December 23, 2024, 12:18:10 PM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: isomerization of fat under basic conditions  (Read 4865 times)

0 Members and 1 Guest are viewing this topic.

briteyellowness

  • Guest
isomerization of fat under basic conditions
« on: August 14, 2005, 10:49:19 AM »
so, how does this happen?  i've been told that a fatty acid salt can be unsaturated, and then it can isomerize.  but i don't understand how it can isomerize under the conditions: NaOH and temp> 100 C,  thanks!
Logged

Offline movies

  • Organic Minion
  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1973
  • Mole Snacks: +222/-21
  • Gender: Male
  • Better living through chemistry!
Re:isomerization of fat under basic conditions
« Reply #1 on: August 14, 2005, 12:15:50 PM »
What can happen if you deprotonate the allylic carbon in an alkene?  What can the intermediate do before reprotonation?
Logged

briteyellowness

  • Guest
Re:isomerization of fat under basic conditions
« Reply #2 on: August 14, 2005, 03:45:16 PM »
oh, i see, so the double bond can kind of shift over after deprotonation and then its' a different molecule?  the way i was thinking was going from a cis to a trans bond.  is there anyway that is able to happen?
Logged

Offline movies

  • Organic Minion
  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1973
  • Mole Snacks: +222/-21
  • Gender: Male
  • Better living through chemistry!
Re:isomerization of fat under basic conditions
« Reply #3 on: August 14, 2005, 04:55:21 PM »
Yeah, you could get either alkene migration or cis/trans isomerization through essentially the same mechanism.  Whether you get migration or not just depends on which end of the allylic system gets protonated.
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links