Silver® acetate

Formation of Cyclic Ethers. Alcohols that have a hydrogen in the 5-position can be cyclized with silver acetate and bromine (eq 1). The ring closure occurs via an intermediate hy-pobromite. The reaction can be run under a variety of conditions (presence/absence of light, acidity, solvent, temperature). Because of this variety and the products formed, there has been some disagreement about the role silver plays in the hypobromite decomposition.  

Rearrangements. Regioselective ring contractions are possible via hromination of cyclobutyl ketones. The intermediate bromo ketone, when treated with silver acetate in acetic acid (120 °C, 6 h), affords a mixture of the cyclopropyl ketone and the acetoxy ketone (57% and 28% isolated yield, respectively, eq2).2 

InChl = lS/C2H402.Ag/cl-2(3)4yhlH3,(H,3,4) /q +yp-l InChIKey = CQLFBEKRDQMJLZ-UHFFFAOYSA-M 

Alternate Names silver acetate silver monoacetate. 

Solubility sol in 100 parts of cold water, 35 parts of boiling water freely sol dU nitric acid. 

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Acetates All acetates are soluble silver acetate is moderately soluble. ... 

The Solubility of Silver Acetate. In J. A. Bell, ed. Chemical Principles in Practice. Addison-Wesley Reading, MA, 1967. 

In this experiment the importance of the soluble silver acetate complexes AgCH3COO(flq) and Ag(CH3COO)2 (flq) in describing the solubility of AgCH3COO(s) is investigated. 

Copper acetate, ferrous acetate, silver acetate [563-63-3] basic aluminum acetate, nickel acetate [373-02-4] cobalt acetate, and other acetate salts have been reported to furnish anhydride when heated. In principle, these acetates could be obtained from low concentration acetic acid. CompHcations of soHds processing and the scarcity of knowledge about these thermolyses make industrial development of this process expensive. In the eady 1930s, Soviet investigators discovered the reaction of dinitrogen tetroxide [10544-72-6] and sodium acetate [127-09-3] to form anhydride ... 

Carbonate is measured by evolution of carbon dioxide on treating the sample with sulfuric acid. The gas train should iaclude a silver acetate absorber to remove hydrogen sulfide, a magnesium perchlorate drying unit, and a CO2-absorption bulb. Sulfide is determined by distilling hydrogen sulfide from an acidified slurry of the sample iato an ammoniacal cadmium chloride solution, and titrating the precipitated cadmium sulfide iodimetrically. 

Only three simple silver salts, ie, the fluoride, nitrate, and perchlorate, are soluble to the extent of at least one mole per Hter. Silver acetate, chlorate, nitrite, and sulfate are considered to be moderately soluble. AH other silver salts are, at most, spatingly soluble the sulfide is one of the most iasoluble salts known. SHver(I) also forms stable complexes with excess ammonia, cyanide, thiosulfate, and the haUdes. Complex formation often results ia the solubilization of otherwise iasoluble salts. Silver bromide and iodide are colored, although the respective ions are colorless. This is considered to be evidence of the partially covalent nature of these salts. 

Silver Acetate. Silver acetate, H CCOOAg, is prepared from aqueous silver nitrate and acetate ion. Colorless silver acetate crystals and solutions made from this salt are unstable to light. 

Catalysts. Silver and silver compounds are widely used in research and industry as catalysts for oxidation, reduction, and polymerization reactions. Silver nitrate has been reported as a catalyst for the preparation of propylene oxide (qv) from propylene (qv) (58), and silver acetate has been reported as being a suitable catalyst for the production of ethylene oxide (qv) from ethylene (qv) (59). The solubiUty of silver perchlorate in organic solvents makes it a possible catalyst for polymerization reactions, such as the production of butyl acrylate polymers in dimethylformamide (60) or the polymerization of methacrylamide (61). Similarly, the solubiUty of silver tetrafiuoroborate in organic solvents has enhanced its use in the synthesis of 3-pyrrolines by the cyclization of aHenic amines (62). 

Silver acetate [563-63-3] M 166.9, pK >11.1 (for aquo Ag" " hydrolysis). Shaken with acetic acid for three days, the process being repeated with fresh acid, the solid then being dried in a vacuum oven at 40° for 48h. Has also been recrystallised from water containing a trace of acetic acid, and dried in air. 

Commercially available silver acetate may be used in place of the silver trifluoroacetate, but the yield is somewhat lower (75-80%). 

