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    Esters and Aldehydes

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    (1) Provide a detailed mechanism for reaction 1 and explain why it takes place.
    (2) Draw the structure of a reducing agent capable of converting an ester to the corresponding aldehyde. Explain in some detail how this reaction works.

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    Solution Preview

    1st Question :
    - Amides, RCONR'2, can be reduced to the amine, RCH2NR'2 by conversion of the C=O to -CH2-
    - Amides can be reduced by LiAlH4 (Reducing agent)
    - Typical reagents: LiAlH4 / ether solvent followed by aqueous work-up.
    - Note that this reaction ...

    Solution Summary

    For both (1) and (2) the solution illustrates the mechanism by which the reactions take place.