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2-Pyridone (data page) was
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" Nonpolar solvents favour the 2-Pyridone whereas in polar solvents like alcohols and water the 2-Hydroxypyridone is favoured. "
I believe this is backwards, plus the spelling error in 2-Hydroxypyridone, so I'm changing it. It's 2-hydroxypyridine in gas phase, and the more polar the solvent, the more stable the 2-pyridone. The explanation for this is stabilization of charge separation in high dielectric environments. 2-pyridone has greater charge separation, as can be seen by considering its mesionic aromatic resonance contributor. There's a discussion of the solvent effects and a large table of pKts for substituted 2-pyridones in J Elguero, C Marzin, AR Katritzky, P Linda, The Tautomerism of Heterocycles, Advances in Heterocyclic Chemistry, Supplement 1 (1976).
The boiling point of 300+ degrees centrigrade is much higher than reported elsewhere in (internet) publications. But most refer to the hydroxypyridine tautomer, so I'm not sure. Could anyone confirm? Wim van Dorst 20:56, 30 January 2006 (UTC).
In Kirk-Othmer (4th) under Pyridines, I see that the pKa for 2-pyridone is 1.25. That's quite some difference from the 11+ as currently listed in the table. Or is this a mix up of various tautomers? Wim van Dorst 21:11, 30 January 2006 (UTC).
Transition States for Glucopyranose Interconversion Brett E. Lewis, Nankishoresing Choytun, Vern L. Schramm, and Andrew J. Bennet J. Am. Chem. Soc.; 2006; 128(15) pp 5049 - 5058; (Article) DOI: 10.1021/ja0573054 ADALSTEINSSON H, BRUICE TC JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 120 (14): 3440-3447 APR 15 1998
What is the reference for the NMR data of this compound? I have taken an NMR of this compound and it does not at all match what is presented. —Preceding unsigned comment added by 169.229.198.168 ( talk) 20:51, 21 May 2010 (UTC)
My apologies, this data is in MeOD, mine was in CDCl3. However, it might be nice to have the exact reference for the NMR data in that section anyway? —Preceding unsigned comment added by 169.229.198.168 ( talk) 20:53, 21 May 2010 (UTC)
Sorry for the NMR data of 2-Pyridone it comes from several sources
-- Stone ( talk) 22:15, 21 May 2010 (UTC)
Should we even have such a standalone section for analytical data? I think we should remove the section, and provide only images if there are features to discuss. WP:NOTMANUAL? -- Rifleman 82 ( talk) 02:02, 22 May 2010 (UTC)
Haha, alright. -- Rifleman 82 ( talk) 10:04, 22 May 2010 (UTC)
During several automated bot runs the following external link was found to be unavailable. Please check if the link is in fact down and fix or remove it in that case!
-- JeffGBot ( talk) 04:44, 10 June 2011 (UTC)
During several automated bot runs the following external link was found to be unavailable. Please check if the link is in fact down and fix or remove it in that case!
-- JeffGBot ( talk) 04:44, 10 June 2011 (UTC)
The result of the move request was: not moved (withdrawn). -- Ed ( Edgar181) 11:57, 30 May 2013 (UTC)
2-Pyridone →
2-pyridone – Please put your reason for moving here.
Tony
(talk)
09:25, 26 May 2013 (UTC)
Per WP:MOSCAPS ("Wikipedia avoids unnecessary capitalization") and WP:TITLE. A significant part of the literature (including NIH-related articles) uses lower case, which will also match the formatting of related article titles. Tony (talk) 09:25, 26 May 2013 (UTC)
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The article
2-Pyridone (data page) was
nominated for
deletion.
