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Reduction using NaBH4

Sodium borohydride (NaBH4) is a weak reducing agent and therefore only reacts with aldehydes and ketones. A reduction reaction leads to less bonds to an oxygen atoms and more bonds to hydrogen atoms.

  • Reduction of an aldehyde gives a primary alcohol.
  • Reduction of a ketone gives a secondary alcohol.


Image illustrating Reduction using NaBH4



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Reduction using LiAlH4

Lithium aluminum hydride (LiAlH4) is a strong reducing agent and therefore only reacts with all carbonyls. A reduction reaction leads to less bonds to an oxgyen atoms and more bonds to hydrogen atoms.

  • Reduction of an aldehyde gives a primary alcohol.
  • Reduction of a ketone gives a secondary alcohol.
  • Reduction of esters and acids gives a primary alcohol.
  • Reduction of amides gives amines.


Image illustrating Reduction using LiAlH4





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Example: Reduction Reactions


Fill in the blanks for the following reduction reactions. In some cases, multiple reaction steps may be necessary.


Image illustrating Example: Reduction Reactions



Image illustrating Example: Reduction Reactions


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Example: Reduction Reactions


Predict the product(s) of the following reduction reaction. Is the product optically active?


Image illustrating Example: Reductions Reactions



Image illustrating Example: Reductions Reactions