:Talk:Claisen condensation
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Inaccurate/Oversimplified Mechanism
The 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 [http://books.google.ie/books?id=yVPcSIn5xjAC&pg=PT519&lpg=PT519&dq=claisen+condensation+organic+chemistry+demystified&source=bl&ots=rsTG0IyNpv&sig=Dg1W7g859PmjKvn5e2hHdMz5xVA&hl=en&sa=X&oi=book_result&resnum=1&ct=result 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 [http://en.wikipedia.org/wiki/Wikipedia:Talk_page_guidelines#When_pages_get_too_long which shouldn't be done.] I restored this section to the talk page.
Requires beautification
The 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?
This 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
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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)}}
Substituted at 11:49, 29 April 2016 (UTC)
this picture (posted by a user called thezookeeper in 2008) is simply ridiculously wrong
https://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)