Biscyclopropanoyl peroxide

From the relative reactivity data, shown in Table 2, which describes the thermal decomposition of biscyclopropanoyl peroxide in a series of substituted benzenes, Shono and Nishiguchi have concluded that the cyclopropyl radical more closely resembles the... 

In so far as the rate of formation of radicals reflects their stability or reactivity the findings of Hart and Wyman are instructive. In carbon tetrachloride the rate of decomposition of benzoyl peroxide was twice as fast as that of biscyclopropanoyl peroxide. Ingold and coworkers have found that in the photodecomposition of benzoyl and biscyclopropanoyl peroxides, in carbon tetrachloride at 298 K, the phenyl radicals produced reacted faster (7.8 x 10 M s ) than the cyclopropyl radicals (1.5 X 10 M s ). These results are consistent with C-H bond dissociation energies for benzene (llOkcalmol) and cyclopropane (106kcal mol ) which implies that the cyclopropyl radical should be less reactive than the phenyl radical. In subsequent work they also showed that at ambient temperatures radical reactivities decreased along the series /c = Ph > (Me)2 C=CH > cyclopropyl > Me. Table 4 records the absolute rate constants for the reaction of these radicals with tri-n-butylgermane. 

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See also in sourсe #XX -- [ ]

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