The Michael Addition + 1,4 Additions with Soft Nucleophiles

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Description

https://joechem.io/videos/43 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we look at a functional group called enones--or alpha, beta unsaturated ketones--and how they are prime candidates to be attacked by nucleophiles in a 1,4 fashion, as opposed to the 1,2 way we're used to. We will specifically look at the Michael Addition, which is when an enolate nucleophile attacks an enone. However, you can attack enones in a 1,4 fashion with any "soft" nucleophile, and we'll see an example of that by attacking an enone with a cuprate nucleophile.


Comments:


  • Sharon • 3 years ago
    Hi Joe! Hope you're doing well! For the very last problem, around 15:50, isn't there supposed to be an H+ as the second step or am I not doing something correctly? Btw, thank you so much for making these videos and practice problems, they've already helped me so much to understand chemistry, don't know where I would be without your videos!!! :)

    REPLY
    • Joe Del Nano • 3 years ago
      Hi Sharon! So, if not specified, you can assume there's going to be some source of H+ in solution to help the enolate tautomer back to the ketone form (most likely H2O). I didn't specify it over the arrow as a reagent, so if it's omitted don't worry--it won't prevent you from forming the 1,4 addition product. Let me know if that makes sense or not, and thank YOU for watching!

      REPLY