Dithiete

Dithiete
Names
	Preferred IUPAC name 1,2-Dithiete
	Systematic IUPAC name 1,2-Dithiacyclobut-3-ene
	Other names Dithiete; Dithiacyclobutene; 1,2-Dithia[4]annulene
Identifiers
CAS Number	7092-01-5;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	122516 ;
PubChem CID	138918;
CompTox Dashboard (EPA)	DTXSID70221149 ;
	InChI InChI=1S/C2H2S2/c1-2-4-3-1/h1-2H Key: CTGHONDBXRRMRC-UHFFFAOYSA-N ;
	SMILES c1css1; S1SC=C1;
Properties
Chemical formula	C2H2S2
Molar mass	90.16 g·mol−1
Related compounds
Related thietes	Thiete
Related compounds	Thiirene; 2,3-Dihydrothiophene; Thiophene;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Dithiete is an unsaturated heterocyclic compound that contains two adjacent sulfur atoms and two sp²-hybridized carbon centers. Derivatives are known collectively as dithietes or 1,2-dithietes. With 6 π electrons, 1,2-dithietes are examples of aromatic organosulfur compounds. A few 1,2-dithietes have been isolated; one (low-yielding) route is oxidation of a dithiolene complex. 3,4-Bis(trifluoromethyl)-1,2-dithiete is a particularly stable example.

Unsubstituted 1,2-dithiete has been generated in thermolytic reactions and was characterized by microwave spectroscopy, ultraviolet photoelectron spectroscopy and infrared spectroscopy in a low temperature matrix. The open ring isomer, dithioglyoxal, HC(S)C(S)H, is less stable than the 1,2-dithiete.

The dithione can be prepared (as trans-dithioglyoxal) by low temperature photolysis of 1,3-dithiol-2-one. Quantum chemical calculations reproduce the observed greater stability of 1,2-dithiete only if large basis-sets with polarization functions are used.