How does 1,4 H elimination work in butene?

  • Thread starter Thread starter dRic2
  • Start date Start date
Click For Summary
SUMMARY

1,4-H elimination in butene, specifically from 2-cis-butene to 1,3-butadiene, is a pericyclic reaction that resembles a retro-Diels-Alder process. This reaction is characterized as unimolecular and symmetry-forbidden, indicating that it does not require a radical species or a catalyst for its occurrence. The discussion highlights the importance of understanding the mechanistic details of this elimination process to grasp its implications in organic chemistry.

PREREQUISITES
  • Understanding of pericyclic reactions
  • Familiarity with retro-Diels-Alder mechanisms
  • Knowledge of unimolecular reaction kinetics
  • Basic principles of symmetry in molecular orbitals
NEXT STEPS
  • Research the mechanisms of pericyclic reactions in organic chemistry
  • Explore the retro-Diels-Alder reaction in detail
  • Study unimolecular reaction kinetics and their implications
  • Investigate symmetry-forbidden reactions and their characteristics
USEFUL FOR

Chemistry students, organic chemists, and researchers interested in reaction mechanisms and the study of elimination processes in hydrocarbons.

dRic2
Gold Member
Messages
887
Reaction score
225
Hi, I've read that 2-cis-butene gives 1,3-butadiene by "1,4-H elimination". I don't really understand what kind of reaction it is. Does it involve the presence of a radical specie or is it an "auto-elimination"? How does it work?

Thanks !EDIT: How can I change the title to "1,4 H elimination in butene" ?
 
Chemistry news on Phys.org
Conventional wisdom (I.e., my intuition) leads me to believe that—at least in its uncatalyzed incarnation—it’s a pericyclic reaction similar to a retro-Diels Alder. I can’t see the full paper here right at the moment:
https://onlinelibrary.wiley.com/doi/abs/10.1002/kin.550050608
but the words “unimolecular” and “symmetry-forbidden” lead me to believe my intuition is right.
 
  • Like
Likes dRic2
I can't read the full paper, but thanks for the link and the suggestions! :)
 
I came.across a headline and read some of the article, so I was curious. Scientists discover that gold is a 'reactive metal' by accidentally creating a new material in the lab https://www.earth.com/news/discovery-that-gold-is-reactive-metal-by-creating-gold-hydride-in-lab-experiment/ From SLAC - A SLAC team unexpectedly formed gold hydride in an experiment that could pave the way for studying materials under extreme conditions like those found inside certain planets and stars undergoing...

Similar threads

  • · Replies 1 ·
Replies
1
Views
2K
Replies
2
Views
3K
  • · Replies 0 ·
Replies
0
Views
3K
  • · Replies 5 ·
Replies
5
Views
2K
  • · Replies 9 ·
Replies
9
Views
3K
  • · Replies 165 ·
6
Replies
165
Views
10K
  • · Replies 1 ·
Replies
1
Views
2K
Replies
3
Views
5K
  • · Replies 11 ·
Replies
11
Views
4K
Replies
5
Views
2K