Comparative Theoretical Studies of the Reactivity and Stability of Selected Groups of Isomers with Carbon-Oxygen and Carbon-Nitrogen Bonds
- 1 Unit of Physical and Theoretical Chemistry of the Laboratory of Applied Physical and Analytical Chemistry, Faculty of Sci-ences, University of Yaoundé I, Yaoundé I, Cameroon
Abstract
Electronic structure calculations have been carried out to study various closely related isomers with propane backbone which form part of our quantum chemical approach to inter and intra-molecular kinetics. The usefulness of UCA-FUKUI developed by Jesús Sánchez-Márquez to facilitate the theoretical study of chemical reactivity is exploited. All isomers are identified as local minima with single-point calculations on DFT/B3LYP/6-31G(d,p). The increasing order of stability by groups of isomers are group I; propn-2-ol, propan-1-ol, group II; propanone, propanal, group III; Ethylmethanoate, Propanoic acid, Methylethanoate, group IV; N,N-dimethylformamide, propanimino, and propanamide. The trend in reactivity of the various groups of isomers and specific points of nucleophilic and electrophilic attacks are presented. We noticed that most of the properties of these isomers taught at the fundamental levels are proven true theoretically.
- Kostecki, P., Morrison, R. and Dragun, J. (2005) Hydrocarbons. In: Hillel, D., Ed., Encyclopedia of Soils in the Environment, Academic Press, New York, USA, 217-226. https://doi.org/10.1016/B0-12-348530-4/00098-9
- Wang, Z.D., Yang, C., Yang, Z.Y., Brown, C.E., Hollebone, B.P. and Stout, S.A. (2016) 4-Petroleum Biomarker Fingerprinting for Oil Spill Characterization and Source Identification. In: Stout, S.A. and Zhen, D.W., Eds., Standard Handbook Oil Spill Environmental Forensics, 2nd Edition, Academic Press, Cambridge, MA, 131-254. https://doi.org/10.1016/B978-0-12-803832-1.00004-0
- Vollhardt, K.P.C. and Schore, E.N. (2007) Organic Chemistry; Structure and Functions. 5th Edition, Freeman and Company, New York.
- Francis, A.C. (2000) Functional Group Transformation by Nucleophilic Substitution, Organic Chemistry. 4th Edition, McGraw-Hill Companies, Inc., Rockland, MA, USA.
- Haris, C. and Hardcastle, F.D. (2015) Bond Lengths-Valence Relationship for Carbon-Carbon and Carbon-Oxygen Bonds. Journal of the Arkansas Academy of Science, 69, 45-53.
- Clugston, M. and Flemming, R. (2000) Advance Chemistry. Oxford University Press, Oxford.
- Raymond, C. (1988) Chemistry. 6th Edition, McGraw-Hill Inc., New York.
- Koopmans, T. (1933) überdie Zuordnung von Wellenfunktionen und Eigenwerten zu den Einzelnen Elektronen Eines Atoms. Physica, 1, 104-113. https://doi.org/10.1016/S0031-8914(34)90011-2
- Sahu, V., Pratibha, S. and Ashok, K. (2014) Impact of Global and Local Reactivity Descriptors on the Hetero-Diels-Alder Reaction of Enaminothione with Various Electrophiles. Journal of the Chilean Chemical Society, 59, 2327-2334. https://doi.org/10.4067/S0717-97072014000100019
- Bendjeddou, A., Tahar A.B., Gouasmiab, A. and Villeminc, D. (2016) Quantum Chemical Studies on Molecular Structure and Reactivity Descriptors of some P-NitrophenylTetrathiafulvalenes by Density Functional Theory (DFT). Acta Chimica & Pharmaceutica Indica, 6, 32-44.
- Martinez, J. (2009) Local Reactivity Descriptors from Degenerate Frontier Molecular Orbitals. Chemical Physics Letters, 479, 310-322. https://doi.org/10.1016/j.cplett.2009.07.086
- Sánchez-Márquez, J., Zorrilla, D., Sánchez-Coronilla, A., Desireé, M., de los Santos, D.M., Navas, J., Fernández-Lorenzo, C., Alcántara, R. and Martín-Calleja, J. (2014) Introducing “UCA-FUKUI” Software: Reactivity-Index Calculations. Journal of Molecular Modeling, 20, Article No. 2492. https://doi.org/10.1007/s00894-014-2492-1