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1,2-Dithietane
Sign in to save1,2-Dithietane is a dithietane. It is a heterocyclic compound with a four-membered ring. Two sulfur atoms are adjacent, and the molecule is saturated. 1,2-Dithietane has not been produced as of 2000. The combination of ring strain, and lone pairs of electrons, which repel each other, on the sulfur atoms makes the sulfur-sulfur bond too weak to produce the molecule. However a few derivatives are known. 3,4-Diethyl-1,2-dithietane 1,1-dioxide has one sulfur fully oxidised. Dithiatopazine is a tricyclic compound with the -S-S- as a bridge. 1,2-Dithietan-3-one, the ketone of 1,2-dithietane, was pro
Chemical data
- Formula
- C2H4S2
- Molecular weight
- 92.19 g/mol
- IUPAC name
- dithietane
- SMILES
- C1CSS1
- InChIKey
- UPNNXUSUOSTIIM-UHFFFAOYSA-N
- XLogP
- 0.7
- Polar surface area
- 50.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 91.975442
Show 3 more facts
- canonical SMILES
- C1CSS1
- chemical formula
- C₂H₄S₂
- Commons category
- 1,2-Dithietane
Sources (1)
via Wikidata · CC0
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Encyclopedic overview
1 sectionsContents
- References
1,2-Dithietane is a dithietane. It is a heterocyclic compound with a four-membered ring. Two sulfur atoms are adjacent, and the molecule is saturated. 1,2-Dithietane has not been produced as of 2000. The combination of ring strain, and lone pairs of electrons, which repel each other, on the sulfur atoms makes the sulfur-sulfur bond too weak to produce the molecule. However a few derivatives are known. 3,4-Diethyl-1,2-dithietane 1,1-dioxide has one sulfur fully oxidised. Dithiatopazine is a tricyclic compound with the -S-S- as a bridge. 1,2-Dithietan-3-one, the ketone of 1,2-dithietane, was produced in 2008 by reacting α-dithiolactone with ethoxycarbonylformonitrile oxide. 4,4-di-tert-butyl-1,2-dithietan-3-one and the spiro compound 5,5,9,9-tetramethyl-1,2-dithiaspiro[3.5]nonan-3-one have also been made.
1,2-Dithietane was claimed to have been made by reacting 1,2-ethanedithiol with iodine, but the major product was an eight-membered ring.
Excerpted from Wikipedia’s “1,2-Dithietane” article, available under the CC BY-SA 4.0 licence.