Dioxetane chemiluminescence. The effect of deuterium substitution on the thermal decomposition of trans-3,4-diphenyl-1,2-dioxetane. Technical report
Trans-Diphenyl-1,2-dioxetane was prepared by cyclization of the corresponding beta-bromohydroperoxide. Thermal decomposition of this compound proceeds with an activation energy of 23 + or - 1.6 kcal/mol to yield benzaldehyde 10 + or - 2% of which was in an excited triplet state. The effects of replacement of a dioxetane ring proton with a deuterium were investigated. No detectable partitioning between electronically excited protio and deutero benzaldehyde was detected. The secondary deuterium isotope effect on the rate of thermal decomposition of this dioxetane was found to be 1.01 + or - .02. That the absence of an isotope effect is consistent only with a stepwise decomposition for 1,2-dioxetanes is suggested. (Author)
- Research Organization:
- Illinois Univ., Urbana (USA). Roger Adams Lab.
- OSTI ID:
- 7211149
- Report Number(s):
- AD-A-034937
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400302* -- Organic Chemistry-- Isotope Effects-- (-1987)
ACTIVATION ENERGY
CHEMILUMINESCENCE
DEUTERIUM
ENERGY
HETEROCYCLIC COMPOUNDS
HYDROGEN ISOTOPES
ISOTOPE EFFECTS
ISOTOPES
LIGHT NUCLEI
LUMINESCENCE
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
STABLE ISOTOPES