High Quality Content by WIKIPEDIA articles! Sodium cyanoborohydride is the inorganic compound with the formula NaBH3(CN). This colourless salt is widely used in organic synthesis for the reduction of imines. The reagent may be prepared, either by treating sodium cyanide with borane, or by reacting sodium borohydride with mercury(II) cyanide. Owing to the presence of the electron-withdrawing cyanide substituent, [B(CN)H3]? is far less nucleophilic than is [BH4]?, as found in sodium borohydride. Sodium cyanoborohydride is a mild reducing agent that converts imines to amines. It can be used to exchange the oxygen for an amine group on the carbonyl carbon of aldehydes or ketones when reacted with ammonia or a primary amine.

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