176435
Silver trifluoromethanesulfonate
≥99%, powder
Synonym(s):
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
Product Name
Silver trifluoromethanesulfonate, ≥99%
InChI key
QRUBYZBWAOOHSV-UHFFFAOYSA-M
InChI
1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
SMILES string
[Ag+].[O-]S(=O)(=O)C(F)(F)F
assay
≥99%
form
powder
reaction suitability
core: silver
reagent type: catalyst
mp
286 °C (lit.)
Quality Level
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Application
Silver trifluoromethanesulfonate is a reactive triflating agent and source of soluble silver ions useful for formation of electrophilic onium species, and promotion of Friedel-Crafts, nucleophile alkene cyclization, and esterification reactions.
It can also be used:
It can also be used:
- To obtain olefins from secondary phosphates and thiophosphates.
- As a reagent in the etherification of alcohols with primary alkyl halides under mild conditions.
- To generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes.
- As a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes.
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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Chemical Communications (Cambridge, England), 1359-1359 (2006)
New synthetic methods for olefins from secondary phosphates and thiophosphates
Shimagaki M, et al.
Tetrahedron Letters, 36, 719-719 (1995)
Minoru Hayashi et al.
The Journal of organic chemistry, 71(24), 9248-9251 (2006-11-18)
A novel rhodium-catalyzed hydrophosphination of alkynes using a silylphosphine as a phosphino group source is described. A variety of alkynes, both terminal and internal ones with aryl, alkyl, and carboxyl groups, gave the corresponding alkenylphosphines in a highly regioselective and
A mild procedure for etherification of alcohols with primary alkyl halides in the presence of silver triflate
Burk RM, et al.
Tetrahedron Letters, 35, 8111-8111 (1994)
Simbarashe Ngwerume et al.
The Journal of organic chemistry, 78(3), 920-934 (2012-12-29)
A novel gold-catalyzed method for the regioselective synthesis of highly substituted pyrroles directly from oximes and alkynes was developed via independent optimization of two key steps of the process. Importantly, a cationic gold(I) species was shown to activate multiple steps
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