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Chapter 6 Solutions

  • Page ID
    1121
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    In-chapter exercises

    E6.1:

    image312.png

    E6.2:

    image314.png

    E6.3

    image316.png

    End-of-chapter problems

    P6.1:

    Left side: the nucleophile is an amine, the electrophile is the methyl carbon, and the leaving group is a sulfide.

    Right side: The nucleophile is a thiolate ion, the electrophile is the carbon atom of an alkyl diphosphate, and diphosphate is the leaving group.

    P6.2:

    a)

    image318.png

    b) In step 1, the nucleophile is the hydroxide oxygen, and the electrophile is the carbonyl carbon of the thioester.

    P6.3:

    a)

    image320.png

    b)

    image322.png

    c)

    image324.png

    d)

    image326.png

    e)

    image328.png

    f) Bold dots show the two carbons that form a new bond in this reaction step.

    image330.png

    P6.4:

    The C to D step has the highest activation energy, and thus is the slowest, rate-determining step.

    P6.5:

    image332.png

    Contributors

    • Organic Chemistry With a Biological Emphasis, Tim Soderberg (University of Minnesota, Morris)

    This page titled Chapter 6 Solutions is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by via source content that was edited to the style and standards of the LibreTexts platform; a detailed edit history is available upon request.


    This page titled Chapter 6 Solutions is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by Tim Soderberg via source content that was edited to the style and standards of the LibreTexts platform; a detailed edit history is available upon request.