Deuterium solvent isotope effects in methanol solution. Part III. Proton transfer from 2-nitropropane and from 3-methyl-1-phenylbutyl phenyl ketone to methoxide ion

1971 ◽  
pp. 2282 ◽  
Author(s):  
V. Gold ◽  
S. Grist
Keyword(s):  
Proton Transfer ◽  
Isotope Effects ◽  
Methanol Solution ◽  
Phenyl Ketone ◽  
Methoxide Ion ◽  
Solvent Isotope ◽  
Solvent Isotope Effects

Solvent isotope effects upon proton transfer from the hydronium ion

1971 ◽  
Vol 93 (1) ◽  
pp. 9-20 ◽  
Author(s):  
Rory A. More O'Ferrall ◽  
Gerald W. Koeppl ◽  
A. Jerry Kresge
Keyword(s):  
Proton Transfer ◽  
Isotope Effects ◽  
Hydronium Ion ◽  
Solvent Isotope ◽  
Solvent Isotope Effects

Mechanisms of nucleophilic attack at carbon-nitrogen double bonds. The reaction of aryl N-arylbenzimidates with methoxide ion

1983 ◽  
Vol 36 (6) ◽  
pp. 1259 ◽  
Author(s):  
JE Rowe
Keyword(s):  
Isotope Effects ◽  
Nucleophilic Attack ◽  
Rate Data ◽  
Double Bonds ◽  
Tetrahedral Intermediate ◽  
Methoxide Ion ◽  
Solvent Isotope ◽  
Solvent Isotope Effects

Rate data for the reaction of three series of aryl N-arylbenzimidates with methoxide ion at 303 K are presented. Linear Hammett plots were obtained for each series. Solvent isotope effects have also been measured. The results are interpreted in terms of rate-determining formation of a tetrahedral intermediate, irrespective of the nature of the substituent.

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