RADIATION-INDUCED ADDITION OF TRITIUM TO CARBON-CARBON DOUBLE BONDS
The processes involved in the radiation-induced addition and substitution of tritium to cyclohexene have been investigated. It appears that most, if not all, of the cyclohexaneT is derived from the cyclohexyl free radicals. As shown by degradation, scavenger, and phase effect studies the formation of cyclohexene-T must involve more than one pathway. Results of the irradiation of cyclohexene with tritium gas at 5 mm pressure suggest that an excited species of cyclohexene is formed which undergoes unimolecular breakdown to butadiene and ethylene. Tritiation of 3bromocyclohexene yields chiefly cyclohexene-T labeled predominantly in the 3-4 positions. This method shows promise as a procedure for preparing labeled compounds containing a carbon-carbon double bond under the conditions of the Wilzbach method. Dehydration of cyclohexanol1-C/sup 14/ to cyclohexene-C/sup 14/ by use of phosphoric acid is found to promote extensive rearrangement of the carbon skeleton. Pyrolysis of cyclohexene-1-C/sup 14/ and cyclohexene-1-T to butadiene and ethylene does not appear to take place exclusively by the reverse Diels-Alder reaction. (Dissertation Abstr., XXIII, No. 8)
- Research Organization:
- Originating Research Org. not identified
- NSA Number:
- NSA-17-020092
- OSTI ID:
- 4732028
- Country of Publication:
- Country unknown/Code not available
- Language:
- English
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Related Subjects
BINDING ENERGY
BUTADIENE
CARBON 14
CHEMICAL REACTIONS
CHEMISTRY
CYCLOALKENES
DECOMPOSITION
DIELS-ALDER REACTION
ETHYLENE
EXCITATION
FREE RADICALS
IRRADIATION
LABELLED COMPOUNDS
PHASE DIAGRAMS
PHOSPHORIC ACID
PRECIPITATION
PREPARATION
RADIATION CHEMISTRY
REACTION KINETICS
TRITIUM
WILZBACH METHOD