All Photos(3)
Synonym(s):
Sodium triflate, Trifluoromethanesulfonic acid sodium salt
Linear Formula:
CF3SO3Na
CAS Number:
Molecular Weight:
172.06
Beilstein:
3728797
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
solid
mp
253-255 °C (lit.)
SMILES string
[Na+].[O-]S(=O)(=O)C(F)(F)F
InChI
1S/CHF3O3S.Na/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
InChI key
XGPOMXSYOKFBHS-UHFFFAOYSA-M
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General description
Sodium trifluoromethanesulfonate (Sodium triflate or NaOTf) is an efficient catalyst as well as a reagent in many organic reactions. The prominent application includes catalytic asymmetric Mannich-type reactions, Mannich-type reactions in water, and Diels-Alder reactions.It is also used as an electrolyte in batteries.
Application
Sodium trifluoromethanesulfonate can be employed as a reagent for the preparation of:
It can be also used as supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides.
- Aryl fluorides via silver-catalyzed fluorination of arylstannanes.
- Ionic liquids such as N, N -dialkylpyrrolidinium triflate, N,N-dialkylimidazolium triflate, and N-alkylpyridinium triflate.
It can be also used as supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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