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18.3: Review of Ketone and Aldehyde Synthesis

  • Page ID
    183092
  • 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

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    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.

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    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.

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    Oxidation of 1o alcohols with PCC to form aldehydes

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    Oxidation of 2o alcohols to form ketones

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

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    Friedel-Crafts acylation to form a ketone

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    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

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