1,3-Dithiole

1,3-Dithiole
Names
	Preferred IUPAC name 2H-1,3-Dithiole
	Other names 1,3-Dithiacyclopentene
Identifiers
CAS Number	288-74-4;
3D model (JSmol)	Interactive image;
ChemSpider	4475898;
PubChem CID	5316944;
CompTox Dashboard (EPA)	DTXSID40415715 ;
	InChI InChI=1S/C3H4S2/c1-2-5-3-4-1/h1-2H,3H2 Key: IVJFXSLMUSQZMC-UHFFFAOYSA-N;
	SMILES C1SC=CS1;
Properties
Chemical formula	C3H4S2
Molar mass	104.19 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

In organosulfur chemistry, 1,3-dithioles are a class of heterocycles based on the parent compound 1,3-dithiacyclopentene (also known as 1,3-dithiole). The ligand dmit^2- is a 1,3-dithiole.^[1] Heating solutions of Na₂dmit gives the isomeric disulfide, a 1,2-dithiole.

Structure of the anion [Zn(dmit)₂]^2-, featuring two 1,3-dithiole-4,5-dithiolate ligands complexed to zinc.^[2]

References

^ Niels Svenstrup; Jan Becher (1995). "The Organic Chemistry of 1,3-Dithiole-2-thione-4,5-dithiolate (DMIT)". Synthesis. 1995 (3): 215–235. doi:10.1055/s-1995-3910. S2CID 196762382.
^ W.T.A. Harrison; R.A. Howie; J.L. Wardell; S.M.S.V. Wardell; N.M. Comerlato; L.A.S. Costa; A.C. Silvino; A.I. de Oliveira; R.M. Silva. "Crystal structures of three [bis(1,3-dithiole-2-thione-4,5-dithiolato)zincate]²⁻ salts: [Q]₂[Zn(dmit)₂] (Q = 1,4-Me₂-pyridinium or NEt₄) and [PPh₄]₂[Zn(dmit)₂]·DMSO. Comparison of the dianion packing arrangements in [Q]₂[Zn(dmit)₂]". Polyhedron. 19: 821–827. doi:10.1016/S0277-5387(00)00322-3.

[1] Niels Svenstrup; Jan Becher (1995). "The Organic Chemistry of 1,3-Dithiole-2-thione-4,5-dithiolate (DMIT)". Synthesis. 1995 (3): 215–235. doi:10.1055/s-1995-3910. S2CID 196762382.

[2] W.T.A. Harrison; R.A. Howie; J.L. Wardell; S.M.S.V. Wardell; N.M. Comerlato; L.A.S. Costa; A.C. Silvino; A.I. de Oliveira; R.M. Silva. "Crystal structures of three [bis(1,3-dithiole-2-thione-4,5-dithiolato)zincate]²⁻ salts: [Q]₂[Zn(dmit)₂] (Q = 1,4-Me₂-pyridinium or NEt₄) and [PPh₄]₂[Zn(dmit)₂]·DMSO. Comparison of the dianion packing arrangements in [Q]₂[Zn(dmit)₂]". Polyhedron. 19: 821–827. doi:10.1016/S0277-5387(00)00322-3.

[1]

[2]