When compared to sodium borohydride, sodium cyanoborohydride is a(n) Choose your answer here selective hydride-reducing reagent.
Question
When compared to sodium borohydride, sodium cyanoborohydride is a(n) ___ selective hydride-reducing reagent.
Solution
When compared to sodium borohydride, sodium cyanoborohydride is a more selective hydride-reducing reagent.
Here's why:
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Sodium borohydride (NaBH4) is a strong reducing agent that rapidly reduces aldehydes and ketones to alcohols. It is less selective and can reduce a wide range of functional groups.
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Sodium cyanoborohydride (NaBH3CN), on the other hand, is a mild reducing agent. It is more selective because it only reduces imines and reductive aminations.
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The presence of the cyanide group in sodium cyanoborohydride slows down the rate of hydride transfer, making it more selective.
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This selectivity is useful in organic synthesis where you want to reduce one functional group without affecting others.
So, sodium cyanoborohydride is a more selective hydride-reducing reagent compared to sodium borohydride.
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