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Merck
CN

85325

Silver trifluoromethanesulfonate

≥98.0% (Ag), crystals, purum

Synonym(s):

Ag(OTf), Silver (trifluoromethyl)sulfonate, Silver triflate, Trifluoromethanesulfonic acid silver salt

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About This Item

Linear Formula:
CF3SO3Ag
CAS Number:
Molecular Weight:
256.94
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
EC Number:
220-882-2
MDL number:
Beilstein/REAXYS Number:
3598402
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Product Name

Silver trifluoromethanesulfonate, purum, ≥98.0% (Ag)

grade

purum

Quality Level

assay

≥98.0% (Ag)

form

crystals

reaction suitability

core: silver, reagent type: catalyst

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

General description

Silver trifluoromethanesulfonate p-complexes of monoenes, dienes, trienes, monoynes and diynes have been prepared. It reacts with 2-fluoro- and 3-fluoro-4-alkoxystilbazoles to afford the mesomorphic complexes. Iodine monochloride/AgOTf constitutes an efficient promoter system for the O-glycoside synthesis.

Application

Silver trifluoromethanesulfonate (AgOTf) may be employed as a reagent during glucosylation of several alcohols. AgOTf in combination with p-nitrobenzenesulfenyl chloride may be employed as an activator for the glycosylation.
It may be used for the synthesis of the following:
  • cystine-containing peptides
  • 3-aminoalkylated indoles
  • benzo[b]oxepines and 2H-chromenes
  • diversely substituted iminoimidazoazines

Other Notes

Reagent for the substitution of halides by triflate.; Reagent for the glycosylation of glycosyl halides; Reagent used for the deprotection of protected thiols


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Disulfide bond formation in S-acetamidomethyl cysteine-containing peptides by the combination of silver trifluoromethanesulfonate and dimethylsulfoxide/aqueous HCl.
Tamamura H, et al.
Tetrahedron Letters, 34(31), 4931-4934 (1993)
V. Pozsgay et al.
The Journal of Organic Chemistry, 46, 3761-3761 (1981)
P.J. Garegg et al.
Acta Chemica Scandinavica. Series B, 33, 116-116 (1979)



Global Trade Item Number

SKUGTIN
TMT00136-1G04061825152592
85325-5G04061833024027
85325-25G04061833024003