Timeline for Conversion of cyclohepta-1,3-diene to cyclohepta-1,3,5-triene
Current License: CC BY-SA 4.0
9 events
| when toggle format | what | by | license | comment | |
|---|---|---|---|---|---|
| Jan 2, 2022 at 2:22 | vote | accept | Tan Yong Boon | ||
| Dec 30, 2021 at 3:26 | answer | added | Tan Yong Boon | timeline score: 3 | |
| Dec 29, 2021 at 22:03 | comment | added | Waylander | @M.L Interesting! That is some very old work, I wonder how they are sure they have one di-bromoproduct and not a mixture? | |
| Dec 29, 2021 at 19:10 | comment | added | M.L | I think the answer is here: synarchive.com/syn/303. The reagents are slightly different though and I am not sure how at -5°C, there is a 82% yield of the 1,4 adduct because the 1,2 adduct is usually favoured at lower temperatures I believe. | |
| Dec 29, 2021 at 17:56 | comment | added | Waylander | @Mithoron I could not find an example of the bromination of cyclohepta-1,3-diene but the related case of buta-1,3-diene gives a 1:1 mixture of 1,2 and 1,4-bromination see this SE answer chemistry.stackexchange.com/questions/118945/… and chem.libretexts.org/Courses/Purdue/… | |
| Dec 29, 2021 at 16:40 | comment | added | Mithoron | Yep, pretty simple, but it may be a bit tricky to get it to add bromine selectively in 1,4 manner. | |
| Dec 29, 2021 at 15:15 | comment | added | Tan Yong Boon | @Mithoron 1,4 addition to the diene and then elimination to form the two bonds? Did I get your right? | |
| Dec 29, 2021 at 15:05 | comment | added | Mithoron | It's probably 1,4-addition and later elimination creating two bonds. | |
| Dec 29, 2021 at 14:22 | history | asked | Tan Yong Boon | CC BY-SA 4.0 |