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Sigma-Aldrich

Ethyl trifluoromethanesulfonate

99%

Synonym(s):

Ethyl 1,1,1-trifluoromethanesulfonate, Ethyl triflate, Ethyl trifluoromethanesulphonate, Trifluoromethanesulfonic acid ethyl ester

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About This Item

Linear Formula:
CF3SO2OC2H5
CAS Number:
Molecular Weight:
178.13
Beilstein:
1770746
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.336 (lit.)

bp

115 °C (lit.)

density

1.374 g/mL at 25 °C (lit.)

SMILES string

CCOS(=O)(=O)C(F)(F)F

InChI

1S/C3H5F3O3S/c1-2-9-10(7,8)3(4,5)6/h2H2,1H3

InChI key

UVECLJDRPFNRRQ-UHFFFAOYSA-N

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General description

Ethyl trifluoromethanesulfonate (EtOTf) is a useful reagent used in organic synthesis that can be used to introduce an ethyl group into a variety of compounds. EtOTf is also a good leaving group, which makes it useful in a variety of other reactions, such as nucleophilic substitutions and eliminations.

Application

Ethyl trifluoromethanesulfonate can be used as a precursor to prepare ionic liquids with triflate anions. It is reacted with a selected amine in the presence of a base, resulting in the formation of the desired ionic liquid with a triflate anion.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

95.0 °F - closed cup

Flash Point(C)

35 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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