Miscibility with water

For chloride anion, complete miscibility in the liquid phase was observed and for tetrafluoroborate anion, the LLE area was observed in the low mole fraction of the IL and at low temperature. It is known that the [C4CiIm][BF4] is water miscible at 298.15 K the UCST is at 278 K [110]. The immiscibility with water was measured for [C4CiIm][PFg], [C8CiIm][PFg], [CioCiIm][PFg], 

Solvent Wilson S l2 S ll 12- 22 (J mol-1) UNIQUAC ASM AHj2 Am2i (J mopi) NRTLl AHi2 Ah2i (J mol i) Wilson ffx(K) UNIQUAC ASM Ut(K) NRTLl C7t(K) Reference 

The influence of fhe alkyl chain of the cation and the type of the anion on the SLE diagram (IL + water is shown for ammonium ILs in Eigure 1.10. 

being a polar solvent, can interact with the anion [NO3] but the long alkane chains (Cjo) of the cation are hydrophobic hence, there is little interaction of water with the cahon, and thus the anion entity is favored by the (IL + water) mixtures. When one alkyl chain (Cjg) was changed by the benzyl group and the other one by the longer alkane chain (C12-C14) as the substituents at the cation, the decrease of solubility was reported. These new substituents had strong influence on packing effects in the liquid phase. 

The partition coefficient Kq of an organic compound in the 1-octanol/water system is used to assess the bioaccumulation potential and the distribution pattern of drugs and pollutants. The partition coefficient of imidazole and ILs strongly depends on the hydrogen bond formed by these molecules and is less than one due to the high solubility in water. The low value of the 1-octanol/water partition coefficient is required for new substances, solvents, insecticides to avoid bioaccumulation. Kqw is an extremely important quantity because it is the basis of correlations to calculate bioaccumulation, toxicity, and sorption to soils and sediments. Computing the activity of a chemical in human, fish, or animal lipid, which is where pollutants that are hydrophobic will appear, is a difficult task. Thus, it is simpler to measure the 1-octanol/water partition coefficient. This parameter is used as the primary parameter characterizing hydrophobisity. 

---

C2H3N. Colourless liquid with strong ammoniacal smell b.p. 56 C. Miscible with water and strongly basic. Prepared commercially from 2-aminoelhanol. Pure dry aziridine is comparatively stable but it polymerizes explosively in the presence of traces of water. Carbon dioxide is sufficiently acidic to promote polymerization. 

Trimethylamine, CjH N, (CH3J3N. Colourless liquid with a strong fishy odour, miscible with water, m.p. — I24 C, b.p. 3-5°C. It occurs naturally in plants, herring brine, bone oil and urine. It reacts with hydrogen peroxide to give trimethylamine oxide and with ethylene oxide to give choline its commercial importance stems chiefly from this latter reaction. 

Colourless liquid with a characteristic ammo-niacal smell m.p. 9 C, b.p. 106°C. Miscible with water. It is present in pepper as the alkaloid piperine from which it can be obtained by healing with alkali. It can also be prepared by the reduction of pyridine, either electrolytically or by other means. Piperidine is a strong base, behaving like the aliphatic amines. 

Di-isopropyl hydrogen phosphite is a colourless mobile liquid, which, unlike triethyl and tri-isopropyl phosphite, is completely miscible with water, due undoubtedly to the polar P=0 group. 

Physical Properties. All colourless liquids, completely miscible with water, except benzyl alcohol and cyclohexanol, which are slightly soluble. Pure glycol and glycerol have high viscosity, which falls as the hygroscopic liquids absorb water from the air. 

D) Nitriles. Acetonitrile, CH3CN, b.p. 82°, is miscible with water, but benzonitrile, CaHjCN, b.p. 191, is insoluble. Acetonitrile, unless specially purified, retains the mouse like odour of acetamide benzonitrile has an odour resembling both that of benzaldchyde and of nitrobenzene (bitter almonds). 

Mono-alkyl ethers of ethylene glycol, ROCHjCHjOH. The mono methyl, ethyl and n-butyl ethers are inexpensive and are known as methyl cellosolve, cellosolve, and butyl cellosolve respectively. They are completely miscible with water, and are excellent solvents. The commercial products are purified by drying over anhydrous potassium carbonate or anhydrous calcium sulphate, followed by fractionation after... 

Di-alkyl ethers of ethylene glycol, ROCHjCHjOR. The dimethyl ether, b.p. 85°/760 mm., is miscible with water, is a good solvent for organic compounds, and is an excellent inert reaction medium. The diethyl ether (diethyl cdloaolve), b.p. 121-57760 mm., is partially miscible with water (21 per cent, at 20°). 

The diethyl ether of diethylene glycol (diethyl carbitol), b.p. 186°/ 760 mm., is completely miscible with water. The above three ethers may be purified by distillation from sodium. 

