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AuthorAbdel-Rahman, Mohamed A.
AuthorShibl, Mohamed F.
AuthorMahmoud, Mohamed A. M.
Available date2023-05-15T06:13:54Z
Publication Date2023
Publication NameScientific Reports
ResourceScopus
ISSN2045-2322
URIhttp://dx.doi.org/10.1038/s41598-023-33272-2
URIhttp://hdl.handle.net/10576/42693
AbstractThis work reports a thermo-kinetic study on unimolecular thermal decomposition of some ethoxyquinolines and ethoxyisoquinolines derivatives (1-ethoxyisoquinoline (1-EisoQ), 2-ethoxyquinoline (2-EQ), 3-ethoxyquinoline (3-EQ), 3-ethoxyisoquinoline (3-EisoQ), 4-ethoxyquinoline (4-EQ), 4-ethoxyisoquinoline (4-EisoQ), 5-ethoxyquinoline (5-EQ), 5-ethoxyisoquinoline (5-EisoQ), 8-ethoxyquinoline (8-EQ) and 8-ethoxyisoquinoline (8-EisoQ)) using density functional theory DFT (BMK, MPW1B95, M06-2X) and ab initio complete basis set-quadratic Becke3 (CBS-QB3) calculations. In the course of the decomposition of the investigated systems, ethylene is eliminated with the production of either keto or enol tautomer. The six-membered transition state structure encountered in the path of keto formation is much lower in energy than the four-membered transition state required to give enol form. Rate constants and activation energies for the decomposition of 1-EisoQ, 2-EQ, 3-EQ, 3-EisoQ, 4-EQ, 4-EisoQ, 5-EQ, 5-EisoQ, 8-EQ, and 8-EisoQ have been estimated at different temperatures and pressures using conventional transition state theory combined with Eckart tunneling and the unimolecular statistical Rice–Ramsperger–Kassel–Marcus theories. The tunneling correction is significant at temperatures up to 1000 K. Rate constants results reveal that ethylene elimination and keto production are favored kinetically and thermodynamically over the whole temperature range of 400–1200 K and the rates of the processes under study increase with the rising of pressure up to 1 atm.
SponsorThis paper is dedicated to the soul of the late Prof. Dr. Ahmed El-Nahas, without whom this project would never have been possible.
Languageen
PublisherNature Research
SubjectChemistry
Theoretical chemistry
TitlePyrolytic elimination of ethylene from ethoxyquinolines and ethoxyisoquinolines: a computational study
TypeArticle
Issue Number1
Volume Number13
dc.accessType Open Access


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