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Carboxylic Acid Derivatives

By James Ashenhurst

Summary Sheet #7 – 21 Carbonyl Mechanisms on 1 page

Last updated: November 12th, 2019 |

If you feel sometimes like mechanisms in carbonyl chemistry keep repeating themselves, you aren’t just imagining things. The fact is that there IS  a lot of repetition.

This has been covered before – the PAPED mechanism is at the core of a lot of important carbonyl reactions, but this time I’ve put a whole bunch of reactions of carbonyl compounds on one page and represented them graphically.

Let me know if you find this useful!

21 Carbonyl Mechanisms On One Page (PDF)

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11 thoughts on “Summary Sheet #7 – 21 Carbonyl Mechanisms on 1 page

      1. think i found another issue in the claisen condensation.
        looks like there are some missing steps. it looks fine, but it is actually a 5 step process i believe. the solvent is left as an ion in this charts case… it should actually steal a hydrogen from the main body for the conjugate base to be satisfied and then the main molecule needs to be protonated via acid. at least it’s what i remember.

        1. Thanks Clayton: technically, that is true: the product B-keto ester quite acidic, and base will deprotonate it to give the enolate, which is its resting state until workup. It was a judgement call as to whether to include that level of detail in the sheet; I chose to try to relate the simplest version, which captures the essential details.

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