SCHEDULED MAINTENANCE
Alkyl thionacetates undergo thermal elimination by a homogeneous unimolecular mechanism to give alkenes and thioacetic acid as first products. With the primary esters there is an accompanying rearrangement to thiolacetate. A transition state similar to that for acetate pyrolysis is proposed for the elimination reaction, but it is argued that it is more product-like in the thionester case.
D. B. Bigley and R. E. Gabbott, J. Chem. Soc., Perkin Trans. 2, 1975, 317 DOI: 10.1039/P29750000317
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