Abstract
Abstract1,4‐Oxathian‐2‐one (1a) was prepared in high yield by oligomerization of methyl(2‐hydroxyethyl)mercaptoacetate (3) followed by catalytic depolymerization in vacuo. A similar sequence starting with methyl(2‐hydroxyethyl)sulfonylacetate (5) afforded the corresponding sulfone, 1,4‐oxathian‐2‐one‐4,4‐dioxide (1c), however, 1,4‐oxathian‐2‐one‐4‐oxide (1b) could not be obtained by this procedure. Ring opening melt polymerization of 1a and 1c afforded low molecular weight crystalline polyesters 2a and 2c. Oxidation of 2a with m‐chloroperoxybenzoic acid produced the corresponding polyester 2b containing sulfoxide groups. Thermogravimetric analyses and visual observations indicated 2b to be thermally unstable relative to 2a and 2c.
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