Carboxylic Acid Derivatives

By James Ashenhurst

Summary Sheet #7 – 21 Carbonyl Mechanisms on 1 page

Last updated: May 24th, 2021 |

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)

21 Mechanisms On One Page


Comment section

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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