The catalytic effect of water in basic hydrolysis of methyl acetate: A theoretical study

Journal of Molecular Structure: THEOCHEM

Volumn 459, Issue 1-3, 1999, Pages 85-93

  Hæffner, Fredrik ^a   Hu, Ching Han ^a   Brinck, Tore ^a   Norin, Torbjörn ^a  

^a ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

Author keywords

Ab initio, ester hydrolysis; Ancillary water; Assistance; Solvation

Indexed keywords

METHYL ACETATE; PROPIONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; ENTROPY; GEOMETRY; HYDROLYSIS; SOLVATION;

EID: 0033535010     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(98)00251-6     Document Type: Article

References (20)

1. Faigle J.F.G., Isolani P.C., Riveros J.M. J. Am. Chem. Soc. 98:1976;2049.
2. Guthrie J.P. J. Am. Chem. Soc. 95:1973;6999-7003.
3. Takashima K., Riveros J.M. J. Am. Chem. Soc. 100:1978;6128-6132.
4. Pranata J. J. Phys. Chem. 98:1994;1180-1184.
5. K. Hori, J. Chem. Soc. Perkin Trans. II (1992) 1629-1633.
6. Turner G.M., Sherer E.C., Shields G.C. Int. J. Quantum Chem., Quantum Biol. Symp. 22:1995;103-112.
7. Sherer E.C., Turner G.M., Shields G.C. Int. J. Quantum Chem., Quantum Biol. Symp. 22:1995;83-93.
8. N.S. Isaacs, Physical Organic Chemistry, Longman Scientific and Technical, Essex, England, 1987.
9. J. March, Advanced Organic Chemistry, Wiley, New York, 1985.
10. Bender M.L., Heck H.d. J. Am. Chem. Soc. 89:1967;1211.
11. Antonczak S., Ruiz-López M.F., Rivail J.L. J. Am. Chem. Soc. 116:1994;3912-3921.
12. Williams I.H. J. Am. Chem. Soc. 109:1987;6299-6307.
13. W.P. Jencks, Catalysis in Chemistry and Enzymology, McGraw Hill, New York, 1969.
14. Miertus S., Scrocco E., Tomasi J. Chem. Phys. 55:1981;117.
15. Miertus S., Tomasi J. Chem. Phys. 65:1982;239.
16. Gaussian 94, M.J. Frisch, G.W. Trucks, H.B. Schlegel, P.M.W. Gill, B.G. Johnson, J.R. Cheeseman, T.A. Keith, J.A. Petersson, K. Montgomery, K. Raghavachari, M.A. Al-Laham, J.V. Zakrzewski, J.B. Ortiz, J.B. Foresman, J. Cioslowski, B. Stefanov, A. Nanayakkara, M. Challacombe, C.Y. Peng, A.P.Y., W. Chen, M.W. Wong, J.L. Andres, E.S. Replogle, R. Gomperts, R.L. Martin, D.J. Fox, J.S. Binkley, D.J. Defrees, J. Baker, J.J.P. Stewart, M. Head-Gordon, C. Gonzalez, J.A. Pople,. Gaussian, Inc., Pittsburgh PA, 1995.
17. R.G. Parr, W. Yang, Density-functional theory of atoms and molecules, Oxford University Press, Oxford, 1989.
18. Hohenberg P., Kohn W. Phys. Rev. 136:1964;B864-B871.
19. Kohn W., Sham L.J. Phys. Rev. 140:1965;A1133-A1138.
20. Hayward S., Kitao A., Hirata F., Go N. J. Mol. Biol. 234:1993;1207-1217.