Thioketone

Thioketones are organic compounds which are sulfur analogs of ketones, that is, the oxygen of the ketone analog is replaced ( in the periodic table of the elements, the next element of the chalcogen - group) in them by sulfur. The names of these compounds forming according to IUPAC nomenclature on -thione, which is why they can also be described as thiones, eg butan-2 -thione CH3C (= S) CH2CH3.

Normally thioketones are unstable and tend to polymerize. Are aromatic radicals, such as in thiobenzophenone, the compounds are stable.

There are few methods to produce thioketones. Form ketones with Lawesson's reagent thioketones. Other methods use hydrogen sulfite as a sulfur source. The oxygen in ketones can also be replaced by selenium ( = SELONE, eg selenobenzophenone ), but these compounds are even more unstable than the thioketones.

Reactions

The C = S double bond in thioketones can react as a dienophile in Diels -Alder reactions with formation of Dihydrothiopyranen.