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The reactions of CF3 radicals with cyclanes and the determination of CH bond dissociation energies in cyclanes

✍ Scribed by S. H. Jones; E. Whittle

Publisher: John Wiley and Sons
Year: 1970
Tongue: English
Weight: 578 KB
Volume: 2
Category: Article
ISSN: 0538-8066
DOI: 10.1002/kin.550020605

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✦ Synopsis

The reactions of CF3 radicals with the C3 to C7 cyclanes and spiropentane were studied and the following Arrhenius parameters were obtained for the reaction CFB

mole) (kcal/mole) C yclopropane 11.54 8.73 100.7 Cyclobutane 11.66 6.48 95.7 Cyclopentane 12.30 6.18 94.3 C yclohexane 12.12 6.26 94.9 Cycloheptane 12.43 5.89 94.0 Spiropentane 11.91 8.12 98.8

The CF3 radicals were generated by photolysis of hexafluoroacetone or CF3I and a comparison is made of the utility of the two compounds as radical sources. The Arrhenius parameters are compared with those for corresponding reactions of CH3 radicals with cyclanes, and the general reactivity of cyclic compounds toward free radicals is discussed. An Evans-Polanyi treatment is used to derive C-H bond dissociation energies in cyclanes; and these results, based on the reactions of CF3 with cyclanes, agree well with those previously obtained using CH3 plus cyclanes. The final mean values are shown above.

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