Sodium 1,3-dithiole-2-thione-4,5-dithiolate on:
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Sodium 1,3-dithiole-2-thione-4,5-dithiolate is the 
Na2dmit undergoes S-alkylation.{{cite journal, author=Niels Svenstrup , author2=Jan Becher , title=The Organic Chemistry of 1,3-Dithiole-2-thione-4,5-dithiolate (DMIT), journal=Synthesis, year=1995, volume=1995, issue=3, pages=215–235, doi=10.1055/s-1995-3910, s2cid=196762382 Heating solutions of Na2dmit gives the isomeric 1,2-dithioledithiolate.
organosulfur compound
Organosulfur chemistry is the study of the properties and synthesis of organosulfur compounds, which are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur der ...
with the formula Na2C3S5, abbreviated Na2dmit. It is the sodium salt of the conjugate base of the 4,5-bis(sulfanyl)- 1,3-dithiole-2-thione. The salt is a precursor to dithiolene complexes and tetrathiafulvalene
Tetrathiafulvalene (TTF) is an organosulfur compound with the formula . It is the parent of many tetrathiafulvenes. Studies on these heterocyclic compound contributed to the development of molecular electronics, although no practical applications ...
s.
Reduction of carbon disulfide
Carbon disulfide (also spelled as carbon disulphide) is an inorganic compound with the chemical formula and structure . It is also considered as the anhydride of thiocarbonic acid. It is a colorless, flammable, neurotoxic liquid that is used as ...
with sodium affords sodium 1,3-dithiole-2-thione-4,5-dithiolate together with sodium trithiocarbonate Thiocarbonate describes a family of anions with the general chemical formula (''x'' = 0, 1, or 2):
*for ''x'' = 2 it is monothiocarbonate ion
*for ''x'' = 1 it is dithiocarbonate ion
*for ''x'' = 0 it is trithiocarbonate ion
Like the carbonate d ...
:
:4 Na + 4 CS2 → Na2C3S5 + Na2CS3
Before the characterization of dmit2-, reduction of CS2 was thought to give tetrathiooxalate (Na2C2S4).
The dianion C3S52- is purified as the tetraethylammonium
Tetraethylammonium (TEA) is a quaternary ammonium cation with the chemical formula , consisting of four ethyl groups (, denoted Et) attached to a central nitrogen atom. It is a counterion used in the research laboratory to prepare lipophilic salt ...
salt of the zincate complex n(C3S5)2sup>2-. This salt converts to the bis(thioester) upon treatment with benzoyl chloride
Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula . It is a colourless, fuming liquid with an irritating odour, and consists of a benzene ring () with an acyl chloride () substituent. It is ...
:
: (C2H5)4sub>2 n(C3S5)2+ 4 C6H5COCl → 2 C3S3(SC(O)C6H5)2 + (C2H5)4sub>2 nCl4Cleavage of the thioester with sodium methoxide
Sodium methoxide is the simplest sodium alkoxide. With the formula , it is a white solid, which is formed by the deprotonation of methanol. It is a widely used reagent in industry and the laboratory. It is also a dangerously caustic base.
...
gives sodium 1,3-dithiole-2-thione-4,5-dithiolate:
:C3S3(SC(O)C6H5)2 + 2 NaOCH3 → Na2C3S5 + 2 C6H5CO2Me
Na2dmit undergoes S-alkylation.{{cite journal, author=Niels Svenstrup , author2=Jan Becher , title=The Organic Chemistry of 1,3-Dithiole-2-thione-4,5-dithiolate (DMIT), journal=Synthesis, year=1995, volume=1995, issue=3, pages=215–235, doi=10.1055/s-1995-3910, s2cid=196762382 Heating solutions of Na2dmit gives the isomeric 1,2-dithioledithiolate.
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