Thial

A thial or thioaldehyde is a functional group in organic chemistry which is similar to an aldehyde, RC(O)H, in which a sulfur (S) atom replaces the oxygen (O) atom of the aldehyde (R represents an alkyl or aryl group). Thioaldehdyes are even more reactive than the thioketones. With sufficient steric bulk, however, stable thioaldehydes can be isolated. [Takeda, N.; Tokitoh, N.; Okazaki, R., "Synthesis, Structure, and Reactions of the First Rotational Isomers of Stable Thiobenzaldehydes, 2,4,6-Tris [bis(trimethylsilyl)methyl] thiobenzaldehydes", Chemistry European Journal, 1997, volume 3, p62ff.]

In early work, the existence of thioaldehydes was inferred by trapping processes. For instance the reaction of Fc₂P₂S₄ with benzaldehyde was proposed to form thiobenzaldehyde, which forms a cycloadduct with the thiothiophophine ylides to form a C₂PS₃ ring. [cite journal| title = Synthetic Applications of Bis(trimethylsilyl)sulfide: Part II. Synthesis of Aromatic and Heteroaromatic o-Azido-Thioaldehydes| author =A. Capperucci, A. Degl’Innocenti, P. Scafato, P. Spagnolo| journal = Chemistry Letters| volume = 24| pages = 147| year = 1995| doi = 10.1246/cl.1995.147]

ee also

*Thione
*Organosulfur compounds

References