S,S'-Dimethyl dithiocarbonate

S,S'-Dimethyl dithiocarbonate
Names
	IUPAC name S,S'-Dimethyl dithiocarbonate
	Systematic IUPAC name S,S-Dimethyl carbonodithioate
	Other names Bis(methylsulfanyl)methanone; Carbonodithioic acid S,S-dimethyl ester; Dithiocarbonic acid S,S'-dimethyl ester; S,S-Dimethyl dithiocarbonate;
Identifiers
CAS Number	868-84-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1421112
ChEMBL	ChEMBL4796378;
ChemSpider	277261;
ECHA InfoCard	100.106.322
EC Number	617-931-9 ;
PubChem CID	313474;
UNII	3VA2L63KTH ;
CompTox Dashboard (EPA)	DTXSID20310491 ;
	InChI InChI=1S/C3H6OS2/c1-5-3(4)6-2/h1-2H3 Key: IUXMJLLWUTWQFX-UHFFFAOYSA-N;
	SMILES CSC(=O)SC;
Properties
Chemical formula	OC(SCH3)2
Molar mass	122.20 g·mol−1
Appearance	Colorless liquid
Density	1.1705 g/cm3
Boiling point	169 °C (336 °F; 442 K)
Refractive index (nD)	1.5485
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H227, H302
Precautionary statements	P210, P264, P270, P280, P301+P312+P330, P301+P317, P330, P370+P378, P403+P235, P501
Flash point	62 °C (144 °F)
Related compounds
Related compounds	Dimethyl carbonate; Dimethyl trithiocarbonate;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

S,S'-Dimethyl dithiocarbonate is an organic compound with the chemical formula O=C(SCH₃)₂. It is a colorless liquid. It is a methyl ester of dithiocarbonic S,S-acid (O=C(SH)₂). It is a thioester (the prefix thio- means that an oxygen atom in the compound is replaced by a sulfur atom). It is an analog of dimethyl carbonate (O=C(OCH₃)₂), where the two oxygen atoms from the −OCH₃ groups are replaced by sulfur atoms. In terms of the name of this thioester, it is derived from an esterification of dithiocarbonic S,S-acid with methanethiol.

Uses

S,S'-Dimethyl dithiocarbonate is used as a dehydrating agent in chemistry and as a carbonylating agent.^[5] It can be used as a source of a methanethiolate (CH₃S⁻).^[2]

Alkanethiolation reaction using S,S'-dimethyl dithiocarbonate, tetrabutylammonium bromide and aqueous solution of potassium hydroxide

Hazards and toxicity

S,S′-Dimethyl dithiocarbonate is a skin, eye, and respiratory system irritant; it can be absorbed into the body through the skin, causing damage to the body. It may cause damage to gastrointestinal system if it is swallowed. S,S′-Dimethyl dithiocarbonate is combustible. Upon catching fire, irritating and toxic fumes and gases, such as carbon monoxide (CO), carbon dioxide (CO₂), and sulfur dioxide (SO₂), are released. It may react violently with strong oxidizing agents.^[5]

References

1 2 3 4 5 "S,S'-Dimethyl dithiocarbonate". pubchem.ncbi.nlm.nih.gov.
1 2 3 4 5 "S,S'-Dimethyl Dithiocarbonate 868-84-8 | TCI AMERICA". www.tcichemicals.com.
↑ "S,S′-Dimethyl dithiocarbonate safety data sheet". Sigma Aldrich. Retrieved June 27, 2026.{{cite web}}: CS1 maint: url-status (link)
↑ "S,S -Dimethyl dithiocarbonate 97 868-84-8". Archived from the original on 2022-07-03. Retrieved 2026-05-31.
1 2 "868-84-8 | S,S'-Dimethyl Dithiocarbonate | Carbonodithioic Acid S,S-Dimethyl Ester; Dithiocarbonic Acid S,S-Dimethyl Ester; Dithiocarbonic Acid S,S'-Dimethyl Ester; NSC 227849 | C3H6OS2 | TRC".

[pubchem-1] 1 2 3 4 5 "S,S'-Dimethyl dithiocarbonate". pubchem.ncbi.nlm.nih.gov.

[tcichemicals-2] 1 2 3 4 5 "S,S'-Dimethyl Dithiocarbonate 868-84-8 | TCI AMERICA". www.tcichemicals.com.

[sigmaaldrich-3] "S,S′-Dimethyl dithiocarbonate safety data sheet". Sigma Aldrich. Retrieved June 27, 2026.{{cite web}}: CS1 maint: url-status (link)

[sigmaaldrich1-4] "S,S -Dimethyl dithiocarbonate 97 868-84-8". Archived from the original on 2022-07-03. Retrieved 2026-05-31.

[trc-canada1-5] 1 2 "868-84-8 | S,S'-Dimethyl Dithiocarbonate | Carbonodithioic Acid S,S-Dimethyl Ester; Dithiocarbonic Acid S,S-Dimethyl Ester; Dithiocarbonic Acid S,S'-Dimethyl Ester; NSC 227849 | C3H6OS2 | TRC".

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