September 24, 2024, 03:22:16 AM
Forum Rules: Read This Before Posting


Topic: Acrolein Oligomers  (Read 1689 times)

0 Members and 1 Guest are viewing this topic.

Offline AlphaScent

  • Full Member
  • ****
  • Posts: 638
  • Mole Snacks: +24/-7
  • Gender: Male
Acrolein Oligomers
« on: May 18, 2012, 03:10:11 PM »
Today at work I did a reaction between THP protected 5-hexyn-1ol and acrolein.  The main product is an enyn alcohol (allylic and propargyllic in nature).  My question is what is the most efficient method for removing the acrolein that has polymerized.  Precipitate in methanol?? Any suggestions would be great. 
If you're not part of the solution, then you're part of the precipitate

Offline AlphaScent

  • Full Member
  • ****
  • Posts: 638
  • Mole Snacks: +24/-7
  • Gender: Male
Re: Acrolein Oligomers
« Reply #1 on: May 18, 2012, 03:27:12 PM »
Kind of a difficult question. Should have included that the base used is nBuLi and the quench is to pour the mixture into an ice water slurry.  Most of the acrolein will polymerize quite fast in water and precipitates out.  Acrolein will polymerize if left at RT as well, so I am wondering if expediting the process with a gentle heating may do the trick with vigorous stirring.  Though I dont want entrapment to happen with my compound.  But may be worth it to get the small oligomers out.  The last time I did this reaction, after the work up I distilled and the pot got very viscous.....what yall think I should do??
If you're not part of the solution, then you're part of the precipitate

Sponsored Links