Diethylene dioxide is a very useful solvent for a variety of organic compounds its action is similar to that of ether but more pronounced. It is miscible with water in all proportions. Dioxan vapour is poisonous. 

The student will doubtless be aware of the fact that methyl, ethyl, n-propyl and iso propyl alcohols are completely miscible with water. The solubilities of the higher aloohols decrease progressively as the carbon content increases. The solubilities of all types of alcohols with five carbon atoms or more are quite small. For the isomeric butyl alcohols the solubilities (g. per 100 g. of water at 20°) are n-butyl, 8 iso-butyl, 23 scc.-butyl, 13 ierl.-butyl, completely miscible. 

The monoalkyl ethers with R = CHj, CjHj and C4H, , known respectively as methyl ceUoaolve, ceUosolve and hutyl cellosolve, are of great commercial value, particularly as solvents, since they combine the properties of alcohols and ethers and are miscible with water. Equally important compounds are the carbitols (monoalkyl ethers of diethyleneglycol) prepared by the action of ethylene oxide upon the monoethers of ethylene glycol ... 

Methanol is a colorless liquid boiling at 65°C and is miscible with water m all proportions It is poisonous drinking as little as 30 mL has been fatal Smaller amounts can produce blindness... 

Physical Properties. Furfuryl alcohol (2-furanmethanol) [98-00-0] is aHquid, colorless, primary alcohol with a mild odor. On exposure to air, it gradually darkens in color. Furfuryl alcohol is completely miscible with water, alcohol, ether, acetone, and ethyl acetate, and most other organic solvents with the exception of paraffinic hydrocarbons. It is an exceUent, highly polar solvent, and dissolves many resins. 

Physical Properties. Tetrahydrofurfuryl alcohol (2-tetrahydrofuranmethanol) [97-99-4] (20) is a colorless, high-boiling liquid with a mild, pleasant odor. It is completely miscible with water and common organic solvents. Tetrahydrofurfuryl alcohol is an excellent solvent, moderately hydrogen-bonded, essentially nontoxic, biodegradable, and has a low photochemical oxidation potential. Most appHcations make use of its high solvency. The more important physical properties of tetrahydrofurfuryl alcohol are Hsted in Table 1. 

Butyrolactone is completely miscible with water and most organic solvents. It is only slightly soluble in aUphatic hydrocarbons. It is a good solvent for many gases, for most organic compounds, and for a wide variety of polymers. 

Solubility Properties. Fats and oils are characterized by virtually complete lack of miscibility with water. However, they are miscible in all proportions with many nonpolar organic solvents. Tme solubiHty depends on the thermal properties of the solute and solvent and the relative attractive forces between like and unlike molecules. Ideal solubiHties can be calculated from thermal properties. Most real solutions of fats and oils in organic solvents show positive deviation from ideaHty, particularly at higher concentrations. Determination of solubiHties of components of fat and oil mixtures is critical when designing separations of mixtures by fractional crystallization. 

Antlblaze 19. Antiblaze 19 (Mobil), a flame retardant for polyester fibers (134), is a nontoxic mixture of cycHc phosphonate esters. Antiblaze 19 is 100% active, whereas Antiblaze 19T is a 93% active, low viscosity formulation for textile use. Both are miscible with water and are compatible with wetting agents, thickeners, buffers, and most disperse dye formulations. Antiblaze 19 or 19T can be diffused into 100% polyester fabrics by the Thermosol process for disperse dyeing and printing. This requires heating at 170—220°C for 30—60 s. 

Difluoroethanol [359-13-7], F2CHCH2OH, is a colorless Hquid with an alcohol-like odor mp, 28.2°C, bp, 96°C d[, 1.3084 n], 1.3320 heat of combustion, —1026 kJ/mol(—245.3 kcal/mol). It is stable to distillation and miscible with water and many organic solvents. As expected, its acidity Hes between that of 2-fluoroethanol and 2,2,2-trifluoroethanol both ia the gas phase (25) and ia 50% aqueous ethanol solution (26), where its of 1.0 x 10 is about 4.8 times smaller than that of trifluoroethanol. 

Cyclohexanedimethanol is miscible with water and low molecular weight alcohols and appreciably soluble in acetone. It has only negligible solubihty in hydrocarbons and diethyl ether (6). 

Phosphoric Acid and Phosphorothioic Acid Anhydrides. The aUphatic organophosphoms esters originally developed by Schrader (27) are extremely toxic to mammals and are largely of historic interest. Tetraethyl pyrophosphate [107-49-3] (40) (bp 104—110°C at 10.7 Pa, d 1.185, vp 6.1 mPa at 30°C) is miscible with water and hydrolyzes very rapidly with a half-life of 6.8 h at 25°C. The rat LD qS ate 1.1 (oral) and 2.4 (dermal) mg/kg. 

---