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Zeitschrift für Physikalische Chemie

International journal of research in physical chemistry and chemical physics

Editor-in-Chief: Rademann, Klaus


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Online
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2196-7156
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Volume 225, Issue 2

Issues

Initial State and Transition State Contributions to Reactivity Trends of Base-Catalyzed Hydrolysis of Some Nitro Chromen-2-One Derivatives

Ezz. A. Abu-Gharib / Rafat. M. EL-Khatib / Lobna A. E. Nassr / Ahmed M. Abu-Dief
Published Online: 2011-01-18 | DOI: https://doi.org/10.1524/zpch.2011.0043

Abstract

Base-catalyzed hydrolysis of 6-nitro-2H-chromen-2-one (NC) and 6-nitro-2H-chromen-2-one-3-carboxylic acid (NCC) in binary water/methanol and water/acetone mixtures were studied kinetically at 298 K. The changes in the activation barrier of the investigated compounds from water to water/methanol and water/acetone mixtures were estimated from the kinetic data. Solvent effects on the reactivity trends were analyzed into initial state and transition state components. These were determined from the transfer chemical potentials of the reactants and the kinetic data. The transfer chemical potentials δmμθ for NC were derived from its solubilities in water/methanol and water/acetone mixtures, and the transfer chemical potentials for NCC anion were derived from solubility data for its calcium, cerium and lanthanum salts. Base-catalyzed hydrolysis of NC and NCC in water/methanol and water/acetone mixtures follow a rate law with kobs=k2·c(HO) and kobs=k1+k2·c(HO), respectively. The decrease in the rate constants of base-catalyzed hydrolysis of NC as methanol% or acetone% increases is dominated by the initial state (IS), while the decrease in the rate constants of base-catalyzed hydrolysis of NCC as methanol% or acetone% increases is dominated by the transition state (TS).

Keywords: Chromene-2-Ones; Base-Catalyzed Hydrolysis; Activation Energy Barrier; Transfer Chemical Potential; Initial State

About the article

* Correspondence address: Sohag University, Chemistry Department, Faculty of Science, Sohag, 82524, Ägypten,


Published Online: 2011-01-18

Published in Print: 2011-02-01


Citation Information: Zeitschrift für Physikalische Chemie, Volume 225, Issue 2, Pages 235–248, ISSN (Online) 2196-7156, ISSN (Print) 0942-9352, DOI: https://doi.org/10.1524/zpch.2011.0043.

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Omyma Abd El Aziz Abd Allah and Lobna Abdel-Mohsen E. Nassr
Monatshefte für Chemie - Chemical Monthly, 2016, Volume 147, Number 4, Page 735
[4]
Lobna Abdel-Mohsen Ebaid Nassr and Ali Momamad Shaker
International Journal of Chemical Kinetics, 2014, Volume 46, Number 11, Page 701
[5]
LAILA H. ABDEL-RAHMAN, RAFAT M. EL-KHATIB, LOBNA A. E. NASSR, and AHMED M. ABU-DIEF
International Journal of Chemical Kinetics, 2014, Volume 46, Number 9, Page 543
[6]
E. A. Abu-Gharib, R. M. El-Khatib, L. A. E. Nassr, and A. M. Abu-Dief
Russian Journal of General Chemistry, 2014, Volume 84, Number 3, Page 578
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Ezz A. Abu-Gharib, Rafat EL-Khatib, Lobna A.E. Nassr, and Ahmed M. Abu-Dief
Journal of King Saud University - Science, 2015, Volume 27, Number 1, Page 54
[8]
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Laila H. Abdel-Rahman, Rafat M. El-Khatib, Lobna A.E. Nassr, and Ahmed M. Abu-Dief
Arabian Journal of Chemistry, 2017, Volume 10, Page S1835
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Ezz A. Abu-Gharib, Rafat M. EL-Khatib, Lobna A.E. Nassr, and Ahmed M. Abu-Dief
Arabian Journal of Chemistry, 2017, Volume 10, Page S988

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