483346
Silver trifluoromethanesulfonate
≥99.95% trace metals basis
Synonym(s):
AgOTf, Silver triflate, Trifluoromethanesulfonic acid silver salt
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About This Item
Linear Formula:
CF3SO3Ag
CAS Number:
Molecular Weight:
256.94
Beilstein:
3598402
EC Number:
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥99.95% trace metals basis
reaction suitability
core: silver
reagent type: catalyst
mp
286 °C (lit.)
SMILES string
[Ag+].[O-]S(=O)(=O)C(F)(F)F
InChI
1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
InChI key
QRUBYZBWAOOHSV-UHFFFAOYSA-M
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Application
- Silver trifluoromethanesulfonate (AgOTf ) is a reactive triflating agent, which converts alkyl, acyl and sulfonyl halides to corresponding triflate species.[1][2]
- It is a highly suitable electrophile to initiate acetylenic oxy-Cope rearrangement of substituted 5-hexen-1-yn-3-ols to synthesize corresponding α,δ-diethylenic aldehydes.[3]
- It can also be used in the diastereoselective cyclization of amino ketenes where the diastereoselectivity depends on Ag(I) concentration.[4]
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Asymmetric synthesis via electrophile-mediated cyclisations.
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Trifluoromethanesulfonic?Carboxylic Anhydrides, Highly Active Acylating Agents.
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