trimethylsilyl methanesulfonate

• ChemBase ID: 152698
• Molecular Formular: C4H12O3SSi
• Molecular Mass: 168.28678
• Monoisotopic Mass: 168.02764178
• SMILES: C[Si](C)(C)OS(=O)(=O)C
• Canonical SMILES: C[Si](OS(=O)(=O)C)(C)C
• InChI: InChI=1S/C4H12O3SSi/c1-8(5,6)7-9(2,3)4/h1-4H3
• InChIKey: BCHASIUOFGDRIO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trimethylsilyl methanesulfonate
• IUPAC Traditional name: trimethylsilyl methanesulfonate
• Synonyms: Trimethylsilyl methanesulfonate; Methanesulfonic acid trimethylsilyl ester; Trimethylsilyl mesylate; (Trimethylsilyl)methanesulfonate; 三甲基硅基甲烷磺酸酯

Database IDs

• CAS Number: 10090-05-8
• EC Number: 233-220-2
• MDL Number: MFCD00042815
• Beilstein Number: 2076698
• PubChem SID: 162246841; 24883236
• PubChem CID: 82345

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9792
• LogD (pH = 7.4): 0.9792
• Log P: 0.9792
• Molar Refractivity: 32.6574 cm^3
• Polarizability: 15.992469 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 103-104 °C/25 mmHg(lit.)
• Flash Point: 30 °C; 86 °F
• Density: 1.09 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.422; n20/D 1.422(lit.)

Safety Information

• UN Number: 3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 10
• Safety Statements: 23-24/25
• GHS Pictograms: GHS02
• GHS Signal Word: Warning
• GHS Hazard statements: H226
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 2

Product Information

• Purity: 95+%
• Linear Formula: H3CSO3OSi(CH3)3

DETAILS

Sigma Aldrich - 64296

Other Notes
Silylating agent4
Packaging
10 mL in glass bottle
Application
Reactant or reagent involved in:
• Reduction of esters to ethers using boron difluoride triflate etherate1
• Elimination of C(8)-functional groups via regioselective dehydration2
• Dealkylsilylation of alumazene derivatives3