Diethyl ether solvent properties

The uranium(IV) chloride prepared by this method is dark green in color. Since it is sensitive to moisture, it should be handled in a drybox. It melts at 863 K and dissolves readily in water with decomposition. The chloride is soluble in most polar organic solvents but is insoluble in hydrocarbons and diethyl ether. Physical properties and thermochemical data for this compound have been reported ... 

Diethyl ether is a mobile, colourless liquid having b.p. 35° and dy 0720. It has a characteristic odour, and a burning taste. It is used chiefly as a solvent, and was formerly widely used as an anaesthetic owing to its chemical non-reactivity, it is very seldom used actually as a reagent, except in the preparation of Grignard reagents (p. 280) where probably its chemical properties reinforce its solvent action. 

Actinide ions form complex ions with a large number of organic substances (12). Their extractabiUty by these substances varies from element to element and depends markedly on oxidation state. A number of important separation procedures are based on this property. Solvents that behave in this way are thbutyl phosphate, diethyl ether [60-29-7J, ketones such as diisopropyl ketone [565-80-5] or methyl isobutyl ketone [108-10-17, and several glycol ether type solvents such as diethyl CeUosolve [629-14-1] (ethylene glycol diethyl ether) or dibutyl Carbitol [112-73-2] (diethylene glycol dibutyl ether). 

Physical Properties. Nitrobenzene is readily soluble in most organic solvents and is completely miscible with diethyl ether and benzene. Nitrobenzene is only slightly soluble in water with a solubiUty of 0.19 parts pet 100 parts of water at 20°C and 0.8 pph at 80°C. Nitrobenzene is a good organic solvent. For example, it is used in Friedel-Crafts reactions because aluminum chloride is soluble in nitrobenzene. The physical properties of nitrobenzene are summarized in Table 1. 

Properties. o-Nitiotoluene [88-72-2] is a clear yeUow liquid. The solid is dimorphous and the melting points of the a- and P-forms ate —9.55 and —3.85 C, respectively. o-Nitrotoluene is infinitely soluble in benzene, diethyl ether, and ethanol. It is soluble in most organic solvents and only slightly soluble in water (0.065 g in 100 g of water at 30°C). The physical properties of o-nitrotoluene are hsted in Table 9. 

Butadiene is a noncorrosive, colorless, flammable gas at room temperature and atmospheric pressure. It has a mildly aromatic odor. It is sparingly soluble in water, slightly soluble in methanol and ethanol, and soluble in organic solvents like diethyl ether, ben2ene, and carbon tetrachloride. Its important physical properties are summarized in Table 1 (see also references 11, 12). 1,2-Butadiene is much less studied. It is a flammable gas at ambient conditions. Some of its properties are summarized in Table 2. 

The physical properties of methylene chloride are Hsted in Table 1 and the binary a2eotropes in Table 2. Methylene chloride is a volatile Hquid. Although methylene chloride is only slightly soluble in water, it is completely miscible with other grades of chlorinated solvents, diethyl ether, and ethyl alcohol. It dissolves in most other common organic solvents. Methylene chloride is also an excellent solvent for many resins, waxes, and fats, and hence is well suited to a wide variety of industrial uses. Methylene chloride alone exhibits no dash or fire point. However, as Htde as 10 vol % acetone or methyl alcohol is capable of producing a dash point. 

Organolithium compounds are sometimes prepared in hydrocarbon solvents such as pentane and hexane, but nonnally diethyl ether is used. It is especially important that the solvent be anhydrous. Even trace amounts of water or alcohols react with lithium to form insoluble lithium hydroxide or lithium alkoxides that coat the surface of the metal and prevent it from reacting with the alkyl halide. Furthennore, organolithium reagents are strong bases and react rapidly with even weak proton sources to fonn hydrocarbons. We shall discuss this property of organolithium reagents in Section 14.5. 

