Reduction

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Last updated 1:08 AM on 9/29/26
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7 Terms

1
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What happens during a reaction with Lithium AluminumHydride (LiAlH4)?

  • Reduction of polarized functional groups

    • Ketone, aldehyde, carboxylic acid, ester, etc. —> alcohol


2
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What happens during a reaction with Lithium Alkoxaluminate (LTEAH)?

  • Nitriles + amides —> aldehydes

  • Aldehydes, ketones, acid chlorides —> alcohols


3
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What happens during a reaction with Sodium bis-(2-Methoxyethoxy)aluminum Hydride (Red-Al)?

  • Reduction of polarized functional groups

    • Ketone, aldehyde, carboxylic acid, ester, etc. —> alcohol

  • C-X bond —> H

  • + CuBr: alkene (alpha-beta) —> alkane


4
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What happens during a reaction with Sodium borohydride (NaBH4)?

  • Aldehydes + ketones —> alcohols

  • Acid chlorides, anhydrides, imines —> alcohols (but slow)


5
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What happens in a reaction with Zinc borohydride (Zn(BH4)2)?

  • Selective reduction of aldehydes + ketones —> alcohols


6
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What happens in a reaction with Sodium Triacetoxyborohydride (NaBH(OAc)3)?

  • Aldehydes —> alcohols


7
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What happens in a reaction with Sodium Cyanoborohydride (NaCNBH3)?

  • Aldehydes + ketones —> alcohol (when pH < 4)

  • Iminium ions —> amines (neutral conditions)