Ether-alcohol, solvent

Safety No year goes by without some widely used chemical being declared suspect on toxicity grounds. The paint industry has responded rapidly to eliminate toxic chemicals from coatings or to show how they can be used safely in an industrial environment. Examples are the elimination of specific ether-alcohol solvents and the introduction of air-fed hoods for spraying isocyanates. Of particular interest in corrosion prevention is the current pressure to eliminate chromate pigments. Currently there are no equally effective alternatives and the emphasis has had to be on safe usage. The search for replacements continues. 

Reduction of esters.1 Lithium borohydride is more effective than Ca(BH4)2 or NaBH4 for reduction of esters in ethyl ether. It is less active in THF than in ether. Alcohol solvents are less useful for this reduction because of competitive solvolysis. Selective reduction is possible in the presence of nitro, halo, cyano, and alkoxy groups.3... 

Methyl Cellosolve , Methoxyethanol n CH OC2H40H. Ether-alcohol solvent. Bp, 124°C. 

Like bromine, iodine is soluble in organic solvents, for example chloroform, which can be used to extract it from an aqueous solution. The iodine imparts a characteristic purple colour to the organic layer this is used as a test for iodine (p. 349). NB Brown solutions are formed when iodine dissolves in ether, alcohol, and acetone. In chloroform and benzene a purple solution is formed, whilst a violet solution is produced in carbon disulphide and some hydrocarbons. These colours arise due to charge transfer (p. 60) to and from the iodine and the solvent organic molecules. 

Iron(III) chloride forms numerous addition compounds, especially with organic molecules which contain donor atoms, for example ethers, alcohols, aldehydes, ketones and amines. Anhydrous iron(III) chloride is soluble in, for example, ether, and can be extracted into this solvent from water the extraction is more effective in presence of chloride ion. Of other iron(III) halides, iron(III) bromide and iron(III) iodide decompose rather readily into the +2 halide and halogen. 

Solution Properties. Typically, if a polymer is soluble ia a solvent, it is soluble ia all proportions. As solvent evaporates from the solution, no phase separation or precipitation occurs. The solution viscosity iacreases continually until a coherent film is formed. The film is held together by molecular entanglements and secondary bonding forces. The solubiUty of the acrylate polymers is affected by the nature of the side group. Polymers that contain short side chaias are relatively polar and are soluble ia polar solvents such as ketones, esters, or ether alcohols. As the side chaia iacreases ia length the polymers are less polar and dissolve ia relatively nonpolar solvents, such as aromatic or aUphatic hydrocarbons. 

Bond dissociation energies (BDEs) for the oxygen—oxygen and oxygen— hydrogen bonds are 167—184 kj/mol (40.0—44.0 kcal/mol) and 375 kj/mol (89.6 kcal/mol), respectively (10,45). Heats of formation, entropies, andheat capacities of hydroperoxides have been summarized (9). Hydroperoxides exist as hydrogen-bonded dimers in nonpolar solvents and readily form hydrogen-bonded associations with ethers, alcohols, amines, ketones, sulfoxides, and carboxyhc acids (46). Other physical properties of hydroperoxides have been reported (46). 

If the nitration is caiiied out in accordance with this outline, the product will be crystalline and pale yellow in color. The color is due to traces of dinitrothiophene and the other impurities. Mononitrothiophene has been crystallized by earlier workers from ether, alcohol, benzene, and other solvents. As a rule these solvents fail to yield a snow-white product. It has been found in this work that petroleum ether (b.p. 20-40 ) possesses decided advantages in that by prolonged refluxing it extracts mononitrothiophene but does not readily dissolve the impurities. With petroleum ether, snow-white crystals have been obtained in needles 10 to 20 cm. in length. 

Solvents acetone, methyl ethyl ketone (MEK), toluene, xylene, glycol, ethers, alcohol defats and dries skin some may be absorbed may carry other components through skin high volatility, exposure possible irritation central nervous system depression (e.g. dizziness, loss of coordination) low to high toxicity, longterm effects... 

Hydrogenation of carbonyls, or incipient carbonyls such as phenols (86), in lower alcohol solvents may result in the formation of ethers. The ether arises through formation of acetals or ketals with subsequent hydrogenolysis. The reaction has been made the basis of certain ether syntheses (45,97). Reaction of alcohols with carbonyls may be promoted by trace contamination, such as iron in platinum oxide (22,53), but it is also a property of the hydrogenation catalyst itself. So strong is the tendency of palladium-hydrogen to promote acetal formation that acetals may form even in basic media (61). 

A variety of solvents have been used successfully. Extensive hydrolysis or alcoholysis may accompany reduction in aqueous or alcoholic solvent, attack presumably occurring on the intermediate vinyl ether (SS). 

The corresponding dihydrochloride is prepared by dissolving this base in about twice its weight of alcohol, by treating it with excess of gaseous HCI and by precipitating it with ether. The solvent is decanted and the residue, dissolved in a minimum of alcohol, crystallizes on the addition of ether, MP 193°C. 

Partition coefficients common organic solvents (such as ether, alcohol, and chloroform) Windholz 1983... 

Preparation of carotenoid extract from plant oleoresin and hydrolysis with alkahne reagent in polar organic solvents (ether, polyhydroxyl alcohol, and ether alcohol)... 

Several procedures that intercept the intermediates have been developed. When ozonolysis is done in alcoholic solvents, the carbonyl oxide fragmentation product can be trapped as an a-hydroperoxy ether.202 Recombination to the ozonide is then prevented, and the carbonyl compound formed in the fragmentation step can also be... 

Katsuki et al. have reported that high enantioselectivity can be obtained in the oxidation of nonconjugated cyclic enol ethers by using Mn(salen) (34) as the catalyst.138 The reactions were performed in an alcoholic solvent to obtain a-hydroxy acetals as the products, because a-hydroxy acetals are tolerant to a weak Lewis acid like Mn(salen) and do not racemize during the reaction and the isolation procedure (Scheme 29). 

Reactions in solvents other than carboxylic acids (e.g., ethers, alcohols, esters, hydrocarbons, etc.) under conditions given in Table I do not produce detectable amounts of ethylene glycol (less than about 0.02 mmole). (Experiments were carried out to demonstrate that glycol would survive had it been produced in some of these solvents.) However, methanol yields nearly equivalent to those obtained in acetic acid are found in some of these solvents (cf. reactions 1, 10 and 11 in Table I). Reactions in acetic acid diluted with these solvents also give... 

Interestingly, attempts to apply this cyclization reaction to linear diolelins using an alcoholic solvent give unsatisfactory results. Cyclic ethers have instead been obtained in aqueous acetonitrile. Under these conditions 1,5-hexadiene gives a 91 9 mixture of 2,5-bis[(phenylseleno)methyl]tetrahydrofuran and 2-[(phenylseleno)methyl]-5-(phenylseleno) tetrahydropyran in 86% yield (equation 144). 

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