THE CHROMIC ACID OXIDATION OF 2-PROPANOL IN TRIFLUOROACETIC ACID

1965 ◽  
Vol 43 (7) ◽  
pp. 1952-1960 ◽  
Author(s):  
Donald G. Lee ◽  
Daniel T. Johnson
Keyword(s):  
Trifluoroacetic Acid ◽  
Kinetic Isotope Effect ◽  
Chromic Acid ◽  
Extensive Study ◽  
Acid Oxidation ◽  
Acid Solutions ◽  
Chromic Acid Oxidation ◽  
Kinetic Isotope ◽  
Rate Of Reaction ◽  
Strong Acids

The mechanism of the chromic acid oxidation of 2-propanol in trifluoroacetic acid solutions has been studied. The general features of this reaction strongly resemble those observed in aqueous solutions of other strong acids. A "normal" primary kinetic isotope effect is observed, similar thermodynamic parameters are obtained, and the rate behaves in similar way towards changes in acidity.An extensive study of the effect of added salts on this reaction has substantiated that the identity of added anions has a profound effect on the rate of reaction and that any complete reaction mechanism must take this into consideration.

Kinetic Isotope Effect in the Chromic Acid Oxidation of Secondary Alcohols

2000 ◽  
Vol 77 (8) ◽  
pp. 1042 ◽  
Author(s):  
Charles E. Harding ◽  
Christopher W. Mitchell ◽  
Jozsef Devenyi
Keyword(s):  
Isotope Effect ◽  
Kinetic Isotope Effect ◽  
Chromic Acid ◽  
Acid Oxidation ◽  
Secondary Alcohols ◽  
Chromic Acid Oxidation ◽  
Kinetic Isotope

Chromic acid oxidation of aromatic alcohols

1969 ◽  
Vol 47 (17) ◽  
pp. 3207-3212 ◽  
Author(s):  
Ross Stewart ◽  
Fariza Banoo
Keyword(s):  
Chromic Acid ◽  
Acid Oxidation ◽  
Secondary Alcohols ◽  
Tertiary Alcohols ◽  
Chromic Acid Oxidation ◽  
Hydride Shift ◽  
Rate Of Reaction ◽  
Aromatic Alcohols ◽  
Reaction Constant ◽  
Rate Controlling Step

The mechanism of the chromic acid oxidation of di- and tri-aryl carbinols has been studied in 80 wt% acetic acid containing sulfuric acid. The reactions are cleanly second-order and give benzophenones in the case of the secondary alcohols and benzophenones plus phenols in the case of the tertiary alcohols. Electron-donating substituents in the tertiary alcohol appear predominantly in the phenol component and the rate-controlling step is believed to be a 1,2-aryl shift. The reaction constant for the migration is ρ+ = −1.44 and that for the overall reaction is ρ+ = −0.879. The presence of manganous ions does not alter these values although it lowers the overall rate of reaction. Although an analogous 1,2-hydride shift mechanism can be written for the oxidation of the secondary alcohols, there are enough points of difference between the oxidations of the secondary and tertiary systems to make this appear unlikely.

Kinetics of the chromic acid oxidation of alcohols in aqueous acetone solutions

1968 ◽  
Vol 46 (3) ◽  
pp. 441-449 ◽  
Author(s):  
Donald G. Lee ◽  
William L. Downey ◽  
R. Michael Maass
Keyword(s):  
Acetic Acid ◽  
Chromic Acid ◽  
Aqueous Acetone ◽  
Acid Oxidation ◽  
Aqueous Acetic Acid ◽  
Acid Solutions ◽  
Deuterium Isotope Effect ◽  
Chromic Acid Oxidation ◽  
Oxidation Of Alcohols ◽  
Kinetics Of

The rate law for oxidation of 2-propanol by chromic acid in aqueous acetone solutions has been found to be V = k3 [Cr(VI)| [2-propanol]ho, with the magnitude of k3 being over 700 times as great in 93.3% acetone as it is in water. In other respects (primary deuterium isotope effect, Hammett "rho" value, and salt effects) the general features of the reaction strongly resemble those observed in aqueous acetic acid solutions.

scholarly journals Chromic Acid Oxidation of Coal (I) Rate of Reaction

1972 ◽  
Vol 51 (6) ◽  
pp. 335-343
Author(s):  
Nobuaki Fujiwara ◽  
Futoru Yoshimura
Keyword(s):  
Chromic Acid ◽  
Acid Oxidation ◽  
Chromic Acid Oxidation ◽  
Rate Of Reaction

The kinetics of the chromic acid oxidation of diphenylmethane

Tetrahedron ◽  
1960 ◽  
Vol 8 (3-4) ◽  
pp. 313-335 ◽  
Author(s):  
K.B. Wiberg ◽  
R.J. Evans
Keyword(s):  
Chromic Acid ◽  
Acid Oxidation ◽  
Chromic Acid Oxidation ◽  
Kinetics Of
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