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19.3: Review of Ketone and Aldehyde Synthesis

  • Page ID
    45592
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    So far this text has discussed aldehyde and ketone synthesis from the ozolysis of alkenes, hydration of alkynes, oxidation of alcohols, and Friedel-Crafts acylation of benzene rings.

    Alkenes can be cleaved using ozone (O3) to form aldehydes and/or ketones

    10.jpg

    Hydration of an alkyne to form aldehydes

    Anti-Markovnikov addition of a hydroxyl group to an alkyne forms an aldehyde. The addition of a hydroxyl group to an alkyne causes tautomerization which subsequently forms a carbonyl.

    2.jpg

    Hydration of an alkyne to form ketones

    The addition of a hydroxyl group to an alkyne causes tautomerization which subsequently forms a carbonyl. Markovnikov addition of a hydroxyl group to an alkyne forms a ketone.

    7.jpg

    Oxidation of 1o alcohols with PCC to form aldehydes

    1a.jpg

    Oxidation of 2o alcohols to form ketones

    Typically uses Jones reagent (CrO3 in H2SO4) but many other reagents can be used

    6.jpg

    Friedel-Crafts acylation to form a ketone

    8.jpg

    Exercise

    2. Specify the reagents to complete the reaction map below.

    ch 19 sect 3 exercise smaller.png

    Answer

    2.

    ch 19 sect 3 exercise solution.png

    Contributors and Attributions


    19.3: Review of Ketone and Aldehyde Synthesis is shared under a CC BY-NC-SA 4.0 license and was authored, remixed, and/or curated by LibreTexts.

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