Mechanism of tritium-atom-promoted isotope exchange in the benzene ring: application to tritium labeling of biologically important aryl compounds
Journal Article
·
· J. Phys. Chem.; (United States)
Reaction of thermal tritium atoms, generated by microwave activation of T/sub 2/ gas, with benzene and biphenyl was studied at approx. -50 and -196/sup 0/C. The saturation reactions (i.e., benzene ..-->.. cyclohexane-t/sub 6/) predominated over isotope exchange (i.e. benzene ..-->.. benzene-t) at-196/sup 0/C. However, significant exchange labeling occurred at approx. -50/sup 0/C, with a concomitant reduction in the yields of saturated products. This reversal in labeled product yields at the different temperatures is due, in part, to the faster rate of H expulsion from the intermediate cyclohexadienyl radical at -50/sup 0/C and to the increased mobility of the warmer matrix that retards multiple T. reactions with the same aryl molecule by covering up singly tritiated intermediates. The less volatile aryl compound, biphenyl, was labeled in a diffusionally active matrix of either benzene or cyclohexane, whereas it could not be labeled otherwise.
- Research Organization:
- Univ. of California, Berkeley
- DOE Contract Number:
- AC03-76SF00098
- OSTI ID:
- 6120955
- Journal Information:
- J. Phys. Chem.; (United States), Journal Name: J. Phys. Chem.; (United States) Vol. 88:25; ISSN JPCHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400303* -- Organic Chemistry-- Isotope Exchange & Isotope Separation-- (-1987)
AROMATICS
BENZENE
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
BIOLOGICAL MATERIALS
BIPHENYL
DATA
ELECTROMAGNETIC RADIATION
EXPERIMENTAL DATA
HYDROCARBONS
HYDROGEN ISOTOPES
INFORMATION
ISOTOPES
ISOTOPIC EXCHANGE
LABELLED COMPOUNDS
LIGHT NUCLEI
LOW TEMPERATURE
MATERIALS
MICROWAVE RADIATION
NUCLEI
NUMERICAL DATA
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
RADIATIONS
RADIOISOTOPES
TRITIUM
YEARS LIVING RADIOISOTOPES
400303* -- Organic Chemistry-- Isotope Exchange & Isotope Separation-- (-1987)
AROMATICS
BENZENE
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
BIOLOGICAL MATERIALS
BIPHENYL
DATA
ELECTROMAGNETIC RADIATION
EXPERIMENTAL DATA
HYDROCARBONS
HYDROGEN ISOTOPES
INFORMATION
ISOTOPES
ISOTOPIC EXCHANGE
LABELLED COMPOUNDS
LIGHT NUCLEI
LOW TEMPERATURE
MATERIALS
MICROWAVE RADIATION
NUCLEI
NUMERICAL DATA
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
RADIATIONS
RADIOISOTOPES
TRITIUM
YEARS LIVING RADIOISOTOPES