Photo-initiated reactions of thiols and olefins. III. Addition of methanethiol to acetylene and butadiene-1,3

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Abstract
The kinetics of addition of methanethiol to acetylene and butadiene-1,3 have been investigated. The butadiene reaction exhibits no chain character due to the low reactivity of the adduct radical formed, and no rate constants could be determined. Thiyl radical addition to acetylene was found to be reversible at 25 °C, and the results obtained are consistent with the mechanism previously postulated for olefins, except that in this case, the rate of dehydrogenation of thiol by the adduct radical is comparable to the rate of radical decomposition. This competition permitted determination of the ratio of rate constants for these two reactions, and the rate constant for thiyl radical attack on acetylene.

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