(trimethylsilyl)methyl trifluoromethanesulfonate

• ChemBase ID: 146109
• Molecular Formular: C5H11F3O3SSi
• Molecular Mass: 236.2847496
• Monoisotopic Mass: 236.0150264
• SMILES: C[Si](C)(C)COS(=O)(=O)C(F)(F)F
• Canonical SMILES: FC(S(=O)(=O)OC[Si](C)(C)C)(F)F
• InChI: InChI=1S/C5H11F3O3SSi/c1-13(2,3)4-11-12(9,10)5(6,7)8/h4H2,1-3H3
• InChIKey: VMDMAAJZSXXCQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (trimethylsilyl)methyl trifluoromethanesulfonate
• IUPAC Traditional name: (trimethylsilyl)methyl trifluoromethanesulfonate
• Synonyms: Trimethylsilylmethyl triflate; (Trimethylsilyl)methyl trifluoromethanesulfonate; 三甲基硅基甲基三氟甲磺酸酯; (三甲基硅基)甲基三氟甲烷磺酸酯

Database IDs

• CAS Number: 64035-64-9
• MDL Number: MFCD00009914
• Beilstein Number: 2365813
• PubChem SID: 24889550; 24859574; 162240308
• PubChem CID: 2760857

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8155
• LogD (pH = 7.4): 3.8155
• Log P: 3.8155
• Molar Refractivity: 36.8355 cm^3
• Polarizability: 17.500343 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 49-51 °C/9 mmHg(lit.)
• Flash Point: 107.6 °F; 118.4 °F; 42 °C; 48 °C
• Density: 1.182 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.376(lit.); n20/D 1.378

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 2920
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 10-34
• Safety Statements: 26-28-36/37/39-45
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2920 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 96%
• Grade: purum
• Linear Formula: CF3SO3CH2Si(CH3)3

DETAILS

Sigma Aldrich - 326232

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 91744

Other Notes
Reagent for the trimethylsilylmethylation of various compounds1,2,3,4,5; Preparation of α-silyl onium salts, which are precursors for ylides6,7,8