Talk:Claisen condensation
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Inaccurate/Oversimplified Mechanism
editThe mechanism image is not quite correct; the product is not protonated until the addition of acid. The product is more acidic than the starting material, so the regenerated alkoxide would deprotonate the product in preference to the starting material. The deprotonation is mechanistically important as it drives the reaction thermodynamically.
Agreed, the mechanism is not correct but it appears that it is taught this way a lot, all of the University/.edu web pages I looked through on a quick google search seemed to teach this oversimplified mechanism. I've found the complete/accurate mechanism in Solomons Organic Chemistry 6th edn from page 860 onwards. Meltyman (talk) 13:37, 14 December 2008 (UTC)
- I think the mechanism of the very similar Aldol condensation gives a good impression how it really works.--Stone (talk) 14:17, 14 December 2008 (UTC)
For anyone who wants to work on it, the mechanism is here. It has the beta-keto ester anion in the second last step, which is then protonated to the neutral molecule. Meltyman (talk) 17:49, 14 December 2008 (UTC)
...The problem was dealt with by the User:Thezookeeper, but then this section was deleted from the talk page which shouldn't be done. I restored this section to the talk page.
Meltyman (talk) 19:08, 21 January 2009 (UTC)
Requires beautification
editThe reaction schemes all have a different font size. It would be nice if they were about the same size. —Preceding unsigned comment added by 137.131.34.24 (talk) 21:34, 18 February 2009 (UTC)
J. G. Schmidt?
editThis reaction is often also credited to a "J. G. Schmidt" (i.e. Claisen-Schmidt reaction). This article makes no mention of this. CrocodilesAreForWimps (talk) 15:31, 16 August 2012 (UTC)
Assessment comment
editThe comment(s) below were originally left at Talk:Claisen condensation/Comments, and are posted here for posterity. Following several discussions in past years, these subpages are now deprecated. The comments may be irrelevant or outdated; if so, please feel free to remove this section.
==Requires beautification==
The reaction schemes all have a different font size. It would be nice if they were about the same size. --137.131.34.24 (talk) 21:32, 18 February 2009 (UTC) |
Last edited at 21:32, 18 February 2009 (UTC). Substituted at 11:49, 29 April 2016 (UTC)
this picture (posted by a user called thezookeeper in 2008) is simply ridiculously wrong
edithttps://en.wikipedia.org/wiki/Claisen_condensation#/media/File:Claisen_condensation_mech.png
This must be deleted ASAP, and must be replaced by the correct picture from the german wikipedia. — Preceding unsigned comment added by 92.249.206.152 (talk) 18:32, 22 May 2022 (UTC)
claisen condensation
editfemale 2405:205:C900:AB64:8619:A98E:F605:A88E (talk) 18:44, 6 August 2022 (UTC)
Wiki Education assignment: CHEM 300
editThis article was the subject of a Wiki Education Foundation-supported course assignment, between 9 January 2023 and 28 April 2023. Further details are available on the course page. Student editor(s): Jiewlord (article contribs).
— Assignment last updated by Jiewlord (talk) 08:09, 10 March 2023 (UTC)