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ChemicalBook >  Product Catalog >  Organic Chemistry >  Organometallic compounds >  Organic hafnium, silver, platinum >  SILVER TRIFLUOROMETHANESULFONATE

SILVER TRIFLUOROMETHANESULFONATE

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SILVER TRIFLUOROMETHANESULFONATE Basic information

Product Name:
SILVER TRIFLUOROMETHANESULFONATE
Synonyms:
  • SILVER (I) TRIFLUOROMETHANE SULFONATE
  • SILVER(I) TRIFLUOROMETHANESULPHONATE
  • SILVER TRIFLATE
  • SILVER TRIFLUOROMETANESULFONATE
  • SILVER TRIFLUOROMETHANESULFONATE
  • SILVER TRIFLUOROMETHANESULPHONATE
  • TRIFLUOROMETHANESULFONATE SILVER SALT
  • TRIFLUOROMETHANESULFONIC ACID SILVER SALT
CAS:
2923-28-6
MF:
CAgF3O3S
MW:
256.94
EINECS:
220-882-2
Product Categories:
  • triflate
  • metal triflate compounds
  • Ag (Silver) Compounds
  • Transition Metal Compounds
  • Ag
  • OTf&NTf series
  • Catalysts for Organic Synthesis
  • Classes of Metal Compounds
  • Homogeneous Catalysts
  • Metal Triflates
  • Synthetic Organic Chemistry
Mol File:
2923-28-6.mol
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SILVER TRIFLUOROMETHANESULFONATE Chemical Properties

Melting point:
286 °C (lit.)
storage temp. 
Store below +30°C.
solubility 
Methanol (Slightly), Water (Slightly)
form 
Powder
color 
White to light beige
Water Solubility 
Soluble in water and also in most organic solvents.
Sensitive 
Light Sensitive
Hydrolytic Sensitivity
6: forms irreversible hydrate
BRN 
3598402
Stability:
Stable, but may be light sensitive. Incompatible with strong acids, strong oxidizing agents.
InChI
InChI=1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
InChIKey
QRUBYZBWAOOHSV-UHFFFAOYSA-M
SMILES
C(F)(F)(F)S([O-])(=O)=O.[Ag+]
CAS DataBase Reference
2923-28-6(CAS DataBase Reference)
EPA Substance Registry System
Methanesulfonic acid, trifluoro-, silver(1+) salt (2923-28-6)
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Safety Information

Hazard Codes 
Xi,C
Risk Statements 
36/37/38-50-34
Safety Statements 
26-36-61-45-36/37/39
RIDADR 
3260
WGK Germany 
3
8
Hazard Note 
Corrosive
TSCA 
Yes
HazardClass 
8
HS Code 
28432900

MSDS

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SILVER TRIFLUOROMETHANESULFONATE Usage And Synthesis

Reactions

  1. Silver precatalyst for the asymmetric allylation of aldehydes
  2. Silver catalyst for intramolecular additions of alcohols and carboxylic acids to inert olefins
  3. Silver catalyst for the fluorination of boronic acids
  4. Silver catalyst for the fluorination of functionalized aryl stannanes
  5. Silver catalyst for cyclopropenation of internal alkynes with donor/acceptor substituted diazo compounds
  6. Silver catalyst for the reaction of 2-alkynylbenzaldehyde with 2-isocyanoacetate

Chemical Properties

light beige crystalline powder

Uses

Silver Trifluoromethanesulfonate is used to generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes. It is also employed as a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes.

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.

Purification Methods

Recrystallise it twice from hot CCl4 [Alo et al. J Chem Soc, Perkin Trans 1 805 1986]. Store it in the dark. [Beilstein 3 IV 34.]

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