April 26, 2024, 11:27:15 PM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Mechanism Trouble  (Read 3320 times)

0 Members and 1 Guest are viewing this topic.

Offline Cheemistree8889

  • Regular Member
  • ***
  • Posts: 34
  • Mole Snacks: +1/-0
  • Gender: Male
Mechanism Trouble
« on: April 22, 2007, 06:22:19 PM »
Well here it is...I know it's not right.  My problem is the 2nd to last step, i know I cannot form an epoxide like that... any ideas?  It's also done really fast in chemdraw so i would normally shw nonboding electrons and such.
Logged

Offline PRIYA1022

  • Regular Member
  • ***
  • Posts: 61
  • Mole Snacks: +5/-2
Re: Mechanism Trouble
« Reply #1 on: April 22, 2007, 06:43:22 PM »
your epoxide looks highly strained....Is that reaction given to you?
Logged

Offline PRIYA1022

  • Regular Member
  • ***
  • Posts: 61
  • Mole Snacks: +5/-2
Re: Mechanism Trouble
« Reply #2 on: April 22, 2007, 06:57:18 PM »
Hold on...You have a seven membered ring after the carbocation rearrangement.So I think your mechanism is quite reasonable
Logged

Offline miraculix

  • Regular Member
  • ***
  • Posts: 13
  • Mole Snacks: +1/-0
  • Gender: Male
Re: Mechanism Trouble
« Reply #3 on: April 23, 2007, 03:37:25 PM »
As  PRIYA already said, it looks quite okay.
But, I can't see any epoxides somewhere. You're forming a tetrahydrofurane (an epoxide is an three-membered oxygen containing ring. The four-membered analogue is called oxetane). This reaction shouldn't be problematic, eventhough you have many fused rings.


cheers

miraculix
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links