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Trimethylsilyl trifluoromethanesulfonate, 99%
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CAS: 27607-77-8 | C4H9F3O3SSi | 222.253 g/mol

$82.86 - $996.84

Chemical Identifiers

CAS 27607-77-8
Molecular Formula C4H9F3O3SSi
Molecular Weight (g/mol) 222.253
MDL Number MFCD00000406
InChI Key FTVLMFQEYACZNP-UHFFFAOYSA-N
Synonym trimethylsilyl triflate, tmsotf, trifluoromethanesulfonic acid trimethylsilyl ester, trimethylsilyl trifluoromethylsulphonate, unii-z84v0cbh9j, methanesulfonic acid, trifluoro-, trimethylsilyl ester, trimethylsilyl trifluoromethylsulfonate, trimethylsllytrifluoromethanesulphonate, trimethylsilyl trifluoromethanesulphonate, trimethylsilyltrifluoromethanesulphonateShow MoreShow Less
PubChem CID 65367
IUPAC Name trimethylsilyl trifluoromethanesulfonate
SMILES C[Si](C)(C)OS(=O)(=O)C(F)(F)F
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Products 3
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Catalog Number Mfr. No. Quantity Price Quantity  
AAA1253509
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Thermo Scientific Chemicals
A1253509
10 g
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AAA1253518
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Thermo Scientific Chemicals
A1253518
50 g
Each for $266.66
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AAA1253530
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Thermo Scientific Chemicals
A1253530
250 g
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Description

Description

Trimethylsilyl trifluoromethanesulfonate is used to prepare powerful Lewis acid, difluoroboron triflate etherate in acetonitrile solvent. It is also used as a reagent in a Dieckmann-like cyclization of ester-imides and diesters. Further, it is used in the conversion of carbonyl compounds to their enol ethers. It is also employed for chemical glycosylation reactions. Its reactivity is similar to trimethylsilyl chloride and is also involved in organic synthesis.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Trimethylsilyl trifluoromethanesulfonate is used to prepare powerful Lewis acid, difluoroboron triflate etherate in acetonitrile solvent. It is also used as a reagent in a Dieckmann-like cyclization of ester-imides and diesters. Further, it is used in the conversion of carbonyl compounds to their enol ethers. It is also employed for chemical glycosylation reactions. Its reactivity is similar to trimethylsilyl chloride and is also involved in organic synthesis.

Solubility
Miscible with aliphatic, aromatic hydrocarbons, haloalkanes and ethers. Immiscible with water.

Notes
Moisture and air sensitive. Store in a cool place. Incompatible with strong oxidizing agents and strong bases.
Specifications
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Safety and Handling

Safety and Handling

GHS H Statement
H314-H318-H226
Causes severe skin burns and eye damage.
Causes serious eye damage.
Flammable liquid and vapour.

P210-P233-P240-P241-P242-P243-P260-P264b-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378q-P501c

H226-H314-H335

DOTInformation : Hazard Class: 8; Packaging Group: II

EINECSNumber : 248-565-4

TSCA : Yes

Recommended Storage : Ambient temperatures; Store under Nitrogen

SDS
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RUO – Research Use Only