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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 ...
Sodium borohydride can, under some circumstances, be used for ester reduction, especially with additives. [ 1 ] Forming aldehydes from carboxylic acid derivatives is challenging because weaker reducing agents (NaBH 4 ) are often very slow at reducing esters and carboxylic acids, whereas stronger reducing agents (LiAlH 4 ) immediately reduce the ...
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.
α,β-Unsaturated nitro compounds can be reduced to saturated amines by: Catalytic hydrogenation over palladium-on-carbon; Iron metal; Lithium aluminium hydride [27] (Note: Hydroxylamines and oximes are typical impurities.) Lithium borohydride or sodium borohydride and trimethylsilyl chloride [28] Red-Al [29]
Alkyl boron compounds are in general stable, though easily oxidized. Boron often forms electron-deficient compounds without a full octet, such as the triorganoboranes. These compounds are strong electrophiles, but typically too sterically hindered to dimerize. Electron donation from vinyl and aryl groups can lend the C-B bond some double bond ...
Ball-and-stick model of the tetrahydroborate anion, [BH 4] −. Borohydride refers to the anion [B H 4] −, which is also called tetrahydridoborate, and its salts. [1] Borohydride or hydroborate is also the term used for compounds containing [BH 4−n X n] −, where n is an integer from 0 to 3, for example cyanoborohydride or cyanotrihydroborate [BH 3 (CN)] − and triethylborohydride or ...
Lithium aluminium hydride also reduces alkyl halides to alkanes. [36] [37] Alkyl iodides react the fastest, followed by alkyl bromides and then alkyl chlorides. Primary halides are the most reactive followed by secondary halides. Tertiary halides react only in certain cases. [38] Lithium aluminium hydride does not reduce simple alkenes or arenes.
Lithium borohydride (LiBH 4) is a borohydride and known in organic synthesis as a reducing agent for esters.Although less common than the related sodium borohydride, the lithium salt offers some advantages, being a stronger reducing agent and highly soluble in ethers, whilst remaining safer to handle than lithium aluminium hydride.