The discussion was closed on 8 June 2024 with a consensus to
merge the content into
2-Pyridone. If you find that such action has not been taken promptly, please consider assisting in the merger instead of re-nominating the article for deletion. To discuss the merger, please use this talk page. Do not remove this template after completing the merger. A bot will replace it with {{
afd-merged-from}}. |
This article is rated B-class on Wikipedia's
content assessment scale. It is of interest to the following WikiProjects: | ||||||||||||||
|
" Nonpolar solvents favour the 2-Pyridone whereas in polar solvents like alcohols and water the 2-Hydroxypyridone is favoured. "
I believe this is backwards, plus the spelling error in 2-Hydroxypyridone, so I'm changing it. It's 2-hydroxypyridine in gas phase, and the more polar the solvent, the more stable the 2-pyridone. The explanation for this is stabilization of charge separation in high dielectric environments. 2-pyridone has greater charge separation, as can be seen by considering its mesionic aromatic resonance contributor. There's a discussion of the solvent effects and a large table of pKts for substituted 2-pyridones in J Elguero, C Marzin, AR Katritzky, P Linda, The Tautomerism of Heterocycles, Advances in Heterocyclic Chemistry, Supplement 1 (1976).
The boiling point of 300+ degrees centrigrade is much higher than reported elsewhere in (internet) publications. But most refer to the hydroxypyridine tautomer, so I'm not sure. Could anyone confirm? Wim van Dorst 20:56, 30 January 2006 (UTC).
In Kirk-Othmer (4th) under Pyridines, I see that the pKa for 2-pyridone is 1.25. That's quite some difference from the 11+ as currently listed in the table. Or is this a mix up of various tautomers? Wim van Dorst 21:11, 30 January 2006 (UTC).
Transition States for Glucopyranose Interconversion Brett E. Lewis, Nankishoresing Choytun, Vern L. Schramm, and Andrew J. Bennet J. Am. Chem. Soc.; 2006; 128(15) pp 5049 - 5058; (Article) DOI: 10.1021/ja0573054 ADALSTEINSSON H, BRUICE TC JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 120 (14): 3440-3447 APR 15 1998
What is the reference for the NMR data of this compound? I have taken an NMR of this compound and it does not at all match what is presented. —Preceding unsigned comment added by 169.229.198.168 ( talk) 20:51, 21 May 2010 (UTC)
My apologies, this data is in MeOD, mine was in CDCl3. However, it might be nice to have the exact reference for the NMR data in that section anyway? —Preceding unsigned comment added by 169.229.198.168 ( talk) 20:53, 21 May 2010 (UTC)
Sorry for the NMR data of 2-Pyridone it comes from several sources
-- Stone ( talk) 22:15, 21 May 2010 (UTC)
Should we even have such a standalone section for analytical data? I think we should remove the section, and provide only images if there are features to discuss. WP:NOTMANUAL? -- Rifleman 82 ( talk) 02:02, 22 May 2010 (UTC)
Haha, alright. -- Rifleman 82 ( talk) 10:04, 22 May 2010 (UTC)
During several automated bot runs the following external link was found to be unavailable. Please check if the link is in fact down and fix or remove it in that case!
-- JeffGBot ( talk) 04:44, 10 June 2011 (UTC)
During several automated bot runs the following external link was found to be unavailable. Please check if the link is in fact down and fix or remove it in that case!
-- JeffGBot ( talk) 04:44, 10 June 2011 (UTC)
The result of the move request was: not moved (withdrawn). -- Ed ( Edgar181) 11:57, 30 May 2013 (UTC)
2-Pyridone →
2-pyridone – Please put your reason for moving here.
Tony
(talk)
09:25, 26 May 2013 (UTC)
Per WP:MOSCAPS ("Wikipedia avoids unnecessary capitalization") and WP:TITLE. A significant part of the literature (including NIH-related articles) uses lower case, which will also match the formatting of related article titles. Tony (talk) 09:25, 26 May 2013 (UTC)
Hello fellow Wikipedians,
I have just modified 2 external links on 2-Pyridone. Please take a moment to review my edit. If you have any questions, or need the bot to ignore the links, or the page altogether, please visit this simple FaQ for additional information. I made the following changes:
When you have finished reviewing my changes, you may follow the instructions on the template below to fix any issues with the URLs.
This message was posted before February 2018.
After February 2018, "External links modified" talk page sections are no longer generated or monitored by InternetArchiveBot. No special action is required regarding these talk page notices, other than
regular verification using the archive tool instructions below. Editors
have permission to delete these "External links modified" talk page sections if they want to de-clutter talk pages, but see the
RfC before doing mass systematic removals. This message is updated dynamically through the template {{
source check}}
(last update: 5 June 2024).
Cheers.— InternetArchiveBot ( Report bug) 03:08, 24 January 2018 (UTC)