Talk:Claisen condensation

From Wikipedia, the free encyclopedia
Jump to: navigation, search
WikiProject Chemistry (Rated Start-class, Mid-importance)
WikiProject icon This article is within the scope of WikiProject Chemistry, a collaborative effort to improve the coverage of chemistry on Wikipedia. If you would like to participate, please visit the project page, where you can join the discussion and see a list of open tasks.
Start-Class article Start  This article has been rated as Start-Class on the project's quality scale.
 Mid  This article has been rated as Mid-importance on the project's importance scale.

Inaccurate/Oversimplified Mechanism[edit]

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 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[edit]

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 (talk) 21:34, 18 February 2009 (UTC)

J. G. Schmidt?[edit]

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[edit]

The 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.

-- (talk) 21:32, 18 February 2009 (UTC)

Last edited at 21:32, 18 February 2009 (UTC). Substituted at 11:49, 29 April 2016 (UTC)