Electrophilic Hydrogen Isotope Substitutions. III. The Polyalkylbenzenes

Electrophilic Hydrogen Isotope Substitutions. III. The Polyalkylbenzenes

The rates of deuteration of a number of polyalkylbenzenes in mixtures of deuterium oxide and trifluoroacetic acid have been measured. The rate of exchange closely parallels the basicity of the hydrocarbon and can be predicted from the partial rate factors for the deuteration of the monoalkylbenzenes...

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Veröffentlicht in:Journal of the American Chemical Society 1958-12, Vol.80 (23), p.6439-6441
Hauptverfasser: Lauer, Walter M, Stedman, Geoffrey
Format: Artikel
Sprache:eng
Schlagworte:
ACETIC ACID
ACIDITY
ALKYL RADICALS
ALPHA PARTICLES
ANGULAR DISTRIBUTION
BENZENE
BERYLLIUM 8
BETA DECAY
BETA PARTICLES
CHEMISTRY
CONFIGURATION
DECAY
DEUTERIUM COMPOUNDS
ENERGY LEVELS
EXCITATION
HEAVY WATER
HELIUM 4
HYDROGEN COMPOUNDS
INTERACTIONS
ISOMERS
ISOTOPIC EXCHANGE
LITHIUM 8
MEASURED VALUES
MIXING
NEUTRINOS
NUCLEAR MODELS
NUCLEAR THEORY
ORGANIC FLUORINE COMPOUNDS
PARITY
REACTION KINETICS
SPIN
STEREOCHEMISTRY
TENSORS
VECTORS
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Beschreibung
Zusammenfassung:The rates of deuteration of a number of polyalkylbenzenes in mixtures of deuterium oxide and trifluoroacetic acid have been measured. The rate of exchange closely parallels the basicity of the hydrocarbon and can be predicted from the partial rate factors for the deuteration of the monoalkylbenzenes. The results provide further evidence that steric effects arc small for deuteration in trifluoroacetic acid and give approximate values for the meta partial rate factor for several alkyl groups.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja01556a066