2-Chloro-1,3-dithiane

2-Chloro-1,3-dithiane Property

Melting point:

50 °C (decomp)

Boiling point:

229.8±40.0 °C(Predicted)

Density 

1.33±0.1 g/cm3(Predicted)

Hazard and Precautionary Statements (GHS)

2-Chloro-1,3-dithiane Chemical Properties,Usage,Production

Uses

Used as readily accessible electrophilic 1,3-dithiane reagent; formyl cation equivalent; reacts with alkyl- and arylmagnesium halides, enamines, 1,3-dicarbonyl compounds, electron-rich aromatics, and with P, N, S, and Se nucleophiles.

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 1847, 1979 DOI: 10.1021/jo01325a022

Synthesis

2-Chloro-1,3-dithiane can be easily obtained by chlorination of 1,3-Dithiane, either with N-Chlorosuccinimide (NCS) in benzene or with Sulfuryl Chloride in chloroform. The latter procedure generally gives a cleaner product and is described here.