ABSTRACT:
The rate of base catalyzed hydrolysis of butyle salicylate has been studied in in water-DMF mixture containing up to 30-70% (v/v) has been studied over the temperature ranging from 20-400C. The specific rate constant values followed second order kinetics and decreases with increasing proportion of organic solvent. Number of water molecules associated with activated complex has also been calculated at different temperature with the help of slopes of logk against different mole % of waters. Iso-kinetic temperature was calculated and its numerical values are found to be greater than 300, is an indication of great solvent-solute interaction during the hydrolysis of ester.
Cite this article:
A. K. Singh. Study of Aqueous Solvent effect and Kinetics in Hydrolysis of Butyle Salicylate in Alkaline Medium of Water and DMF. Research Journal of Science and Technology. 2024; 16(3):176-0. doi: 10.52711/2349-2988.2024.00026
Cite(Electronic):
A. K. Singh. Study of Aqueous Solvent effect and Kinetics in Hydrolysis of Butyle Salicylate in Alkaline Medium of Water and DMF. Research Journal of Science and Technology. 2024; 16(3):176-0. doi: 10.52711/2349-2988.2024.00026 Available on: https://rjstonline.com/AbstractView.aspx?PID=2024-16-3-2
REFERENCES:
1. Chhetri Nisha. Bhoite S. A. Study of Solvent Effects on Hydrolysis of Mono-m-toluidine Phosphate. International Journal of Chem Tech Research. 2016; 9(02): 106-109
2. Singh AK., Bano Arjuman. Solvent effect and kinetics on ethyl benzoate in aqueous solvent system. International Journal of Chemical Science. 2019; 3(5); 26-28.
3. Singh AK. Solvolysis Rate and Activation Parameter of Ethyl Acetate in mixed Dipolar Organic Solvent Systems – A Solvent Effect. International Journal of Research in Applied science and Engg. 2016; 4(X): 706-710.
4. Khalil f. Y. And hanna m.t. Kinetic, activation parameters and Mechanism of acid hydrolysis of ter-butyl acetete in aqueous dmso. Croatica chemica acta. 1979; 52(4): 329-338
5. Singh AK. Solvent Effect on the Enthalpy and Entropy of Activation for the Hydrolysis of Ethyl Cinnamate in Mixed Solvent System. Journal of Physical Chemistry and Biophys; 2017; 7(1): 1-3 DOI:10.4172/2161-0398.1000238
6. Parker A J. The effect of solvetion on the properties of anion in dipolar aprotic solvent. Quarterly Review, 1962; 16: 168-197. Doi:10.1039/qr9621600163
7. Roberts D D. Alkaline hydrolysis of ethyl benzoate in aqueous dimethyl sulphoxide. The Journal of Org. Chem., 1964; 29(7): 2029-2040. Doi.org/10.1021/jo01030a521
8. Ingold C K. Structure and mechanism of organic chemistry. Cornell Universiy press ithyca: 1967
9. Laidler K.J and Landskroener P A. The influence of the solvent on reaction rates Trans Faraday Soc., 1956: 52: 200. doi.org/10.1039/TF9565200200
10. Gelles E. Hughes E D. Mechanism of substitution at a saturated carbon atom. Part XXXIX. Nucleophilic substitutions in tertiary alkyl halides by hydroxylic reagents in nitromethane solvent Journal Chemical Society. 1954; 2918. doi.org/10.1039/JR9540002918
11. Singh AK. Solvent effect and kinetics of propyl formate in water-propanol solvent system. Inter. J of chemical science. 2019; 3(4): 82-84.
12. Upadhyay O P. A Kinetic Study of the solvent Effect of Ethanol on the Thermodynamic Parameters of Catalysed Solvolysis of Amyl Methanoate. International Journal of Management, IT and Engineering. September 2017; 7(9): 408-414.
13. Tommilla, M Tiilikainen, A. Viapio, Effect of solvent on reaction velocity(x). Solvolysis of alkyl halide in acetone-water mixture. Ann. Acta sci. Fenn. 1959; a2, 91
14. C. A. Lane, The possibility of cyclic mechanism for the acid catalysed ester hydrolysis. J. Amm. Chem. Soc., 1964; 86(12): 2521-2523. Doi.org/10.1021/ja01066a047
15. Sharma sangita et al.: kinetic study of specific base catalysed hydrolysis of ethyl acrylate in water-ethanol binary system. Russian Journal of Physical Chemistry A., 2013; 87(5): 730-736.
16. Singh AK Water-DMSO Co–Solvent effect and kinetics of acid catalyzed Hydrolysis of butyl formate and Influence on Activation Parameters. Asian J. Research Chem., 2023; 16(2): 159-162. DOI: 10.52711/0974-4150.2023.00017
17. Robertson R.E. A survey of thermodynamic parameter for solvolysis in water. Prog. Phy.Org. chem., 1967; 4: 213
18. Wynne-Jones W F K and Eyring H. The Absolute rate of reaction in condense phases. Journal of Chemical Physics. 1953; 3: 492-502 doi.org/10.1063/1.1749713
19. Laxmi, Raj Kumari Madhuri and Singh R. T. A. Kinetic Study of the Solvent Effect of Aquo-Protic Solvent media on the Medicinal Efficiency of a Heavy Caprylate Ester. Journal For Basic Sciences, 2022; 22(11): 167-174
20. Singh Lallan, AK Gupta, Singh R T, Varma DK, R C Jha. Effect o DMSO on the kinetic behavior of alkali catalysed hydrolysis of methyl salicylate. Reac. Kinet. Catal. Letters, 1984; 24(1-2): 161-65.
21. Barclay I M. and Butlar IAV, The Entropy of solution. Trans Farad Soc., 1938; 34: 1445-1454. doi.org/10.1039/TF9383401445
22. Laffler J E., The enthalpy entropy relationship and its implication for organic chemistry. The Journal of Organic Chemistry. 1955; 20(9): 1220-1231, doi.org/10.1021/jo01126a009
23. Singh A K., Solvent effect and kinetics on solvolysis of propyl formate in water-propanol solvent mixture. International Journal of Chemical Science. 2019; 3(4): 82-84.