Silver trifluoroacetate

Base Information

• Chemical Name: Silver trifluoroacetate
• CAS No.: 2966-50-9
• Molecular Formula: C2AgF3O2
• Molecular Weight: 220.884
• Hs Code.: 28432900
• European Community (EC) Number: 221-004-0
• Mol file: 2966-50-9.mol

Synonyms:Aceticacid, trifluoro-, silver(1+) salt (8CI,9CI);Silver mono(trifluoroacetate);Silver perfluoroacetate;Silver trifluoroacetate;Silver(1+)2,2,2-trifluoroacetate;Silver(1+) trifluoroacetate;Silver(I)trifluoroacetate;Trifluoroacetic acid silver(1+) salt;Trifluorooacetic acid,silver salt (1:1);

Chemical Property of Silver trifluoroacetate

Chemical Property:

• Appearance/Colour: light beige to grey crystalline powder
• Vapor Pressure: 96.2mmHg at 25°C
• Melting Point: 257-260 °C (dec.)(lit.)
• Boiling Point: 72.2 °C at 760 mmHg
• PSA: 40.13000
• LogP: -0.70140
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Water Solubility.: SOLUBLE
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 220.89796
• Heavy Atom Count: 8
• Complexity: 87.8

Purity/Quality:

≥99% ^*data from raw suppliers

Silver Trifluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T,N
• Hazard Codes: Xi,T,N
• Statements: 36/38-50-36/37/38
• Safety Statements: 26-61-36/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Organic Acids, Metal Salts
• Canonical SMILES: C(=O)(C(F)(F)F)O.[Ag]
• General Description: Silver trifluoroacetate is a versatile reagent used in organic synthesis, particularly for selective iodination reactions and the functionalization of carbonyl compounds. It serves as an effective oxidant and participates in reactions with enol silyl ethers to form α-acyloxy carbonyl derivatives, demonstrating regiospecificity and mild reaction conditions. Its utility extends to biomimetic syntheses, where it aids in constructing complex molecular frameworks through key transformations such as Diels-Alder reactions.

Technology Process of Silver trifluoroacetate

There total 9 articles about Silver trifluoroacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

trifluoroacetic acid (76-05-1) + silver(l) oxide (20667-12-3) → silver trifluoroacetate (2966-50-9)

Guidance literature:

at 20 ℃; for 12h;

DOI:10.3762/bjoc.15.239

Reference yield: 74.0%

trifluoroacetic acid (76-05-1) → silver trifluoroacetate (2966-50-9)

Guidance literature:

With silver nitrate; sodium hydroxide; In water;

DOI:10.15227/orgsyn.066.0108

Reference yield:

silver nitrate + trifluoroacetic acid (76-05-1) → silver trifluoroacetate (2966-50-9)

Guidance literature:

silver nitrate; With sodium carbonate; In water; at 20 ℃; for 0.5h;

trifluoroacetic acid;

DOI:10.13005/ojc/310488

upstream raw materials:

trifluoroacetic acid

silver(l) oxide

sodium 2,2,2-trifluoroacetate

Downstream raw materials:

trimethylsilyl trifluoroacetate

methyl-tris-trifluoroacetoxy-silane

cyclohexyl-tris-trifluoroacetoxy-silane

chlorotrifluoromethane

Refernces

Biomimetic synthesis of dimeric metabolite acremine g via a highly regioselective and stereoselective Diels-Alder reaction

10.1021/ol901004e

The study presents a biomimetic synthesis of the dimeric metabolite acremine G, which was achieved through a highly regioselective and stereoselective Diels-Alder reaction between a TBS-protected hydroquinone diene and a structurally related alkenyl quinone. The synthesis involved the use of various chemicals, including toluhydroquinone as the starting material, iodine and silver trifluoroacetate for selective iodination, palladium(II) acetate and triphenylphosphine for the Heck coupling reaction, acetyl chloride and pyridine for dehydration to form the diene, and potassium fluoride, hydrobromic acid, and acetic acid for deprotection steps. These chemicals served the purpose of constructing the necessary precursors and facilitating the key Diels-Alder reaction, which led to the formation of acremine G after a series of transformations and deprotection steps. The study also proposed a mechanism for the oxidation of intermediates to acremine G, suggesting a radical pathway involving electron transfer to molecular oxygen.

Reaction of Enol Silyl Ethers with Silver Carboxylate-Iodine. Synthesis of α-Acyloxy Carbonyl Compounds

10.1021/jo00326a023

The research focuses on the synthesis of α-acyloxy carbonyl compounds through the reaction of enol silyl ethers with silver carboxylates and iodine. The purpose of this study is to develop a new and efficient method for introducing oxygen adjacent to a carbonyl group, which is a useful functionalization in organic synthesis. The researchers found that this method allows for a wide range of variation in the acyloxy portion of the molecule and is particularly successful with five- and six-membered ring enol silyl ethers. However, when applied to larger ring sizes, the formation of α-iodo carbonyl compounds occurs as a significant side reaction. The study concludes that the method is regiospecific and mild, making it potentially useful for functionalizing cyclopentanones and cyclohexanones. The chemicals used in the process include various enol silyl ethers, silver carboxylates such as silver acetate, silver benzoate, and silver trifluoroacetate, and iodine.