triethylsilyl trifluoromethanesulfonate

• ChemBase ID: 99459
• Molecular Formular: C7H15F3O3SSi
• Molecular Mass: 264.3379096
• Monoisotopic Mass: 264.04632653
• SMILES: [Si](CC)(OS(=O)(=O)C(F)(F)F)(CC)CC
• Canonical SMILES: CC[Si](OS(=O)(=O)C(F)(F)F)(CC)CC
• InChI: InChI=1S/C7H15F3O3SSi/c1-4-15(5-2,6-3)13-14(11,12)7(8,9)10/h4-6H2,1-3H3
• InChIKey: STMPXDBGVJZCEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triethylsilyl trifluoromethanesulfonate
• IUPAC Traditional name: triethylsilyl trifluoromethanesulfonate
• Synonyms: Triethylsilyl triflate; Triethylsilyl trifluoromethanesulphonate 99%; TES-OTf; Triethylsilyl trifluoromethanesulfonate; TES triflate; Trifluoromethanesulfonic acid triethylsilylester; Triethylsilyl trifluoromethanesulfonate; 1,1,1-triethylsilyl trifluoromethanesulfonate; 三氟甲烷磺酸三乙基硅酯; 三乙基硅烷三氟甲烷磺酸酯; 三氟甲烷磺酸三乙基硅酯; 三乙基硅基三氟甲磺酸酯

Database IDs

• CAS Number: 79271-56-0
• EC Number: 279-124-4
• MDL Number: MFCD00000407
• Beilstein Number: 3590541
• PubChem SID: 162085724; 24856890
• PubChem CID: 2733308

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.0196
• LogD (pH = 7.4): 4.0196
• Log P: 4.0196
• Molar Refractivity: 47.2702 cm^3
• Polarizability: 21.047956 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 207°C; 207°C; 85-86 °C/12 mmHg(lit.)
• Flash Point: 150.8 °F; 66 °C; 66°C; 72°C(161°F)
• Density: 1.169; 1.169 g/mL at 25 °C(lit.); 1.225
• Refractive Index: 1.391; 1.3910; n20/D 1.389(lit.); n20/D 1.391

Safety Information

• Storage Warning: Corrosive/Moisture Sensitive/Store under Argon; Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 14-34; 34
• Safety Statements: 26-36/37/39-45; 8-26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H227
• GHS Precautionary statements: P280-P303+P361+P353-P305+P351+P338-P310-P402; 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 3265 8/PG 2

Product Information

• Purity: ≥98.0% (T); 95+%; 97%; 98%; 99%
• Grade: purum
• Linear Formula: CF3SO3Si(C2H5)3

DETAILS

Apollo Scientific Ltd - PC7114

Lewis acid. Powerful silylating reagent

Sigma Aldrich - 279471

Packaging
10, 50 g in glass bottle
Application
Triethylsilylating agent.1,2

Sigma Aldrich - 91743

Other Notes
Silylating agent, the triethylsilyl group is more stable than the TMS group 1,2,3,4; Preparation of silyl enol ethers from carbonyl comp. 5

REFERENCES

• Powerful silylating agent and Lewis acid; compare Trimethylsilyl trifluoromethanesulfonate, A12535.