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Sodium borohydride, also known as sodium tetrahydridoborate and sodium tetrahydroborate, [5] is an inorganic compound with the formula Na B H 4 (sometimes written as Na[BH 4]). It is a white crystalline solid, usually encountered as an aqueous basic solution. Sodium borohydride is a reducing agent that finds application in papermaking and dye ...
Since sodium cyanoborohydride is a mild reducing agent, it gives good chemoselectivity for reaction with certain functional groups in the presence of others. For example, sodium cyanoborohydride is generally incapable of reducing amides, ethers, esters and lactones, nitriles, or epoxides. [8]
Useful reagents for this reaction include formic acid with a hydrogenation catalysis [12] or metal hydrides, which are used to add one mol of hydrogen to the nitrile. For example, sodium borohydride reduces nitriles in alcoholic solvents with a CoCl 2 catalyst or Raney nickel .
At low pH values, it efficiently reduces aldehydes and ketones. [7] As the pH increases, the reduction rate slows and instead, the imine intermediate becomes preferential for reduction. [ 7 ] For this reason, NaBH 3 CN is an ideal reducing agent for one-pot direct reductive amination reactions that don't isolate the intermediate imine.
Sodium borohydride and lithium aluminium hydride are commonly used for the reduction of organic compounds. [ 3 ] [ 4 ] These two reagents are on the extremes of reactivity—whereas lithium aluminium hydride reacts with nearly all reducible functional groups, sodium borohydride reacts with a much more limited range of functional groups .
Sodium borohydride (Na BH 4) Ferrous compounds that contain the Fe 2+ ion, such as iron(II) sulfate; Stannous compounds that contain the Sn 2+ ion, such as tin(II) chloride; Sulfur dioxide (sometimes also used as an oxidizing agent), Sulfite compounds; Dithionates, e.g. Na 2 S 2 O 6; Thiosulfates, e.g. Na 2 S 2 O 3 (mainly in analytical ...
In aqueous solutions, redox potential is a measure of the tendency of the solution to either gain or lose electrons in a reaction. A solution with a higher (more positive) reduction potential than some other molecule will have a tendency to gain electrons from this molecule (i.e. to be reduced by oxidizing this other molecule) and a solution with a lower (more negative) reduction potential ...
BMS is commercially available at much higher concentrations than its tetrahydrofuran counterpart (10 M) and does not require sodium borohydride as a stabilizer, which could result in undesired side reactions. [2] In contrast, BH 3 ·THF requires sodium borohydride to inhibit reduction of THF to tributyl borate (B(OCH 2 CH 2 CH 2 CH 3) 3). [2]