Mechanism Monday #10: Ring Opening and Ring Closing!
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- Опубликовано: 20 янв 2025
- In the 10th episode of Mechanism Monday, we'll break down complex organic chemistry reactions into easy-to-understand mechanisms. Each week, you'll get a detailed walk through of a different chemical transformation, complete with step-by-step guidance and practical tips.
In This Video:
Introduction to the Mechanism Monday series
Explanation of the importance of understanding reaction mechanisms
Detailed breakdown of a key organic chemistry reaction
Tips for mastering electron-pushing arrow notation
Common pitfalls and how to avoid them
Why Watch This Series?
Expert Insights: Learn from experienced chemistry educators.
Simplified Concepts: Complex reactions made easy with clear explanations.
Interactive Learning: Engage with practice problems and community discussions.
Consistent Updates: New mechanisms and problems every Monday at 9 AM EST.
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Impressive reaction ! Can't wait to see the next one !
Thanks! This one was a bit more advanced than usual but I really liked the carbene reactivity! Thanks for always tuning in and commenting!
I knew it was something about a carbene and a leaving chloride, but the exact mechanism was more complex for me, so I find it very cool. About the next week's exercise, the base forms a carbanion in the acid alpha position to the sulfone, which attacks the secondary position of the epoxide to create the macrocycle. The alcoxide then turns to the ketone, breaking the C-C bond and forming a carbanion in beta position to the sulfone, which leads to the olefination, with loss of a sulfonyl anion 😄
Crushed it for next week. For this week, it was very advanced so totally understandable. I probably would not have predicted this mechanism and in fact, neither did the authors of the original publication, which is why DFT calculations were so useful in elucidating the mechanism. Wild stuff
Great content man!
Thanks, Diego! I appreciate you!
it's an interesting mechanism, thanks for your efforts
Thank you for checking it out!
Sir
Can you please guide what is the driving force of release of nitrogen
And role of Na2CO3
Dinitrogen (N2) is a highly stable gas which will tend to bubble out of the solution phase into the surrounding environment. This "automatic" removal of a product drives the reaction forward by Le Chatelier's principle.
Sodium carbonate is a base that removes one equivalent of HCl from the intermediate, aromatizing it to the pyrimidine final product.