Regioselective reaction of fluorinated aryllithium reagents and carbon disulfide in cyclopentyl methyl ether: Efficient synthesis of dithioesters and liquid crystal compounds having a difluoromethyleneoxy moiety was written by Maebayashi, Haruki;Araki, Keisuke;Fuchigami, Tsugumichi;Gotoh, Yasuyuki;Inoue, Munenori. And the article was included in Journal of Fluorine Chemistry in 2020.Synthetic Route of C14H12S2 This article mentions the following:
Regioselective reaction (carbophilic over thiophilic attack) of several (o-fluorophenyl)lithium reagents RLi (R = Ph, 2,6-difluorophenyl, 2,3,4,5-tetrafluorophenyl, etc.) with carbon disulfide was achieved to furnish dithioesters RC(S)SCH2C6H5in good yields after alkylation, which are useful precursors of liquid crystal compound (I) having a difluoromethyleneoxy (-CF2O-) group. Running the reaction in the presence of a copper(I) salt catalyst and cyclopentyl Me ether as a solvent is optimal. In the experiment, the researchers used many compounds, for example, Benzyl benzodithioate (cas: 27249-90-7Synthetic Route of C14H12S2).
Benzyl benzodithioate (cas: 27249-90-7) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Synthetic Route of C14H12S2
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics