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Chemistry LibreTexts

21.12: Addition of 2° Amines

  • Page ID
    28285
  • Introduction

    Most aldehydes and ketones react with 2º-amines to give products known as enamines. It should be noted that, like acetal formation, these are acid-catalyzed reversible reactions in which water is lost. Consequently, enamines are easily converted back to their carbonyl precursors by acid-catalyzed hydrolysis.

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    Example


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    Mechanism

    1) Nuleophilic attack

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    2) Proton transfer

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    3) Protonation of OH

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    4) Removal of water

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    5) Deprotonation

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    Reversibility of Enamines

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    Example

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    Problems

    1) Please draw the products for the following reactions.

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    2) Please give the structure of the reactant needed to product the following product

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    Answers

    1)

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    2)

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