Timeline for Why are two three-membered rings preferred to a single five-membered ring in the reaction of a dihalide with alcoholic KOH?
Current License: CC BY-SA 4.0
21 events
| when toggle format | what | by | license | comment | |
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| Jan 28, 2021 at 21:03 | history | bumped | CommunityBot | This question has answers that may be good or bad; the system has marked it active so that they can be reviewed. | |
| Dec 29, 2020 at 18:50 | answer | added | Olion | timeline score: 1 | |
| Dec 29, 2020 at 18:00 | history | bumped | CommunityBot | This question has answers that may be good or bad; the system has marked it active so that they can be reviewed. | |
| Aug 31, 2020 at 17:02 | history | bumped | CommunityBot | This question has answers that may be good or bad; the system has marked it active so that they can be reviewed. | |
| Aug 7, 2020 at 20:21 | comment | added | Andrew Kovács | Some weight for kinetic control: en.m.wikipedia.org/wiki/Vinylcyclopropane_rearrangement | |
| Aug 1, 2020 at 16:33 | answer | added | Solid - NMR | timeline score: 1 | |
| Aug 1, 2020 at 14:05 | history | bumped | CommunityBot | This question has answers that may be good or bad; the system has marked it active so that they can be reviewed. | |
| Jul 2, 2020 at 12:53 | answer | added | Oscar Lanzi | timeline score: 0 | |
| Aug 15, 2019 at 16:22 | history | edited | andselisk♦ | CC BY-SA 4.0 |
Redrawn structures with chemfig (uniform font size, geometry and scaling)
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| Jul 16, 2018 at 13:20 | comment | added | Dennis Cao | @abcd but this isn't an acid-catalyzed reaction... | |
| Jul 14, 2018 at 18:35 | comment | added | Archer | "Acid catalyzed elimination/rearrangement reaction is a thermodynamic condition. The stability of product is more important than the stability of intermediate." | |
| Jul 14, 2018 at 18:34 | comment | added | Archer | @DennisCao See this answer: chemistry.stackexchange.com/a/32827/51553 | |
| Jul 14, 2018 at 18:33 | comment | added | Archer | @DennisCao But in such reactions thermodynamic product takes the lead right? | |
| Jul 14, 2018 at 18:25 | comment | added | Dennis Cao | @Abcd hmm I doubt that would be significant enough, and we should be thinking about the transition state stability not the product stability | |
| Jul 14, 2018 at 18:23 | comment | added | Archer | @DennisCao Is it possible that the carbonyl carbon here conjugates with the cyclopropyl rings and that conjugation leads to stability which makes it the thermodynamic product? | |
| Jun 26, 2018 at 15:55 | comment | added | Dennis Cao | @Mithoron the answer is not wrong, the dicyclopropylketone can be isolated in ~55% yields: orgsyn.org/demo.aspx?prep=CV4P0278 | |
| Jun 26, 2018 at 6:29 | comment | added | Avyansh Katiyar | Carbanions are very unstable species I think the product will be kinetically controlled. | |
| Jun 26, 2018 at 2:53 | history | edited | Gaurang Tandon | CC BY-SA 4.0 |
specific title; add alt text; \text(mathjax)=>plain text; tags
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| Jun 26, 2018 at 0:40 | history | tweeted | twitter.com/StackChemistry/status/1011408934555570176 | ||
| Jun 26, 2018 at 0:38 | comment | added | Dennis Cao | Entropy requirements for the transition states maybe? 5-Chloro-2-pentanone also forms the cyclopropane under these conditions: orgsyn.org/demo.aspx?prep=cv4p0597 | |
| Jun 25, 2018 at 23:21 | history | asked | Archer | CC BY-SA 4.0 |