(methanesulfonylsulfanyl)methane

• ChemBase ID: 53161
• Molecular Formular: C2H6O2S2
• Molecular Mass: 126.19784
• Monoisotopic Mass: 125.98092143
• SMILES: CS(=O)(=O)SC
• Canonical SMILES: CSS(=O)(=O)C
• InChI: InChI=1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3
• InChIKey: XYONNSVDNIRXKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (methanesulfonylsulfanyl)methane
• IUPAC Traditional name: methyl methanethiosulfonate
• Synonyms: S-Methyl methanesulfonothioate; S-Methyl methanethiosulfonate; Methanesulfonothioic Acid S-Methyl Ester; Thiomethanesulfonic Acid S-Methyl Ester; NSC 21545; S-Methyl Methanesulfonothioate; S-Methyl Methanethio-sulfonate; Methyl Methanethiosulfonate; S-Methyl thiomethanesulfonate; MMTS; METHYL METHANETHIO-SULFONATE; S-甲基硫代甲基砜; 甲基硫代磺酸甲酯

Database IDs

• CAS Number: 2949-92-0
• EC Number: 220-970-0
• MDL Number: MFCD00007565
• Beilstein Number: 1446059
• PubChem SID: 24883247; 24852530; 162057924
• PubChem CID: 18064

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.061644528
• LogD (pH = 7.4): -0.061644528
• Log P: -0.061644528
• Molar Refractivity: 27.5405 cm^3
• Polarizability: 11.784489 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: c =1.23g/ml; DMSO
• Apperance: Light Yellow Liquid
• Boiling Point: 69-71 °C/0.4 mmHg(lit.); 69-71°C/0.4mm
• Flash Point: 188.6 °F; 87 °C
• Density: 1.29 g/ml; 1.337 g/mL at 20 °C; 1.337 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.513; n20/D 1.513(lit.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere; Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Water Sensitive
• RTECS: PB2765000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 97%; 99%
• Grade: purum
• Linear Formula: CH3SO2SCH3

DETAILS

MP Biomedicals - 02151663

Brown liquid
1 ml = approx. 1.29 g
Reagent for rapid, selective modification of sulfhydryl groups of enzymes.

Sigma Aldrich - 208795

Packaging
1, 10 g in glass bottle
Application
Sulfenylating agent for β-keto sulfoxides,1 methylene compounds,2 half-esters of malonic acids,3 and aryl Grignard reagents.4

Sigma Aldrich - 64306

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Caution
may discolor to yellow on storage
Other Notes
Methylsulfenylating agent with many applications1; For the α-methylsulfenylation of cyclic ketones2; Methyl disulfides from thiols; selective, reversible inactivation of enzymes3,4

Toronto Research Chemicals - M321500

Used for the rapid and selective modification of sulfhydryl groups of enzymes. Useful for mapping the pore-lining regions of the ryanodine receptor.

REFERENCES

• Smith, D.J., et al., Biochemistry, 14: 766 (1975).
• Stauffer, D.A., and Karlin, A.: Biochemistry, 33, 6840 (1994)
• Yang, N. et al.: Neuron, 16, 113 (1994)
• Kuner, T. et al.: Neuron, 17, 343 (1994)
• Ehrlich, B.E., et al.: J. Gen. Physiol., 109, 255 (1994)
• Dunten, R.L., et al.: Biochemistry, 32, 3139-3145