Constitution. When coniine is distilled with zinc dust or heated with silver acetate/ a new base, coiiyrine, CgH N, differing from coniine by six atoms of hydrogen, is formed. This on oxidation yields pyridine-2-carboxylic acid and, since it is not identical with 2-isopropylpyridine, must be 2-propylpyridine (I). When coniine is heated with hydriodic acid at 300° it yields w-octane (II). These and other observations due mainly to A. W. Hofmann, made it clear by 1885 that coniine was probably a-propylpiperidine (III), and this has been amply confirmed by other reactions of the alkaloid and by syntheses. Thus, Wolffenstein showed that on oxidation with hydrogen peroxide, coniine is converted into amino-w-propylvaleraldehyde (IV) ... 

Secondary base, by oxidation with silver acetate ------> ... 

Preparation of /m -3) -Acetoxypregna-5,17(20)-dien-21-aI A solution of 12.2 g of 17a-ethynylandrost-5-ene-3/ ,17jS-diol diacetate and 0.5 g of silver acetate in 250 ml acetic acid and 100 ml of acetic anhydride is refluxed under... 

Codeposition of silver vapor with perfluoroalkyl iodides at -196 °C provides an alternative route to nonsolvated primary perfluoroalkylsilvers [272] Phosphine complexes of trifluaromethylsilver are formed from the reaction of trimethyl-phosphme, silver acetate, and bis(trifluoromethyl)cadmium glyme [755] The per-fluoroalkylsilver compounds react with halogens [270], carbon dioxide [274], allyl halides [270, 274], mineral acids and water [275], and nitrosyl chloride [276] to give the expected products Oxidation with dioxygen gives ketones [270] or acyl halides [270] Sulfur reacts via insertion of sulfur into the carbon-silver bond [270] (equation 188)... 

The dicationic ditriflate salt of 1,2,4-trimethyltriazolium with silver acetate gives the bis-carbene complex 185 (00JOM(600)l 12). In excess silver acetate, the one-dimensional polymeric species with alternating silver ions and 1,2,4-triazol-3,5-diylidene carbenes result, where both carbon atoms of each heteroring are engaged in coordination. 

Dihydro-1 -naphthol Silver acetate Sodium hydroxide Epichlorohydrin... 

Common ion effect The tube at the left contains a saturated solution of silver acetate (AgC2H302). Originally the tube at the right also contained a saturated solution of silver acetate. With the addition of a solution of silver nitrate (AgNOs), the solubility equilibrium of the silver acetate is shifted by the common ion Ag+ and additional silver acetate precipitates. 

There are a Tew compounds of alkalies, nitrate, and acetate thai have low solubilities, but most of them are quite complex in composition. For example, sodium uranyl acetate, NaUQifCHjCOOh has low solubility. Silver acetate is an exception but its solubility is moderate. 

If chloride is present, saturated aqueous silver acetate solution should be added in amounts slightly more than the calculated quantity prior t o the addition of concentrated sulphuric acid. The procedure may be applied to the routine analysis of mixtures of nitric and sulphuric acids, and to the determination of nitrogen in esters such as nitroglycerine and nitrocellulose the latter are easily hydrolysed by strong sulphuric acid after dispersal in glacial acetic acid. 

B. l,l-Diphenyl-2-bromo-Z-acetoxy- -j>ropene. A 250-ml. flask equipped with a condenser is charged with 17.6 g. (0.050 mole) of 1,1-dibromo-2,2-diphenylcyclopropane, 12.5g. (0.075 mole) of silver acetate [Acetic acid, silver(l +) salt] (Note 4), and 50 ml. of glacial acetic acid, then immersed in an oil bath at 100-120° for 24 hours (Note 5). After cooling, the mixture is diluted with 200 ml. of ether and filtered. The ethereal filtrate is washed with two 100-ml. portions of water, two 100-ml. portions of aqueous saturated sodium carbonate, and finally with two 100-ml. portions of water. After drying over anhydrous sodium sulfate, the ether is removed on a rotary evaporator. Distillation of the resulting residue under reduced pressure yields 12.0 g. (72%) of the product, b.p. 142-145° (0.15 mm.), 1.6020-1.6023 (Note 6). 

The silver acetate can be replaced by a mixture of sodium acetate and silver nitrate. 

Silver acetate [Acetic acid, silver(l+) salt], 33... 

SO2CI2) or with I2 and silver acetate. Enol acetates have been regioselec-tively iodinated with I2 and either thallium(I) acetateor copper(II) acetate. ot,P-... 

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