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Trimethylsilyl trifluoromethanesulfonate

SIAL/91741 - purum, ≥98.0% (T)

Synonym: TMS triflate; TMSOTf; Trifluoromethanesulfonic acid trimethylsilylester

CAS Number: 27607-77-8
Empirical Formula (Hill Notation): C4H9F3O3SSi
Molecular Weight: 222.26
EC Number: 248-565-4
MDL Number: MFCD00000406
Linear Formula: CF3SO3Si(CH3)3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-91741-10ML 10 mL
$58.20
1/EA
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45-91741-50ML 50 mL
$221.00
1/EA
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45-91741-250ML 250 mL
$662.00
1/EA
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assay ≥98.0% (T)
bp 77 °C/80 mmHg (lit.)
density 1.228 g/mL at 25 °C (lit.)
form liquid
grade purum
InChI 1S/C4H9F3O3SSi/c1-12(2,3)10-11(8,9)4(5,6)7/h1-3H3
InChI key FTVLMFQEYACZNP-UHFFFAOYSA-N
Quality Level 200 
refractive index n20/D 1.36 (lit.)
SMILES string C[Si](C)(C)OS(=O)(=O)C(F)(F)F
Application: Trimethylsilyl trifluoromethanesulfonate may be used to catalyze:
• Allylation of acetals to form homoallyl ethers.
• Synthesis of 1,2-trans-glycosides.
• Conversion of alcohols to esters.
• Aminomethylation of silyl enol ethers with aminomethyl alkyl ethers.
• Glycosidation of (+)-4-demethoxyanthracyclinones.

Other Notes: Efficient silylating agent and strong Lewis acid catalyst ; Review
Purity ≥98.0% (T)
bp 77 °C/80 mmHg (lit.)
Density 1.228 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.36 (lit.)
UNSPSC 12352101

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