2966-50-9

Basic information

• Product Name: Silver trifluoroacetate
• Synonyms: trifluoro-aceticacisilver(1++)salt;SILVER TRIFLUOROACETATE;SILVER(I) TRIFLUOROACETATE;TRIFLUOROACETIC ACID SILVER SALT;Trifluoroacetic acid silver(I) salt;SILVER TRIFLUOROACETATE, 99.99+%;Silvertrifluoroacetate,min.98%;Acetic acid, trifluoro-, silver(1+) salt
• CAS NO: 2966-50-9
• Molecular Formula: Ag*C₂F₃O₂
• Molecular Weight: 220.88
• EINECS: 221-004-0
• Product Categories: Organic-metal salt;metal acetate salt;Ag
• Mol File: 2966-50-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 257-260 °C (dec.)(lit.)
• Boiling Point: 72.2 °C at 760 mmHg
• Appearance: Light beige to gray/Crystalline Powder
• Vapor Pressure: 96.2mmHg at 25°C
• Storage Temp.: Store below +30°C.
• Water Solubility: SOLUBLE
• Sensitive: Hygroscopic
• BRN: 3634022
• CAS DataBase Reference: Silver trifluoroacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Silver trifluoroacetate(2966-50-9)
• EPA Substance Registry System: Silver trifluoroacetate(2966-50-9)

Safety Data

• Hazard Codes: Xi,T,N
• Statements: 36/38-50-36/37/38
• Safety Statements: 26-61-36/39
• WGK Germany: 3
• F: 3-8
• TSCA: T
• HazardClass: HYGROSCOPIC, TOXIC
• Hazardous Substances Data: 2966-50-9(Hazardous Substances Data)

Usage

Chemical Properties

light beige to grey crystalline powder

Uses

Silver Trifluoroacetate functions as a catalyst in the synthesis of cyclobutene-fused azepines/dihydropyridines.

Application

Silver trifluoroacetate is the silver salt of trifluoroacetic acid and is used as a Lewis acid catalyst. It is used as an important raw material for the preparation of triethylsilyl trifloroacetate and triphenylmethyl trifluoroacetate. Further, it is used as a catalyst in the preparation of 4-iodoveratrole from veratrole by reacting with iodine.

Synthesis

Silver trifluoroacetate is prepared by the reaction of silver oxide and trifluoroacetic acid.Reaction equation: Ag2O+2CF3COOH→2CF3COOAg+H2OReaction: 187g (0.81mol) of silver oxide was weighed and suspended in 200mL of water, and 177g (1.55mol) of trifluoroacetic acid was added. After filtration, the filtrate was evaporated to dryness under reduced pressure. The residue was extracted with ether in a Soxhlet extractor. Alternatively, dissolve the residue in 1.2L of ether and filter through a thin layer of activated carbon. After distilling off the ether, 300g of the product was obtained with a yield of 83%.

Purification Methods

The extract is filtered and evaporated to dryness, then the powdered residue is completely dried in a vacuum desiccator over silica gel. Its solubility in Et2O is 33.5g in 750mL. It can be recrystallised from *C6H6 (solubility is: 1.9g in 30mL of *C6H6, and 33.5g will dissolve in 750mL of anhydrous Et2O). [Traynham & Dehn J Org Chem 23 1545 1958, Haszeldine J Chem Soc 584 1951.] Store it in the dark. It is also soluble in trifluoroacetic acid (15.2% at 30o), toluene, o-xylene and dioxane [Hara & Cady J Am Chem Soc 76 4285 1954]. [Beilstein 2 IV 461.]

InChI:InChI=1/C2HF3O2.Ag/c3-2(4,5)1(6)7;/h(H,6,7);/q;+1/p-1

Upstream product

• 76-05-1 trifluoroacetic acid 
• 20667-12-3 silver(l) oxide 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 

Downstream Products

• 400-53-3 trimethylsilyl trifluoroacetate 
• 75-72-9 chlorotrifluoromethane 
• 75-63-8 Bromotrifluoromethane 
• 407-25-0 trifluoroacetic anhydride 
• 347-89-7 benzoic trifluoroacetic anhydride 
• 318-48-9 (2-methoxy-benzoic acid )-trifluoroacetic acid-anhydride 
• 331-05-5 phenylacetic trifluoroacetic anhydride 
• 1549-45-7 cyclohexyl trifluoroacetate 
• 62872-48-4 1-phenyl-3-iodo-1-(trifluoroacetoxy)propane 
• 62872-49-5 1,3-bis(trifluoroacetoxy)-1-phenylpropane 
• 62872-50-8 1,3-bis(trifluoroacetoxy)-1-(p-iodophenyl)propane 
• 351-70-2 benzyl trifluoroacetate 
• 1524-12-5 1-phenylethyl 2,2,2-trifluoroacetate 
• 104313-36-2 1-methyl-2-nitro-2-phenylseleno-propyl-trifluoroacetate 

Relevant articles and documents

The effect of stabilizers on reduction of silver(I) ions in ethyl acetate

The effects of polyethylene glycol and polymethyl methacrylate on reduction of silver(I) ions in the CF3COOAg-Qr-EA system (where Qr is quercetin and EA is ethyl acetate) were studied spectrophoto-metrically. The introduct

