Solving a Puzzling Chemistry Problem: What Went Wrong?

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SUMMARY

The discussion focuses on a chemistry mechanism involving the movement of an etherial oxygen atom during a reaction, resulting in the formation of a six-membered ring instead of a five-membered one. Participants emphasize the importance of using a catalyst in the initial step to facilitate the reaction. They suggest experimenting with proton addition at various positions to determine the optimal pathway for product formation. The conversation highlights the complexity of reaction mechanisms and the necessity of understanding molecular transformations.

PREREQUISITES
  • Understanding of organic chemistry reaction mechanisms
  • Familiarity with ether and hydroxide transformations
  • Knowledge of catalyst roles in chemical reactions
  • Basic skills in drawing and interpreting chemical structures
NEXT STEPS
  • Research the role of catalysts in organic reactions
  • Study the mechanisms of ether cleavage and hydroxide formation
  • Learn about six-membered ring formation in organic chemistry
  • Explore protonation strategies in reaction pathways
USEFUL FOR

Chemistry students, organic chemists, and anyone interested in understanding complex reaction mechanisms and molecular transformations.

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Homework Statement



2rr4dbp.jpg


Homework Equations





The Attempt at a Solution

This isn't really a homework problem but i'd like to know how to run this mechanism. I have no idea how one oxygen ended up leaving. I can make it so then the ring is broken apart and like turn the oxygen into a hydroxide...from then on out I'm confused as to wat to do...
 
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vipertongn said:

Homework Statement



2rr4dbp.jpg


Homework Equations





The Attempt at a Solution

This isn't really a homework problem but i'd like to know how to run this mechanism. I have no idea how one oxygen ended up leaving. I can make it so then the ring is broken apart and like turn the oxygen into a hydroxide...from then on out I'm confused as to wat to do...

You haven't lost oxygen. You have moved the etherial oxygen to a different carbon. This gives you a six-member ring instead of a 5-member one.

I find it useful to use the catalyst in the first step. Where would you add that proton so that it would give you a product? Do all three postitions and see where it leads...
 

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