Thionethiol

Thionethiol is a hypothetical organosulfur compound with the chemical formula CH3CSH. It is the thioenol tautomer of thioacetaldehyde (CH3CHS). In thioaldehydes and thioketones, the thione form (C=S) is generally more stable than the thiol form (C-SH). Therefore, thioacetaldehyde is expected to exist primarily in the thione form, with thionethiol being a less favored isomer.

The structure of thionethiol would involve a methyl group (CH3) attached to a carbon atom, which is double-bonded to a sulfur atom and single-bonded to a hydrogen atom. This contrasts with the thione tautomer, thioacetaldehyde, which would have a methyl group attached to a carbon atom that is single-bonded to a sulfur atom and double-bonded to a hydrogen atom, or more commonly represented with the sulfur doubly bonded to the carbon.

Due to the inherent instability of the thiol tautomer in such systems, thionethiol is not a commonly observed or synthesized compound. Its existence is primarily considered in theoretical discussions of tautomerism in organosulfur chemistry. Research in this area focuses on understanding the relative stabilities of different tautomeric forms and the factors influencing these equilibria. While direct experimental evidence for thionethiol is scarce, computational studies can provide insights into its potential properties and energetic landscape compared to its thione counterpart.