Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/115978
Title: The alternative thermal decomposition mode of 2-oxetanone and 2-azetidinone: A DFT and PES study
Authors: Lim, C.C.
Xu, Z.P. 
Huang, H.H. 
Mok, C.Y. 
Chin, W.S. 
Issue Date: 28-Jul-2000
Source: 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

Show full item record
Files in This Item:
There are no files associated with this item.

Page view(s)

45
checked on Jan 14, 2018

Google ScholarTM

Check


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.