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Chemistry LibreTexts

3.18: Additional Problems

  • Page ID
    198189
  • Exercise \(\PageIndex{1}\)

    Synthesize the following compounds starting from acetone.

    clipboard_e28cab3d1855120bd3a1d4e5659567f4d.png

    clipboard_eb6d2d51df74fdd3a33667f675098730e.png

    Answer

    Synthesize CHEM 250 -2.png

    Exercise \(\PageIndex{2}\)

    Researchers are investigating cyclohexenone derivatives as potential inhibitors for esterases. Below is a scheme for the synthesis of several of these derivatives. Fill in the boxes with the appropriate intermediates or reagents.

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    Below is another derivative that they made. Provide a mechanism (make sure to draw arrows) for the following reaction:

    clipboard_e84e9c54e3499834f719d9f7ebdbfaa5b.png

    Answer

    Roadmap-ylids and aldol 2.png

    Exercise \(\PageIndex{3}\)

    Fill in the product or reagent for each of the following transformations. Remember there is always an acidic workup assumed.

    clipboard_e97e414b10b77660903e696a891efd213.png

    Answer

    CO22AAnswers.png

    Exercise \(\PageIndex{4}\)

    Fill in the blanks in the following synthesis. Includes addition to carbonyls (anionic nucleophiles).

    clipboard_ec90af84bee282e8f564449469b50e14c.png

    Answer

    RH Roadmap short-answers.png

    Exercise \(\PageIndex{5}\)

    Fill in the blanks in the following synthesis. Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, ylides).

    Screen Shot 2020-02-11 at 8.19.27 PM.png

    Answer

    AnionCandHRoadmap.png

    Exercise \(\PageIndex{6}\)

    Fill in the blanks in the following synthesis. Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates).

    clipboard_e2b67fbc28e0a73ee6c9afb464f79ff74.png

    clipboard_e7d84147fa9005853c750c96fcb63a352.png

    Answer

    Acutiphycinanswer.png

    Exercise \(\PageIndex{7}\)

    Fill in the blanks in the following synthesis. Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, ylides).

    clipboard_e561bdfe4453a1cb5b95ca271b77723d6.png

    Answer

    bourboneneanswer.png

    Exercise \(\PageIndex{8}\)

    Fill in the blanks in the following synthesis. Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, conjugate additions, carboxyloid substitutions).

    clipboard_e4495f863e3561e90f8ce6a0765a8f8a5.png

    clipboard_e5f25ee6511e6c703a816db1498ba4785.png

    Answer

    OnocerinAnswer.png

    Exercise \(\PageIndex{9}\)

    Fill in the blanks in the following synthesis. Includes addition of nucleophiles to carbonyls (anionic nucleophiles, enolates, conjugate addition).

    clipboard_e54a0453c92f8d88ecd77e973aeb108d5.png

    Answer

    FichteliteAnswer.png