Dibutyl ether

The conversion of primary alcohols and aldehydes into carboxylic acids is generally possible with all strong oxidants. Silver(II) oxide in THF/water is particularly useful as a neutral oxidant (E.J. Corey, 1968 A). The direct conversion of primary alcohols into carboxylic esters is achieved with MnOj in the presence of hydrogen cyanide and alcohols (E.J. Corey, 1968 A,D). The remarkably smooth oxidation of ethers to esters by ruthenium tetroxide has been employed quite often (D.G. Lee, 1973). Dibutyl ether affords butyl butanoate, and tetra-hydrofuran yields butyrolactone almost quantitatively. More complex educts also give acceptable yields (M.E. Wolff, 1963). 

Because they are widely used as solvents many simple dialkyl ethers are commercially available Diethyl ether and dibutyl ether for example are prepared by acid catalyzed condensation of the corresponding alcohols as described earlier m Section 15 7... 

Nitrogen trichloride Ammonia, As, hydrogen sulflde, nitrogen dioxide, organic matter, ozone, phosphine, phosphorus, KCN, KOH, Se, dibutyl ether... 

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). 

Phenyllithium can be used as a solution in ethyl ether, but because of its limited stabUity (t 2 = 12 d at 35° C) it is commercially available in solution in mixtures, usuaUy 70 30 wt % cyclohexane ethyl ether (117). In this particular mixture of solvents, a 20 wt % solution, free of chlorobenzene, is stable for at least four months under an inert atmosphere (argon or nitrogen) in sealed containers at room temperature. Phenyllithium is also available in dibutyl ether solution (117). It is classified as a flammable Hquid. 

Many organic reagents have been used successfully in Pu separation processes. The reagents include tri- -butyl phosphate (TBP) methyl isobutyl ketone thenoyl ttifluoroacetone (TTA) ethers, eg, diethyl ether, di- -butyl ether, tetraethylene glycol dibutyl ether trdaurylamine (TT,A) trioctylamine (TOA) di- -butyl phosphate (DBP) hexyl-di(2-ethylhexyl) phosphate (HDEHP) and many others. Of these, TBP is by far the most widely used (30,95). 

Lithium hydride is perhaps the most usehil of the other metal hydrides. The principal limitation is poor solubiUty, which essentially limits reaction media to such solvents as dioxane and dibutyl ether. Sodium hydride, which is too insoluble to function efficiently in solvents, is an effective reducing agent for the production of silane when dissolved in a LiCl—KCl eutectic at 348°C (63—65). Magnesium hydride has also been shown to be effective in the reduction of chloro- and fluorosilanes in solvent systems (66) and eutectic melts (67). 

Dibutylcarbitol [di(ethyleneglycol)dibutyl ether] [112-73-2] M 218.3, b 125-130 /0.1mm, d 0.883, n 1.424. Freed from peroxides by slow passage through a column of activated alumina. The eluate was shaken with Na2C03 (to remove any remaining acidic impurities), washed with water, and stored with CaCl2 in a dark bottle [Tuck J Chem Soc 3202 1957]. 

The dibutyl ether must be dry and peroxide-free. This can be achieved by filtering it through a large column of basic alumina, or by leaving overnight over sodium wire and distillation. If these precautions are not observed, low yields result. The checkers purified dibutyl ether by distillation from sodium hydride dispersion. 

Iron pentacarbonyl and l-methoxy-l,4-cyclohexadiene react as shown by Birch and oo-workera, but in dibutyl ether this solvent has been found superior. The tricarbonyl(methoxy-l,3-cyclohexadiene)iron isomers undergo hydride abstraction with triphenylmethyl tetrafluoro-borate to form the dienyl salt mixture of which the 1-methoxy isomer is hydrolyzed by water to the cyclohexadienone complex. The 2-methoxy isomer can be recovered by precipitation as the hexafluoro-phosphate salt. By this method the 3-methyl-substituted dienone complex has also been prepared from l-methoxy-3-methylbenzene. The use of the conjugated 1-methoxy-1,3-cyclohexadiene in Part B led to no increase in yield or rate and resulted chiefly in another product of higher molecular weight. An alternative procedure for the dienone is to react tricarbonyl(l,4-dimethoxycyclohexadiene)iron with sulfuric acid. ... 

Chemical Designations - Synonyms n-Dibutyi Ether n-Butyl Ether Butyl Ether 1-Butoxybutane Dibutyl Ether Dibutyl oxide Chemical Formula C HjOC H,... 

Pyrolysis of pyrazolines in high boiling solvents such as dibutyl ether or ethylene glycol alfords only the 16-methyl-A -steroids (3). The same products are obtained by refluxing (2) in carbon tetrachloride in the presence of acidic alumina. 

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