-(2'-methyl-5'-phenylthien-3'-yl)-2-13C-imidazole(1384896-94-9)

Safety Data

• Hazardous Substances Data: 1384896-94-9(Hazardous Substances Data)

Upstream product

• 40932-63-6 1-(2-methyl-5-phenylthiophen-3-yl)ethan-1-one 
• 3228-27-1 [13C]-formaldehyde 
• 1384896-86-9 1,2-bis-(2’-methyl-5’-phenylthien-3’-yl)-ethanedione 
• 1054613-79-4 1,2-bis(2’-methyl-5’-phenylthien-3’-yl)-2-hydroxy-1-ethanone 
• 5069-26-1 2-methyl-5-phenylthiophene 

Downstream Products

• 1384896-95-0 1,2-bis-(2'-methyl-5'-phenylthien-3'-yl)-1,3-dimethyl-2-13C-imidazolium iodide 

Relevant articles and documents

Photoswitchable organocatalysis: Using light to modulate the catalytic activities of N-heterocyclic carbenes

A 4,5-dithienylimidazolium salt was found to undergo electrocyclic isomerization upon exposure to UV radiation (λirr = 313 nm) under neutral and basic conditions; subsequent exposure to visible light reversed the reaction. Under ambient light and in the presence of base, the imidazolium species catalyzed transesterifications as well as amidations in a manner similar to those of previously reported N-heterocyclic carbene precatalysts. However, upon UV irradiation to effect the aforementioned photocyclization, the rate of the transesterification reaction between vinyl acetate and allyl alcohol was significantly attenuated (kvis/UV = 12.5), as was the rate of the condensation of ethyl acetate with aminoethanol (kvis/UV = 100). The rates of these reactions were successfully toggled between fast and slow states by alternating exposure to visible and UV light, respectively, thus demonstrating a rare example of a photoswitchable catalyst that operates via photomodulation of its electronic structure.