Timeline for Why doesn't self condensation occur in acetoacetic ester synthesis
Current License: CC BY-SA 4.0
9 events
| when toggle format | what | by | license | comment | |
|---|---|---|---|---|---|
| Jan 28, 2019 at 16:55 | vote | accept | Shivansh J | ||
| Jan 27, 2019 at 23:10 | answer | added | Tan Yong Boon | timeline score: 6 | |
| Jan 27, 2019 at 19:15 | review | Close votes | |||
| Jan 28, 2019 at 8:14 | |||||
| Jan 27, 2019 at 18:49 | comment | added | user55119 | I disagree. Addition of what to ketones? Grignard reagents? Stobbe condensation? Wittig reaction? | |
| Jan 27, 2019 at 18:41 | comment | added | Shivansh J | @user55119 But I've learned that addition to ketones would require special conditions (i.e addition to ketones is mostly unfavourable due to steric hinderence). | |
| Jan 27, 2019 at 17:27 | comment | added | user55119 | If the addition occurred at all AAE anion would prefer the ketone, a reaction that forms an intermediate alkoxide, whose conjugate acid has pKa ~15-18. The pKa of AAE is ~11. Seems to be an uphill battle. | |
| Jan 27, 2019 at 17:19 | comment | added | Shivansh J | Can you tell me the reason, please? | |
| Jan 27, 2019 at 17:09 | comment | added | user55119 | Doesn't happen. You just get proton exchange. | |
| Jan 27, 2019 at 16:45 | history | asked | Shivansh J | CC BY-SA 4.0 |