The first step involves the preparation of 1 -(3-isobutoxy-2-chloro)propyl pyrrolidine as an intermediate. 345 ml of thionyl chloride dissolved in 345 ml of chloroform are added, drop by drop, to 275 g of 1 -(3-isobutoxy-2-hydroxy)propyl pyrrolidine dissolved in 350 ml of chloroform, while maintaining the temperature at approximately 45°C. The reaction mixture is heated to reflux until gas is no longer evolved. The chloroform and the excess of thionyl chloride are removed under reduced pressure. The residue is poured on to 400 g of crushed ice. The reaction mixture is rendered alkaline with soda and the resulting mixture is extracted twice with 250 ml of diethyl ether. The combined ethereal extracts are dried over anhydrous sodium sulfate. After evaporation of the solvent the residue is distilled under reduced pressure. 220 g of product are obtained having the following properties boiling point = 96°C/3 mm, n074 = 1.4575. 

Bonhote and co-workers [10] reported that ILs containing triflate, perfluorocar-boxylate, and bistrifylimide anions were miscible with liquids of medium to high dielectric constant (e), including short-chain alcohols, ketones, dichloromethane, and THF, while being immiscible with low dielectric constant materials such as alkanes, dioxane, toluene, and diethyl ether. It was noted that ethyl acetate (e = 6.04) is miscible with the less-polar bistrifylimide and triflate ILs, and only partially miscible with more polar ILs containing carboxylate anions. Brennecke [15] has described miscibility measurements for a series of organic solvents with ILs with complementary results based on bulk properties. 

The lipids are dissolved in an organic solvent (diethyl ether, diisopropyl ether, or a mixture of one of the two with chloroform depending of the solubility properties of the Upids used). The aqueous phase is added to the organic phase at a ratio of 1 3 when diethyl ether is used and at a ratio of 1 6 when a mixture of diisopropyl ether and chloroform is used. The mixture is sonicated in order to form an emulsion, followed by slow removal of the organic phase via rotary evaporation under reduced pressure. 

This strategy appears to be very attractive because of the possibility of completely solubilizing the support in most of the common solvents. From a chemical perspective, that property allows one to benefit from all the solvent conditions used in classical solution chemistry. This could prove to be very advantageous, especially to obtain stereoselective glycosylation without neighboring-group assistance. Moreover, isolation and purification of the polymer is easily achieved by precipitation usually in diethyl ether or methyl-tert-butyl ether (MTBE) and recrystallisation from ethanol. One major drawback of this type of support is its tendency to solidify at low temperature, thus limiting the variety of temperature conditions. 

Other factors important to the choice of catalyst are its stability under the reaction conditions (see Section 1.1) and its removal from the organic phase at the end of the reaction. Ideally, the catalyst should be sufficiently hydrophilic to be washed from the product by water, but any catalyst having this property has, by implication, a lower lipophilicity and lower catalytic effect. Where the product is volatile, it can be separated from the catalyst and isolated by fractional distillation of the organic phase or, alternatively, the catalyst can be precipitated from the concentrated organic phase by the addition of a non-polar solvent, such as diethyl ether, and removed by filtration. On a small scale, the catalyst can be separated efficiently by direct chromatography of the organic phase from, for example, silica. This procedure is, however,... 

The state of aggregation of RLi in various solvents has been investigated by a variety of methods. In 1967, West and Waack used a differential vapor pressure technique to study solution colligative properties of RLi . Deviations from ideality indicated that in THF at 25 °C, MeLi and BuLi are tetrameric, PhLi dimeric and benzyllithium monomeric. MeLi was also suggested to be tetrameric in diethyl ether. 

The most useful solvents are diethyl ether and acetone, and pentane and cyclohexane are amongst the best precipitants, i.e. worst solvents. It is not widely known that amongst hydrocarbons the lower the molar mass, the worse are the solvent properties, and there is a distinct difference in this respect between, say, pentane and heptane. 

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