Fluorinated acetone

C, which decomposes when heated above the melting point. Its solubility at 25°C in g/100 g solvent is water. 111 methanol, 5 ethanol, 1.4 acetone, 0.04 and carbon tetrachloride, 0.004. Because its carbon—fluorine bond is unreactive under most conditions, this salt can be converted by standard procedures to typical carboxylic acid derivatives such as fluoroacetyl esters (11,12), fluoroacetyl chloride [359-06-8] (13), fluoroacetamide (14), or fluoroacetonitrile [503-20-8] (14). 

Becker and Israel (1979) have studied the influence of the solvent in more detail. They determined the constant KD of the equilibrium between free ions and ion pairs (Schemes 10-12 and 10-13) conductometrically in five solvents (H20, MeCN, MeOH, EtOH, and Me2CO). An inverse linear relationship was found between the ratio of products [ArOS]/[ArF] (where ArOS is the product of heterolytic solvolysis) and Kd/e (e = dielectric constant). This result indicates that solvolysis products are formed mainly from free diazonium ions, whereas fluoro-de-diazoniation takes place in the ion pair. Of the solvents used, acetone gives the lowest value of KD, and thus the yield of the fluorinated product is highest in this solvent. 

Samples of l,l,l-trifhioro-2,2-bis(p-fluorophenyl)-ethane, and the corresponding bis-(p-chlorophenyl) derivative were obtained by applying Henne s fluorination method to DFDT and DDT, respectively. In both instances a mixture of the mono-, di-, and trifluoro compounds was obtained, but the desired trifluorinated material was separated by fractional recrystallization from methanol and cooling with a mixture of dry ice and acetone. 

There will usually not be much variation observed in fluorine chemical shifts for the three most common solvents used for obtaining NMR spectra, that is CDC13, DMSO-d6, and acetone-, as can be seen in the data presented in Table 2.3 for spectra of a series of typical fluorine-containing compounds in various solvent. The variation in fluorine chemicals shifts for these three solvents is no more than 1 ppm. Thus, in reporting chemical shifts in this book, no mention of specific solvent will be made, although the vast majority of spectra will have been measured in CDC13. 

Triorganotin Bromide. Tetraorganotin compounds were brominated with stoichiometric quantities of bromine (2 moles of bromine for each mole of tetraorganotin). Bromination was carried out after cooling the tetraorganotin compound in a dry ice-acetone bath. The contents then were slowly brought to room temperature. In most cases, the crude bromides were used as such for fluorination. 

Methanol, ethanol and 3-methylbutanol [1], acetaldehyde, trichloroacetaldehyde [2] and acetone [3] all ignite in contact with gaseous fluorine. Lactic acid, benzoic acid and salicylic acid ignite, while gallic acid becomes incandescent. Ethyl acetate and methyl borate ignite in fluorine [2],... 

Hydrogen iodide Hydrogen peroxide Fluorine, nitric acid, ozone, metals Copper, chromium, iron, most metals or their salts, alcohols, acetone, organic materials, flammable liquids, combustible materials... 

The solubility is generally improved by the introduction of fluorine atoms into aromatic condensation polymers. Poly(carbonate)s containing hexafluoroisopropylidene units are much more soluble than Bisphenol A poly(carbonate) (3). All of the hexafluoroisopropylidene-unit-containing poly(carbonate)s become soluble in acetone, ethyl acetate, chloroform, and dimethyl sulfoxide (DMSO) in addition to the solvents of Bisphenol A poly(carbonate) (3). Colorless, transparent, and flexible films are prepared from hexafluoroisopropylidene-unit-containing poly(carbonate)s by casting or pressing. 

The precursor of poly(penzoxazole) (28), poly(o-hydroxy amide) (27) is amorphous and readily soluble in DMF, NMP, DMSO, pyridine, THF, and acetone.25 Transparent, flexible, and tough film of 27 can be obtained by casting. However, fluorine-containing poly(benzoxazole) (28) from 25 dissolves only in concentrated sulfuric acid and o-chlorophenol. 

Halogens, See also Bromine (Br) Chlorine (Cl) Fluorine (F) Iodine (I) higher aliphatic alcohols, 2 5 in N-halamines, 13 98 reactions with acetaldehyde, 1 105 reactions with acetone, 1 163 reactions with acetylene, 1 180 reactions with alkanolamines from olefin oxides and ammonia, 2 125—126 reactions with aluminum, 2 284—285, 349-359... 

The three shifts for thianthrene, determined in deuterochloroform solution, are shown in 10 (84CB107), and the fluorine shifts (in ppm relative to trichlorofluoromethane) for perfluorothianthrene, determined in acetone solution, are shown in 11 (68T2783, 68T3997). Other C determi-... 

The synthetically most useful method for the preparation of dioxiranes is the reaction of appropriate ketones (acetone, trill uoroacetone, 2-butanone, cyclohexanone etc.) with Caroate, commercially available as the triple salt of potassium monoperoxysul-fate (KHSOs). The catalytic cycle of the dioxirane formation and oxidation is shown in Scheme 1 in general form. For acetone as the ketone, by simple distillation at a slightly reduced pressure ca 100 torr) at room temperature ca 20 °C), Jeyaraman and Murray successfully isolated dimethyldioxirane (DMD) as a pale yellow solution in acetone (maximally ca 0.1 M). This pivotal achievement in 1985 fomented the subsequent intensive research activity in dioxirane chemistry, mainly the synthetic applications but also the mechanistic and theoretical aspects. The more reactive (up to a thousandfold ) fluorinated dioxirane, methyl(trifluoromethyl)dioxirane (TFD), was later isolated in a similar manner by Curd, Mello and coworkers". For dioxirane derived from less volatile ketones, e.g. cyclohexanone, the salting-out technique has been developed by Murray and coworkers to obtain the corresponding dioxirane solution. 

The reaction of 3/3-acetoxy-5a-cholest-8(14)-en-7-one with EtjAlCN was the key reaction in a synthesis of cholestanes containing an oxygenated 14a-substi-tuent. Cholest-4-en-3-one reacted smoothly with KCN-acetone cyanohydrin in benzene or acetonitrile containing 18-crown-6 to give the epimeric 5-cyano-cholestan-3-ones. An 11 -hydroxy-group increased the proportion of a-epox-ide produced in the reaction of 3-oxo-A -steroids with H202-0H . A 9a-fluorine substituent also influenced the stereochemistry of the reaction products and a... 

It is very well known that polymers of high commercial value are obtained from formaldehyde by addition polymerization of its carbon-oxygen double bond. Not so well known is the addition polymerization capability of the carbon-sulfur double bond, probably because none of the polymers so obtained has yet become commercially acceptable. However, the polymerization chemistry of the carbon-sulfur double bond has been the subject of a number of studies and these have defined the preparation and properties of polythioformaldehyde, polythio-acetone, polymers from a small number of higher thioketones, and polymers from fluorine analogs of thioaldehydes and thioketones. The monomers have great reactivity beyond polymerization, and their general chemistry has been discussed in earlier reviews (/, 2). 

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