Ion-association and solvation of some copper (I), silver (I) and tetraalkylammonium salts in binary mixtures of acetonitrile with n-butyronitrile and N,N-dimethylacetamide

Molar conductances of Bu4NBPh4, Bu 4NClO4, Bu4NI, Bu4NBr, Bu 4NCF3COO, Pr4NBr, Et4NI, Et 4NBPh4, NaClO4, NaBPh4, [Cu(CH 3CN)4]ClO4 and CF3COOAg have been measured in the concentration range (1-120) × 10-4 mol dm -3 in acetonitrile (AN) and binary mixtures of AN with n-butyronitrile (n-BTN) and DMA. The conductance data in all cases have been analyzed by the Shedlovsky method to evaluate Ao and KA of these electrolytes. Some of these salts are associated in these solvent systems. Ion-association in case of silver (I) salts is the largest and relatively more in case of AN + DMA mixtures. Limiting ion conductances (λ1o) and hence actual solvated radii (r i) in all solvent systems have been evaluated using a modified form of Stoke's law. Cu+, Ag+ and Na+ are highly solvated, CF3COO-, ClO4-, Br - and I- are poorly/moderately solvated and tetraalkylammonium ions (R4N+) and Ph4B - are not solvated in AN + n-BTN and AN + DMA mixtures. by Oldenbourg Wissenschaftsverlag.

Intramolecular Electron-Transfer Reactions in Bridged Polynuclear RuII-CoII Complexes Containing a (μ-Carboxylato)bis(μ-hydroxo)bis (and a RuII(NH3)5 Structural Unit

Intramolecular electron transfer in RuII-L-CoIIIn trinuclear and pentanuclear complexes containing nicotinate, isonicotinate, pyrimidine-4-carboxylate, pyridine-2,6-dicarboxylate, and pyrazine-2,6-dicarboxylate anions as bridging ligands and N-coordinated RuII(NH3)5 units as internal reductants and (μ-carboxylato)bis(μ-hydroxo)bis moieties as oxidants has been studied.The nonbridging amines coordinated to cobalt(III) are three NH3, diethylenetriamine, or 1,4,7-triazacyclononane, respectively.A linear correlation (slope 0.46) of ΔG* vs. ΔG0 has been established for the intramolecular electron-transfer reactions with (NH3)6Co2(μ-OH)2 units as oxidants and RuII(NH3)5L as internal reductants.Variation of nonbridging amine ligands at the Co(III) centers affects the rate of intramolecular rate constants markedly.Reactivity differences are accounted for by differing driving force due to varying redox potentials of Co(III)/Co(II) couples.The rates of electron transfer were found to be rather intensitive to changes of the bridging ligand, which is taken as an indication that the reactions approach the adiabatic regime, although strongly negative entropies of activation (-10 to -18 cal K-1 mol-1) are observed for the series of complexes.

Self-assembled coordination thioether silver(I) macrocyclic complexes for homogeneous catalysis

The bis-ortho-thioether 9,10-bis[(o-methylthio)phenyl]anthracene was synthesized as a syn-atropisomer, as revealed by X-ray diffraction. This alkylaryl thioether ligand (L) formed different macrocyclic complexes by coordination with silver(I) salts depending on the nature of the anion: M2L2 for AgOTf and AgOTFA, M6L4 for AgNO3. A discrete M2L complex was obtained in the presence of bulky PPh3AgOTf. These silver(I) complexes adopted similar structures in solution and in the solid state. As each sulfur atom in the ligand is prochiral, macrocycles L2M2 were obtained as mixtures of diastereoisomers, depending on the configurations of the sulfur atoms coordinated to silver cations. The X-ray structures of the two L2·(AgOTf)2 stereoisomers highlighted their different geometry. The catalytic activity of all silver(I) complexes was effective under homogeneous conditions in two tandem addition/cycloisomerization of alkynes using 0.5-1 mol % of catalytic loading.

Self-assembly and characterization of three-dimensional silver(I) coordination polymers containing N,N,N′,N′-tetrakis(pyridin-4-yl) methanediamine

Silver(I) coordination polymers, [Ag(tpmd)](NO3)·2CH3OH (1), [Ag(tpmd)](CF3SO3) (2), and [Ag(tpmd)] (CF3CO2)·0.5CH3OH (3), have been obtained by the self-assembly of AgX (X = NO3-, CF3SO3-, CF3CO2-) and N,N,N′,N′-tetrakis(pyridin-4-yl)methanediamine (tpmd) in MeOH/MeCN. The coordination geometries of silver(I) ions in 1 and 2 are distorted tetrahedral structures, while that of 3 is a distorted trigonal bipyramid. 1 and 2 feature three-dimensional coordination polymers formed by coordination of the silver(I) ions to the tpmd ligands. 3 shows two-dimensional network basically. However, the network of 3 can be considered three-dimensional structure by the weak axial bonding of the fourth pyridine group from another tpmd ligand. 1-3 display strong emissions at 331, 342, and 326 nm, respectively.