Alcohols reducing agents

HCrO ] has been shown to be the photo-active species in the photochemical reaction of dilute solutions of chromium(vi) oxyacids with alcoholic reducing agents. The association of chromate with Np , Th, and Fe" in perchlorate solution has been studied spectrophotometrically and the respective formation constants, 63.6,4.70, and 1.93, have been determined. The greater stability of the Np complex has been interpreted in terms of the limited donation of 5/-electron density from Np to the d-orbitals of chromium in the chromate ion. ... 

DISPOSAL AND STORAGE METHODS dissolve liquid perchloryl fluoride in a more flammable solvent (such as alcohol) and atomize in a suitable eombustion chamber equipped with effluent gas cleaning device store in a cool, dry location with adequate ventilation usually stored in cylinders as liquid under pressure do not bring in contact with alcohols, reducing agents, etc. 

In this section, we discuss reactions of monosaccharides with alcohols, reducing agents, and oxidizing agents. In addition, we examine how these reactions are useful in our everyday lives. 

The alkali metal tetrahydridoborates are salts those of sodium and potassium are stable in aqueous solution, but yield hydrogen in the presence of a catalyst. They are excellent reducing agents, reducing for example ion(III) to iron(II). and silver ions to the metal their reducing power is used in organic chemistry, for example to reduce aldehydes to alcohols. They can undergo metathetic reactions to produce other borohydrides, for example... 

Lithium aluminium hydride, LiAlH, is a very active reducing agent, and is used particularly for the ready reduction of carboxylic acids (or their esters) to primary alcohols R-COOH -> R CH,OH. 

MejSiCI - Nal - CH3CN as an Efficient and Practical Reducing Agent for Benzoic Alcohols. A typical procedure for the present reduction is as follows To a mixture of MejSiCI (1.54 ml, 12 mmol), Nal (1.8 g, 12 mmol), and acetonitrile (0.6 ml, 12 mmol) was added a solution of 1-phenylethanol (244 mg, 2 mmol) in hexane (2 ml). The mixture was stirred for 24 h at room temperature. Dilution with water, extraction with ether and subsequent isolation process gave ethylbenzene (158 mg) with sufficient purity in 75% yield. ... 

Carboxylic acids are exceedingly difficult to reduce Acetic acid for example is often used as a solvent in catalytic hydrogenations because it is inert under the reaction con ditions A very powerful reducing agent is required to convert a carboxylic acid to a pri mary alcohol Lithium aluminum hydride is that reducing agent... 

Much of the chemistry of diols—compounds that bear two hydroxyl groups—is analo gous to that of alcohols Diols may be prepared for example from compounds that con tain two carbonyl groups using the same reducing agents employed m the preparation of alcohols The following example shows the conversion of a dialdehyde to a diol by... 

Reduction to alcohols (Section 15 2) Aide hydes are reduced to primary alcohols and ketones are reduced to secondary alcohols by a variety of reducing agents Catalytic hydrogenation over a metal catalyst and reduction with sodium borohydride or lithium aluminum hydride are general methods... 

Lithium aluminum hydride reduction (Sec tion 15 3) Carboxylic acids are reduced to primary alcohols by the powerful reducing agent lithium aluminum hydride... 

A variation of the classical reductive amination procedure uses sodium cyanoboro hydride (NaBH3CN) instead of hydrogen as the reducing agent and is better suited to amine syntheses m which only a few grams of material are needed All that is required IS to add sodium cyanoborohydride to an alcohol solution of the carbonyl compound and an amine... 

Benzoyl peroxide Direct sunlight, sparks and open flames, shock and friction, acids, alcohols, amines, ethers, reducing agents, polymerization catalysts, metallic naph-thenates... 

Lithium borohydride is a more powerful reducing agent than sodium borohydride, but not as powerful as lithium aluminum hydride (Table 6). In contrast to sodium borohydride, the lithium salt, ia general, reduces esters to the corresponding primary alcohol ia refluxing ethers. An equimolar mixture of sodium or potassium borohydride and a lithium haUde can also be used for this purpose (21,22). 

In general, the aluminohydrides are more active and powerful reducing agents than the corresponding borohydrides. They decompose vigorously with water. Reaction also occurs with alcohols, although more moderately, providing a route to substituted derivatives. 

The monohydrate is stable up to 540°C, but it is very sensitive to reducing agents. It is slightly soluble in water, insoluble in alcohol, and more soluble in aqueous solutions of iodides. It is mainly used in animal and fowl feeds. 

Dialkyl peroxides can be reduced to the corresponding alcohols and/or ethers using a variety of reducing agents, some of which, eg, hydriodic acid, have been used for analysis. 

The /-butyldimethylsilyl group introduced by TBDMIM has a number of advantages in protecting alcohols (6). The sdylated alcohol hydroly2es more slowly than an alcohol sdylated with TMS by a factor of 10 . The sdyl ether is also stable to powerful oxidi2ing and reducing agents, but it can easily be removed by aqueous acetic acid or tetrabutylammonium fluoride in tetrahydrofuran. 

Many sodium compounds are made from sodium. Sodium is employed as a reducing agent in numerous preparations, including the manufacture of dyes (see Dyes and dye intermediates), eg, indigo herbicides (qv) (128) pharmaceuticals (qv) high molecular weight alcohols (129) perfume materials (130) (see Perfumes) and isosebacic acid (131,132). 

TYZOR ET is reduced by sodium and ethanol to a dark-blue compound (182). Use of potassium as the reducing agent in the alcohol permits the isolation and identification of Ti(OC2H2)3 [22922-82-3] and Ti(OC4Hg)3 [5058-41-3] (183,184). The products precipitate as soUd alcoholates,... 

The aromatic primary and secondary stibines are readily oxidized by air, but they are considerably more stable than their aHphatic counterparts. Diphenylstibine is a powerful reducing agent, reacting with many acids to Hberate hydrogen (79). It has also been used for the selective reduction of aldehydes and ketones to the corresponding alcohols (80). At low temperatures, diphenylstibine undergoes an addition reaction with ketene (81) ... 

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