New research progress on 398489-26-4 in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 398489-26-4, Name is tert-Butyl 3-oxoazetidine-1-carboxylate, formurla is C8H13NO3. In a document, author is Kelemen, Zsolt, introducing its new discovery. Quality Control of tert-Butyl 3-oxoazetidine-1-carboxylate.
The investigation of the stability of several imidazol-2-ylidene analogue cyclic carbenes by an isodesmic reaction has revealed that the hitherto unknown oxazol-2-ylidene exhibits only slightly smaller stability than imidazol-2-ylidene, outperforming some of the already synthesized carbenes. Selenazol-2-ylidene also shows significant stability. The contribution of aromaticity to the stabilization has been analysed for the different five-membered ring carbenes, and was found to be relatively small for the oxygen containing systems. Investigation of possible reactivity/decomposition pathways reveals that properly substituted oxazol-2-ylidene is stable against dimerization. The thermodynamically feasible cycloreversion reaction yielding isocyanate and acetylene is prevented by a significant barrier, and furthermore with proper substitution (ring annellation) the ring can be stabilized thermodynamically as well. While in the presence of water a hydrolytic ring opening occurs; this reaction can be hindered if the water content of the reaction mixture is reduced to a few equivalents. This hydrolytic behaviour as well as the electrophilicity and nucleophilicity indices of several known nucleophilic carbenes were compared, revealing that oxazol-2-ylidene exhibits a reduced nucleophilicity with respect to imidazol-2-ylidene, while its electrophilicity is only slightly increased. This unique combination might result in unexpected (organo) catalytic activities, further expanding the colourful applications of NHCs.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions. you can also check out more blogs about 398489-26-4. Quality Control of tert-Butyl 3-oxoazetidine-1-carboxylate.
Reference:
Isothiazole – Wikipedia,
,Isothiazole – ScienceDirect.com