Talk:Keto–enol tautomerism

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Erlenmeyer Rule (ER) in German[edit]

As revealed by an Internet search, there is a marked difference in the German and English versions of the ER. The essential differences are

  • German: organic chemical compounds bearing more than one alcohol group on a carbon atom are not stable [1]; geminal diols tend to convert to a carbonyl group, giving off a water molecule in the process. [2]
  • English: all alcohols in which the hydroxyl group is attached directly to a double-bonded carbon atom become aldehydes or ketones.

A similar discussion entry appears in the German WP. Probably need an original source (horse's mouth, i.e. notes) to get this resolved. -- Canarris 11:12, 28 September 2010 (UTC)

Merge from Erlenmeyer Rule[edit]

Keto-enol tautomerism survived vfd. See: Wikipedia:Votes for deletion/Keto-enol tautomerism -- Wile E. Heresiarch 06:31, 25 Jun 2004 (UTC)

Merge, obviously. —Keenan Pepper 20:22, 17 September 2006 (UTC)

done merge V8rik 19:50, 12 November 2006 (UTC)

the picture and description is WRONG[edit]

A carbocation does NOT form, it's done in a concerted step.

  1. ^ [1], translated from this typical example of "Erlenmeyer-Regel" in German lit.
  2. ^ [2], Translation of "Erlenmeyer-Regel" from German WP.


Is this last part of the intro really intro material?

"However, it is reported that in the case of vinyl alcohol, formation of a stabilized enol form can be accomplished by controlling the water concentration in the system and utilizing the kinetic favorability of the deuterium produced kinetic isotope effect (kH+/kD+ = 4.75, kH2O/kD2O = 12). Deuterium stabilization can be accomplished through hydrolysis of a ketene precursor in the presence of a slight stoichiometric excess of heavy water (D2O). Studies show that the tautomerization process is significantly inhibited at ambient temperatures ( kt ≈ 10−6 M/s), and the half life of the enol form can easily be increased to t1/2 = 42 minutes for first order hydrolysis kinetics." (talk) 20:56, 28 August 2013 (UTC)

Hyphen vs en-dash[edit]

Should the title have a hyphen, or an en-dash? It currently has an en-dash, but that is not, generally speaking, grammatically correct, and makes it much harder to type a wikilink.

DrGaellon (talk | contribs) 07:51, 13 November 2014 (UTC)

Joining two equal-weight independent nouns (rather than one modifying the other, for example) with an en-dash seems typographically correct by WP:ENDASH (Wikipedia's style-guide, based on widespread standards) for the article title. However, the form with a hyphen also exists as a redirect to it:
Keto-enol tautomerismKeto–enol tautomerism
so you are welcome to use the less-correct form for wikilinks and it will still work (though someone else may come along and correct it). DMacks (talk) 08:12, 13 November 2014 (UTC)