Reactive 1,4-dehydroaromatics

Carbon flatland: planar tetracoordinate carbon and fenestranes.

Structure, synthesis, and chemical reactions of fluorinated cyclopropanes and cyclopropenes.

Unstable silicon analogs of unsaturated compounds

Methods are presented for rapidly estimating the entropies and heat capacities of free radicals from the known S0 and C of structurally similar compounds. The methods consist of estimating the differences due to changes in mass, vibration frequencies, spin, symmetry, and changes in rotational barriers. Tables of contributions to S0 and C by different frequencies over the temperature range 300–1500°K are presented to facilitate the tabulation of the above differences. Conjugated radicals, such as benzyl and allyl, are included. It is shown that the greatest uncertainties in the estimates arise from uncertainties in the barriers to rotation in the radicals.



The results are applied to kinetic data on the pyrolysis of branched hydrocarbons and the reverse reactions of radical recombination. Major discrepancies exist in these data which can be nearly reconciled by postulating improbably high rotational barriers of 8 kcal for CH3 rotation in isopropyl and t-butyl radicals.



It is shown that radical thermochemistry can be fitted into group schemes and tables of groups values are given for the rapid estimation of ΔH, S0, and C for different organic radicals, including those containing sulfur, oxygen, and nitrogen.

Entropies and heat capacities of free radicals

Biradical mechanism in small ring compound reactions

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Biradical mechanism in small ring compound reactions