S-Methyl methanethiosulfonate

S-Methyl methanethiosulfonate, also known as MMTS, is an organosulfur compound with the chemical formula CH₃−SO₂−S−CH₃. It is the S-methyl ester of methanethiosulfonic acid. It is a colorless liquid. It is obtained by condensation of methanesulfonic acid with methanethiol.^[1]

CH₃SO₂OH + CH₃SH → CH₃SO₂SCH₃ + H₂O

S-Methyl methanethiosulfonate

Names
IUPAC name Methylsulfonylsulfanylmethane[1]
Other names S-Methyl methanethiosulfonate[1] S-Methyl methanesulfonothioate[1] Methanesulfonothioic acid, S-methyl ester[1] MMTS[1]
Identifiers
CAS Number	2949-92-0
3D model (JSmol)	Interactive image
ChEBI	CHEBI:74357
ChEMBL	ChEMBL1236925
ChemSpider	17065
ECHA InfoCard	100.019.064
EC Number	220-970-0
PubChem CID	18064
UNII	0906Z2356U
CompTox Dashboard (EPA)	DTXSID8062739
InChI InChI=1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3 Key: XYONNSVDNIRXKZ-UHFFFAOYSA-N
SMILES CSS(=O)(=O)C
Properties
Chemical formula	CH3SO2SCH3
Molar mass	126.19 g·mol−1
Appearance	Colorless liquid
Odor	Stench[1]
Density	1.337 g/cm3[2]
Boiling point	266 to 267 °C (511 to 513 °F; 539 to 540 K)[1] (69 to 71 °C at 0.5 hPa[2])
Solubility in water	slightly
Solubility	ethanol[3]
Vapor pressure	1.87 Pa[3]
Refractive index (nD)	1.513 at 20 °C[3]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Serious eye damage
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H315, H317, H319, H335
Precautionary statements	P261, P264, P265, P271, P272, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Flash point	87 °C[2]
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

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).^[1]

Uses

S-Methyl methanethiosulfonate is used as a flavoring agent.^[1] It has a sulfurous, roasted and pungent odor and taste.^[4]

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.^[1]

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.^[1]