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

Journal Article · Sat Feb 01 04:00:00 EST 1964 · Canadian Journal of Chemistry (Canada)

DOI:https://doi.org/10.1139/v64-061· OSTI ID:4119470

Stewart, R; Lee, D G

The mechanism of chromic acid oxidation of eight aryltrifluoromethylcarbinols was studied in acetic acid solution. Electron- donating substituents accelerate the reaction and a good correlation of rate with sigma /sup +/ values was found. The rho value is --1.01. Deuterium isotope effects for the oxidation of five of the compounds were determined and the magnitude of the isotope effect was 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. (auth)

• Research Organization: Univ. of British Columbia, Vancouver
• Sponsoring Organization: USDOE
• NSA Number: NSA-18-012052
• OSTI ID: 4119470
• Journal Information: Canadian Journal of Chemistry (Canada), Journal Name: Canadian Journal of Chemistry (Canada) Vol. Vol: 42; ISSN CJCHA
• Country of Publication: Country unknown/Code not available
• Language: English

Related Subjects

ACETIC ACID
ACIDS
ALCOHOLS
AROMATICS
CHEMICAL REACTIONS
CHEMISTRY
CHROMIUM COMPOUNDS
CHROMIUM OXIDES
DECOMPOSITION
DEUTERIUM
ESTERS
ISOTOPE EFFECTS
METHYL RADICALS
MOLECULES
ORGANIC FLUORINE COMPOUNDS
ORGANOMETALLICS
OXIDATION
QUANTITATIVE ANALYSIS
SOLUTIONS