TY - JOUR
T1 - A thermochemical parameters and theoretical study of the chlorinated compounds of thiophene
AU - Saraireh, Ibrahim A.M.
AU - Altarawneh, Mohammednoor
AU - Alhawarin, Jibril
AU - Almatarneh, Mansour H.
N1 - Funding Information:
This study has been supported by a grant of computing time from the Australian Centre of Australian national Computational Infrastructure (NCI) in Canberra.
Publisher Copyright:
© 2019 Ibrahim A. M. Saraireh et al.
PY - 2019
Y1 - 2019
N2 - This contribution sets out to compute thermochemical and geometrical parameters of the complete series of chlorinated isomers of thiophene based on the accurate chemistry model of CBS-QB3. Herein, we compute standard entropies, standard enthalpies of formation, standard Gibbs free energies of formation, and heat capacities. Our calculated enthalpy values agree with available limited experimental values. The DFT-based reactivity descriptors were used to elucidate the site selectivity for the chlorination sequence of thiophene. The relative preference for chlorination was found to be in accord with the thermodynamic stability trends inferred based on the H scale. Calculated Fukui indices predict a chlorination sequence to ensue as follows: 2-chloro → 2,5-dichloro → 2,3,5-trichloro → 2,3,4,5-tetrachlorothiophene.
AB - This contribution sets out to compute thermochemical and geometrical parameters of the complete series of chlorinated isomers of thiophene based on the accurate chemistry model of CBS-QB3. Herein, we compute standard entropies, standard enthalpies of formation, standard Gibbs free energies of formation, and heat capacities. Our calculated enthalpy values agree with available limited experimental values. The DFT-based reactivity descriptors were used to elucidate the site selectivity for the chlorination sequence of thiophene. The relative preference for chlorination was found to be in accord with the thermodynamic stability trends inferred based on the H scale. Calculated Fukui indices predict a chlorination sequence to ensue as follows: 2-chloro → 2,5-dichloro → 2,3,5-trichloro → 2,3,4,5-tetrachlorothiophene.
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U2 - 10.1155/2019/7680264
DO - 10.1155/2019/7680264
M3 - Article
AN - SCOPUS:85064392784
SN - 1042-7163
VL - 2019
JO - Heteroatom Chemistry
JF - Heteroatom Chemistry
M1 - 7680264
ER -