Electrophilic Hydrogen Isotope Substitutions. I. Benzene and Toluene

Electrophilic Hydrogen Isotope Substitutions. I. Benzene and Toluene

The initial rates of deuteration of benzene and toluene in deuterium oxide and trifluoroacetic acid mixtures have been measured, and the isomer distribution of the deuterium substituted in the toluene determined. The partial rate factors found were of = 250, mf = 4, pf= 420. Methods for checking the...

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Veröffentlicht in:Journal of the American Chemical Society 1958-12, Vol.80 (23), p.6433-6437
Hauptverfasser: Lauer, Walter M, Matson, Gale W, Stedman, Geoffrey
Format: Artikel
Sprache:eng
Schlagworte:
ACETIC ACID- ALUMINUM- BENZENE- COINCIDENCE METHODS- DEUTERIUM COMPOUNDS- DEUTERONS- DISTRIBUTION- ELECTRONS- HEAVY WATER- HYDROGEN COMPOUNDS- ISOMERS- ISOTOPIC EXCHANGE- MAGNETIC FIELDS- - MASS- MEASURED VALUES- MESONS- MIXING- MOMENTUM- ORGANIC FLUORINE COMPOUNDS- PIONS- PRODUCTION- PROTON BEAMS- PROTONS- QUANTITATIVE ANALYSIS- REACTION KINETICS- SLOWDOWN- TOLUENE
ACETIC ACID- BENZENE- BERYLLIUM- BORON- BORON FLUORIDES- DEUTERIUM COMPOUNDS- DEUTERON BEAMS- DISTRIBUTION- ENERGY RANGE- HALF-LIFE- HEAVY WATER- HYDROGEN COMPOUNDS- IONIZATION CHAMBERS- ISOMERS- ISOTOPIC EXCHANGE- LITHIUM 9- MEASURED VALU
INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
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Zusammenfassung:The initial rates of deuteration of benzene and toluene in deuterium oxide and trifluoroacetic acid mixtures have been measured, and the isomer distribution of the deuterium substituted in the toluene determined. The partial rate factors found were of = 250, mf = 4, pf= 420. Methods for checking these partial rate factors are described. The results are compared with those for other electrophilic aromatic substitution reactions.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja01556a064