Solving a Puzzling Chemistry Problem: What Went Wrong?

  • Thread starter Thread starter vipertongn
  • Start date Start date
  • Tags Tags
    Chemistry
Join the discussion
Registration is free. Ask a follow-up in this thread, or start your own.
1 reply · 2K views
vipertongn
Messages
97
Reaction score
0

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...
 
Physics news on Phys.org
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...