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Kinetic solvent isotope effect for aromatic nucleophilic substitution in mixtures of EtOH and EtOD (1973)

Cattania, M. G. ; Beltrame, P.

New York, NY : Wiley-Blackwell

International Journal of Chemical Kinetics 5 (1973), S. 911-917

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ISSN: 0538-8066

Keywords: Chemistry ; Physical Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Rate coefficients for the ethoxydechlorination of 1-chloro-2,4-dinitrobenzene were measured in mixtures of EtOH and EtOD of different deuterium atom fraction n (n = 0., 0.259, 0.377, 0.581, 0.767, 0.958), at 25°C. The extreme solvent isotope effect, obtained by different extrapolation procedures, is (kD/kH) = 1.90 ± 0.02. The curved variation of kn/kH with n is interpreted by fractionation factor theory in terms of hydrogen-bonding solvation of ethoxide ion and transition state.

Additional Material: 2 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/kin.550050602

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