Saltar al contenido
Merck

85325

Sigma-Aldrich

Silver trifluoromethanesulfonate

purum, ≥98.0% (Ag)

Sinónimos:

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

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula lineal:
CF3SO3Ag
Número de CAS:
Peso molecular:
256.94
Beilstein/REAXYS Number:
3598402
EC Number:
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

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

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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)
The glucosylation of several alcohols with tetra-O-benzyl-. ALPHA.-D-glucopyranose and a mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine.
Koto S, et al.
Bulletin of the Chemical Society of Japan, 53(6), 1761-1762 (1980)
V. Pozsgay et al.
The Journal of Organic Chemistry, 46, 3761-3761 (1981)
David Crich et al.
Carbohydrate research, 343(10-11), 1858-1862 (2008-04-01)
p-Nitrobenzenesulfenyl chloride is a stable commercially available sulfenyl chloride that, in conjunction with silver triflate, cleanly activates a wide range of thioglycosides for glycosylation at -78 degrees C in CH(2)Cl(2).
Silver Triflate-Catalyzed Cyclization of 2-Amino-6-propargyl-amineazines Leading to Iminoimidazoazines.
Chioua M, et al.
Advanced Synthesis & Catalysis, 356(6), 1235-1241 (2014)

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico