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|Title:||The alternative thermal decomposition mode of 2-oxetanone and 2-azetidinone: A DFT and PES study||Authors:||Lim, C.C.
|Issue Date:||28-Jul-2000||Citation:||Lim, C.C.,Xu, Z.P.,Huang, H.H.,Mok, C.Y.,Chin, W.S. (2000-07-28). The alternative thermal decomposition mode of 2-oxetanone and 2-azetidinone: A DFT and PES study. Chemical Physics Letters 325 (4) : 433-439. ScholarBank@NUS Repository.||Abstract:||We have found that, while 2-oxetanone undergoes thermal decarboxylation at 350°C to give CO2 and ethene, 2-azetidinone proceeds in two different modes at 550°C, giving isocyanic acid, ethene, ketene, hydrogen cyanide and carbon monoxide among the pyrolysis products. B3LYP/6-31G** calculations were performed to investigate the two alternative cycloreversion pathways for the two compounds. Theoretical thermodynamic data predicted that decarboxylation of 2-oxetanone has among the lowest activation barrier (159 kJ mol-1) and free energy (ΔG=-183 kJ mol-1). While the cycloreversion to ethene can be classified as a concerted asynchronous process, natural bond orbital (NBO) analysis suggested that the cycloreversion to ketene is more asynchronous for 2-azetidinone than for 2-oxetanone.||Source Title:||Chemical Physics Letters||URI:||http://scholarbank.nus.edu.sg/handle/10635/115978||ISSN:||00092614|
|Appears in Collections:||Staff Publications|
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