THE CHROMIC ACID OXIDATION OF ARYL TRIFLUOROMETHYL ALCOHOLS: ISOTOPE AND SUBSTITUENT EFFECTS

1965 ◽  
Vol 43 (11) ◽  
pp. 3128-3128
Author(s):  
Ross Stewart ◽  
Donald G. Lee
Keyword(s):  
Chromic Acid ◽  
Substituent Effects ◽  
Acid Oxidation ◽  
Chromic Acid Oxidation

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THE CHROMIC ACID OXIDATION OF ARYL TRIFLUOROMETHYL ALCOHOLS: ISOTOPE AND SUBSTITUENT EFFECTS

1964 ◽  
Vol 42 (2) ◽  
pp. 439-446 ◽  
Author(s):  
Ross Stewart ◽  
Donald G. Lee
Keyword(s):  
Acetic Acid ◽  
Acid Solution ◽  
Chromic Acid ◽  
Isotope Effects ◽  
Acetic Acid Solution ◽  
Substituent Effects ◽  
Acid Oxidation ◽  
Unimolecular Decomposition ◽  
Chromic Acid Oxidation ◽  
Deuterium Isotope Effects

The mechanism of the chromic acid oxidation of eight aryltrmuoromethylcarbinols has been studied in acetic acid solution. Electron-donating substituents accelerate the reaction and a good correlation of rate with σ+ values has been found. The rho value is −1.01. Deuterium isotope effects for the oxidation of five of these compounds have been determined and the magnitude of the isotope effect has been found to correlate inversely with the ease of oxidation of the alcohol.The results are interpreted in terms of a unimolecular decomposition of the chromate ester of the alcohol.

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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