Decarboxylation Explained, Reaction and Mechanism

[@PunmasterSTP]

1,3-dicarbonyl? More like "Wonderful videos, and since they're free it's a steal!" This stuff will also never stop being COOl 👍

[@myatminsoe9282]

Thank you for helping me out with this mechanisms.

[@nandanabalakrishnan7888]

Well explained thank u sir🙂

[@miramsl8795]

thank you 😊

[@sabidahsansami6603]

Thank you very much!!!!!

[@MayankTKD_]

Explained very well ❤❤

[@macmackay2179]

can NaOH act as a base and a nucleophile, in the first problem how do we know it doesn't take a hydrogen but instead acts as a nucleophile?

[@jOeCHEM]

Hey, Mac! That's a good question. I agree that this first question I've posed is a bit multi-faceted, but all that is really happening here is Saponification, and addition-elimination mechanism where the -OR group of the ester is kicked off in favor of creating a carboxlic acid/caboxylate. Then, with the H2SO4, H20, and heat (delta) step, that signals that a decarboxylation is going to happen. But, to answer your question: does an acid base reaction between the alpha hydrogen in between the carbonyls and hydroxide happen? It probably does; however, with the reagents posed here, when you see Acid + Heat and you have a 1,3 dicarbonyl situation (where one of those carbonyls is a carboxylic acid), that's your signal that a decarboxylation is going to happen. So that being your second step helps inform you that the first step is a saponification to transform your ester into a carboxylic acid/carboxylate to then in turn perform the decarboxylation. Let me know if that helps or not, and thanks for watching!

[@macmackay2179]

@@jOeCHEM thank you! love your videos, they help a lot

[@jOeCHEM]

@@macmackay2179 I really appreciate that Mac! If you're looking for additional/guided practice, check out the videos on my actual website (same videos on my YT channel), but there you'll find linked worksheets + written solutions paired with a video explanation of the worksheet solutions.

[@LeylaIbrahimlichem]

Thanks bro

[@jOeCHEM]

Yw bro