Activation volumes and volumes of reaction for the proton-transfer reaction between 4-nitrophenylnitromethane and 1,1',3,3'-tetramethylguanidine in some aprotic solvents

1976 ◽  
Vol 98 (7) ◽  
pp. 1870-1875 ◽  
Author(s):  
Colin D. Hubbard ◽  
Christopher J. Wilson ◽  
Edward F. Caldin
Keyword(s):  
Proton Transfer ◽  
Transfer Reaction ◽  
Proton Transfer Reaction ◽  
Aprotic Solvents

Proton transfer reaction from some C–H acids to N-bases in polar aprotic solvents

1999 ◽  
Vol 478 (1-3) ◽  
pp. 255-266 ◽  
Author(s):  
Grzegorz Schroeder ◽  
Bogusława Łęska ◽  
Franz Bartl ◽  
Bartosz Różalski ◽  
Bogumił Brzezinski
Keyword(s):  
Proton Transfer ◽  
Transfer Reaction ◽  
Proton Transfer Reaction ◽  
Aprotic Solvents

Kinetics and isotope effects of the proton transfer reactions between 1-(4-nitrophenyl)-1-nitroethane to phenyltetramethylguanidine in dipolar aprotic solvents

1984 ◽  
Vol 62 (5) ◽  
pp. 954-957 ◽  
Author(s):  
Arnold Jarczewski ◽  
Przemyslaw Pruszynski ◽  
Mohammed Kazi ◽  
Kenneth T. Leffek
Keyword(s):  
Proton Transfer ◽  
Transfer Reaction ◽  
Isotope Effects ◽  
Proton Transfer Reaction ◽  
Transfer Reactions ◽  
Aprotic Solvents ◽  
Enthalpy Of Activation ◽  
Proton Transfer Reactions ◽  
Carbon Acid ◽  
Dipolar Aprotic Solvents

The carbon acid 1-(4-nitrophenyl)-1-nitroethane reacts with phenyltetramethylguanidine in the aprotic solvents acetonitrile, benzonitrile, and chlorobenzene in a bimolecular proton transfer reaction. The primary isotope effects, kH/kD, for these reactions at 25 °C are 8.5 ± 0.4, 6.1 ± 0.4, and 16 in acetonitrile, benzonitrile, and chlorobenzene respectively. The magnitude of the isotope effects on the enthalpy of activation [Formula: see text] are 2.3 ± 0.2, 1.6 ± 0.7, and 4.2 ± 0.6 kcal mol−1, which indicates a contribution from proton tunnelling to the reaction rate of the normal substrate.

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