Theoretical study of kinetic hydrogen isotope effect in proton-transfer reactions between ethyl nitroacetate and bases

Author(s):  
�. D. German

Values are reported for the kinetic hydrogen isotope effects for proton-transfer reactions between hydroxide ions and nitromethane, nitroethane, nitrocyclohexane and 2-nitropropane, and between 2-nitropropane and pyridine, 2, 6-lutidine and acetate ions. In conjunction with earlier work the results suggest that the isotope effect has a maximum value for proton transfers between two acid-base systems of approximately equal p K , in agreement with theoretical predictions. We have confirmed that the abstraction of a proton from 2-nitropropane by 2, 6-lutidine exhibits an abnormally high isotope effect ( k H / k D = 20), probably attributable to a considerable tunnelling correction.


2010 ◽  
Vol 39 (2) ◽  
pp. 204-208
Author(s):  
Lei Qianghua ◽  
Chen Chang'an ◽  
Huang Li ◽  
Zhang Yongbin

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