methanesulfonyl methanesulfonate

• ChemBase ID: 128308
• Molecular Formular: C2H6O5S2
• Molecular Mass: 174.19604
• Monoisotopic Mass: 173.96566529
• SMILES: O=S(=O)(OS(=O)(=O)C)C
• Canonical SMILES: CS(=O)(=O)OS(=O)(=O)C
• InChI: InChI=1S/C2H6O5S2/c1-8(3,4)7-9(2,5)6/h1-2H3
• InChIKey: IZDROVVXIHRYMH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methanesulfonyl methanesulfonate
• IUPAC Traditional name: methanesulfonic anhydride
• Synonyms: Methanesulfonic anhydride; methanesulfonic acid methylsulfonyl ester; Methanesulfonic anhydride; Mesic anhydride; 甲基磺酸酐; 甲磺酸酐

Database IDs

• CAS Number: 7143-01-3
• EC Number: 230-442-1
• MDL Number: MFCD00007556
• Beilstein Number: 972316
• PubChem SID: 24883234; 162222616; 24856315
• PubChem CID: 81560
• Chemspider ID: 73591
• Wikipedia Title: Methanesulfonic_anhydride

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.3224418
• LogD (pH = 7.4): -1.3224418
• Log P: -1.3224418
• Molar Refractivity: 29.284 cm^3
• Polarizability: 13.8078165 Å^3
• Polar Surface Area: 77.51 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 64-67 °C(lit.); 65-69°C; 65-70 °C
• Boiling Point: 125 °C/4 mmHg(lit.); 125°C/4mm
• Vapor Density: 3.3 (vs air)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 14-34; 14-35
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Supplemental Hazard Statements: Reacts violently with water.

Product Information

• Purity: ≥96.0% (T); 97%; 98%
• Grade: purum
• Linear Formula: (CH3SO2)2O

DETAILS

Sigma Aldrich - 269190

Packaging
5, 25 g in glass bottle

REFERENCES

• More powerful sulfonylating reagent than the sulfonyl chloride, also avoiding possible displacement of sulfonate by halide. With a catalytic amount of the acid effects mesylation of deactivated aromatics such as 1,3-dichlorobenzene: Chem. Lett., 395 (1988); mesyl chloride is ineffective.
• Primary and secondary alcohols may be oxidized to carbonyl compounds by sulfonic anhydrides in DMSO: J. Org. Chem., 39, 1977 (1974). For related methods, see Dimethyl sulfoxide, A13280.