Chemistry:S-Methyl methanethiosulfonate

S-Methyl methanethiosulfonate

Names
IUPAC name Methylsulfonylsulfanylmethane
Preferred IUPAC name S-Methyl methanesulfonothioate
Other names S-Methyl methanethiosulfonate Methanesulfonothioic acid, S-methyl ester MMTS
Identifiers
CAS Number	2949-92-0
3D model (JSmol)	Interactive image
ChEBI	CHEBI:74357
ChEMBL	ChEMBL1236925
ChemSpider	17065
EC Number	220-970-0
PubChem CID	18064
UNII	0906Z2356U
InChI InChI=1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3 Key: XYONNSVDNIRXKZ-UHFFFAOYSA-N
SMILES CSS(=O)(=O)C
Properties
Chemical formula	CH 3SO 2SCH 3
Molar mass	126.19 g·mol−1
Appearance	Colorless liquid
Odor	Stench
Density	1.337 g/cm3
Boiling point	266 to 267 °C (511 to 513 °F; 539 to 540 K) (69 to 71 °C at 0.5 hPa)
Solubility in water	slightly
Solubility	ethanol
Vapor pressure	1.87 Pa
Refractive index (nD)	1.513 at 20 °C
Hazards
Main hazards	Serious eye damage
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	HH301Category:GHS errors, HH315Category:GHS errors, HH317Category:GHS errors, HH319Category:GHS errors, HH335Category:GHS errors
GHS precautionary statements	PP261Category:GHS errors, PP264Category:GHS errors, PP265Category:GHS errors, PP271Category:GHS errors, PP272Category:GHS errors, PP280Category:GHS errors, PP301+P310Category:GHS errors, PP302+P352Category:GHS errors, PP304+P340Category:GHS errors, PP305+P351+P338Category:GHS errors, PP319Category:GHS errors, PP321Category:GHS errors, PP332+P317Category:GHS errors, PP337+P317Category:GHS errors, PP362+P364Category:GHS errors, PP403+P233Category:GHS errors, PP405Category:GHS errors, PP501Category:GHS errors
Flash point	87 °C
Lethal dose or concentration (LD, LC):
LD50 (median dose)	9.11 mg/kg (mouse, intraperitoneal)
Related compounds
Related compounds	Methyl methanesulfonate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

S-Methyl methanethiosulfonate, also known as MMTS, is an organosulfur compound with the chemical formula CH
3–SO
2–S–CH
3. It is the S-methyl ester of methanethiosulfonic acid. It is a colorless liquid. It is obtained by condensation of methanesulfonic acid with methanethiol.

CH
3SO
2OH + CH
3SH → CH
3SO
2SCH
3 + H
2O

Biological role

It has a role as a human metabolite. It is found in cytoplasm and extracellular fluid. It has been reported in Brassica oleracea (wild cabbage), Brassica family, Euglena gracilis, Trypanosoma brucei and Allium cepa (onion family).

Uses

S-Methyl methanethiosulfonate is used as a flavoring agent. It has a sulfurous, roasted and pungent odor and taste.

S-Methyl methanethiosulfonate is a compound with a small molecule that reversibly blocks cysteine and other molecules containing sulfhydryl groups, enabling the study of enzyme activation and other protein functions.

Safety

S-Methyl methanethiosulfonate causes skin irritation and corrosion. May cause serious eye irritation and serious eye damage. This compound is also a respiratory tract irritant.