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Chapter 6 Solutions

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    1121

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    In-chapter exercises

    E6.1:

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    E6.2:

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    E6.3

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    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)

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

    P6.3:

    a)

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    b)

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    c)

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    d)

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    e)

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

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    P6.4:

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

    P6.5:

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    Contributors

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