Reducing agents for reductive

Cabacungan, J.C., Ahmed, A.I., and Feeney, R.E. (1982) Amine boranes as alternative reducing agents for reductive alkylation of proteins. Anal. Biochem. 124, 272-278. 

The amino groups of ovomucoid, lysozyme, and ovotransferrin were alkylated extensively (40-100%) with various carbonyl reagents in the presence of sodium borohydride. Monosubstitution was observed with acetone, cyclopentanone, cyclohexanone, and benzaldehyde, while 20-50% disubstitution was observed with 1-butanal and nearly 100% disubstitution was observed with formaldehyde. The methylated and isopropylated derivatives of all three proteins were soluble and retained almost full biochemical activities. Recently amine boranes have been shown to be possible alternative reducing agents for reductive alkylation... 

Figure 11. Alternative reducing agents for reductive alkylation (1) di-methylamine borane (II) trimethylamine borane (27)...

Akamanchi, K. G., Varalakshmy, N. R., Chaudari, B. A. Diisopropoxyaluminum trifluoroacetate. A new off-the-shelf metal alkoxide-type reducing agent for reduction of aldehydes and ketones. Synlett 1997, 371-372. 

Sarkar, A., B. R. Rao, andM. M. Konar, Montomorillonite Supported Borohydride A New Reducing Agent for Reductions Under Phase Transfer Conditions, Synth. Comm., 19, 25/5(1989). 

Uses Reducing agent for reduction clearing and stripping of polyester and disperse dyes or for stripping of direct dyes cleans dyeing machinery of dyestuff and Irimer buildups in conjunction with alkali... 

Reduction products vary depending on the reducing agent, for example dinitrogen oxide is obtained with sulphurous acid, nitrogen is obtained when the gas is passed over heated metals (e.g. copper and iron) and ammonia is produced when the gas reacts with aqueous chromiumfll) salts. 

The process of extraction requires first smelting (to obtain the crude metal) and then refining. In smelting, iron ore (usually an oxide) is mixed with coke and limestone and heated, and hot air (often enriched with oxygen) is blown in from beneath (in a blast furnace). At the lower, hotter part of the furnace, carbon monoxide is produced and this is the essential reducing agent. The reduction reactions occurring may be represented for simplicity as ... 

Copperil) oxide, CujO, occurs naturally as the red cuprite. It is obtained as an orange-yellow precipitate by the reduction of a copper(II) salt in alkaline solution by a mild reducing agent, for example glucose, hydroxylamine or sodium sulphite ... 

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. ... 

Triethylammonium formate is another reducing agent for q, /3-unsaturated carbonyl compounds. Pd on carbon is better catalyst than Pd-phosphine complex, and citral (49) is reduced to citronellal (50) smoothly[55]. However, the trisubstituted butenolide 60 is reduced to the saturated lactone with potassium formate using Pd(OAc)2. Triethylammonium formate is not effective. Enones are also reduced with potassium formate[56]. Sodium hypophosphite (61) is used for the reduction of double bonds catalyzed by Pd on charcoal[57]. 

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). 

Calcium metal is an excellent reducing agent for production of the less common metals because of the large free energy of formation of its oxides and hahdes. The following metals have been prepared by the reduction of their oxides or fluorides with calcium hafnium (22), plutonium (23), scandium (24), thorium (25), tungsten (26), uranium (27,28), vanadium (29), yttrium (30), zirconium (22,31), and most of the rare-earth metals (32). 

Reductions of unsaturated ketones and a-acetoxy ketones usually are effected with an excess of reducing agent. For optimum yields of saturated ketones, the intermediate enolate salt obviously must not become protonated while... 

Analogous to DPNH (144-146), 1,4-dihydropyridines (147) act as reducing agents. For instance, the conversion of aromatic nitro compounds to amines (148) and reduction of enones to ketones (749) has been achieved. 

Although estrone and estradiol (26) have both been isolated from human urine, it has recently been shown that it is the latter that is the active compound that binds to the so-called estrogen receptor protein. Reduction of estrone with any of a large number of reducing agents (for example, any of the complex metal hydrides) leads cleanly to estradiol. This high degree of stereoselectivity to afford the product of attack at the alpha side of the molecule is characteristic of many reactions of steroids. 

For a table of oxidation and reduction reactions, and the oxidizing and reducing agents for each, see Hudlicky, M. J. Chem. Educ., 1977, 54, 100. 

The search for solvents led to the discovery that sodium borohydride is an excellent reducing agent for aldehydes and ketones. The search for catalysts to enhance the reducing power of sodium borohydride led to an anomalous result in the reduction of ethyl oleate. Investigation of this anomalous result led to the discovery of hydroboration. 

One of the most common chemical reducing agents for metallurgy is coke, a form of carbon made by heating coal at high temperature until all of the volatile impurities have been removed. Metals whose cations have moderately negative reduction potentials—Co, Ni, Fe, and Zn—are reduced by coke. For example, direct reaction with coke in a furnace frees nickel from its oxide NiO(.j) + C( ) Ni(/) -F CO(g)... 

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