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    Organic Reactions and Mechanisms

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    I am totally confused on the topic of matching mechanistic class. Can you help me with an explanation, answering the attached problem below. This would be greatly appreciated.

    Thank you.

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    Solution Preview

    Please see the attachment(s) for two handwritten sets of diagrams and the diagrams for the answers to the problem.

    a) This is just an example of nucleophilic substitution. Show with arrows the conjugated electron pull towards carbonyl oxygen in 2-cyclohexenone, making C-3 electron deficient, where the nucleophile will attack.
    [Diagram in attachment "Answer to Matching Mechanistic Class"]

    b) This is a case of Schmidt rearrangement. The mechanism is as follows:
    In the reaction mechanism for the ketone Schmidt reaction, the carbonyl group is activated by protonation for nucleophilic addition by the azide, forming intermediate 3, which loses water in an elimination reaction to temporary imine 4, over which one of the alkyl groups migrates from carbon to nitrogen with loss of ...

    Solution Summary

    This solution contains all necessary steps in details to solve a bunch of organic chemistry problems and reaction mechanism.