Talk:Pyridine

message: This article seems reasonably complete to me, certainly not a stub. Someone more experienced with the proprieties of wiki should make the change, if appropriate.
:I agree. Edited. Apocryphite 20:14, 21 March 2006 (UTC)
thread_title: Stub?

message: http://sexcausescancer.ytmnsfw.com/ (Warning, may be considered NSFW)
Some YTMNDer and Wikipedian has reached a rather worrying conclusion about Vaginal lubrication and Pyridine... I'll quote both articles here if you don't want to go to YTMND.
From Pyridine:
Pyridine is a clear liquid with an odor that is sour, putrid, and fish-like....
Pyridine is a harmful substance if inhaled, ingested or absorbed through skin, it is known to reduce male fertility and is considered carcinogenic as well.
From Vaginal Lubrication:
The lubrication fluid contains water, pyridine, squalene...
Shouldn't this be worrying? AKismet 04:12, 21 April 2006 (UTC)
thread_title:  An amusing side-note.... 

message: In the References section, reference #2 is listed as "Sherman, A. R. 'Pyridine' in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. doi:10.1002/047084289X."  
This DOI number does not match anything in the DOI system.  The Encyclopedia of Reagents for Organic Synthesis (a.k.a. EROS) is published by Wiley (John Wiley & Sons), and as far as I can tell the last hardcopy version was published in 1995 and is listed by Wiley & Sons as ISBN: 978-0-471-93623-7.  
There is also an online database now, also from Wiley, called e-EROS that is continuously updated.  The Wiki article should provide the correct reference information.  If obtained from the e-EROS database this should be noted, with the "last revision" date cited (and perhaps a link to the database web site?).  —Preceding unsigned comment added by Betsy R. (talk • contribs) 20:27, 30 January 2008 (UTC)
thread_title:  Missing or Incorrect Citation Details  in References 

message: There is something wrong with the formula describing the industrial synthesis of pyridine:
CH2O + NH3 + 2 CH3CHO → C5H5N + 3 H2O
On the left side there are 13 H-atomes, whereas on the right side there are only 11.  —Preceding unsigned comment added by 77.57.73.198 (talk) 10:31, 2 November 2008 (UTC)
thread_title:  Stoichiometry??? 

message: Where in the article is a good place to put this information? Or is there some other more appropriate place in Wikipedia? I couldn't find the oxidation potential during a simple search, so had to hunt down the source.
It's quoted as 1.4 V (vs. N.Ag.E) or 1.49 (vs. aqueous SCE) in .
Atenderholt (talk) 22:24, 22 October 2010 (UTC)
thread_title:  Electrochemical data 

message: in the diagram for the hantzsch synthesis ammonium acetate is listed as NH2 OAC. this is should be NH4+ -OAc. could someone with more time on their hands fix this? Eggilicious (talk) 18:55, 3 February 2012 (UTC)
replies: text: I replaced the image with a different one that correctly uses NH4OAc.  -- Ed (Edgar181) 19:06, 3 February 2012 (UTC)
thread_title:  Hantzsch Synthesis Mistake 

message: The reference given for the Kröhnke synthesis (Lowry, et. al., 2004; #71) does not in fact refer to primary material describing that synthesis.  Instead, it refers to an article wherein the authors report using Kröhnke, but refer to another article -- also not a primary reference -- for details.  I stopped trying to trace it back at that point.
I was checking the reference in the first place, however, because the description and reaction scheme are inconsistent, and in some ways questionable.  The text characterizes the Kröhnke synthesis as a condensation of a diketone with ammonium acetate, followed by an oxidation, but
# the reaction scheme shows ammonium acetate being used only in a preliminary, unmentioned, step to produce a diketone, and
# I don't see how the second step depicted in the scheme can be characterized as an oxidation.  On the other hand
# the second step surely requires a nitrogen source, but none is depicted; presumably this is where the ammonium acetate is supposed to come in.
Also, if I may be excused a spot of pedantry, there is no such thing as a "1,5-diketone".  If a carbonyl moiety appears at position 1 then you have an aldehyde, or maybe a carboxylic acid / amide / etc., but never a ketone.
192.55.208.10 (talk) 20:06, 13 June 2014 (UTC)
replies: text: Good eye.  Keep it up. --Smokefoot (talk) 23:40, 13 June 2014 (UTC)
replies: text: Well we now have a citation to a secondary reference by the scientist who invented the reaction and wrote the overview.  Seems like a no-brainer.  The previous description of the reaction (which I might have written) was misleading. Agreed, 1,5-diketones are well known, not sure what that remark was about. --Smokefoot (talk) 19:30, 14 June 2014 (UTC)
thread_title:  Kröhnke synthesis and reference criticism 

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From your friendly hard working bot.—cyberbot IITalk to my owner:Online 08:43, 11 September 2015 (UTC)
thread_title:  Blacklisted Links Found on [[Pyridine]] 

message: Under "Health Issues", there is a figure of the metabolism of pyridine with the wrong product molecules: 2 and 4 hydroxy pyridine. They are shown with a C=0 group instead of the -OH hydroxyl group. The correct molecules appear on page 2 of reference 117.  — Preceding unsigned comment added by Givatbrenner (talk • contribs) 14:59, 6 August 2017 (UTC)
thread_title:  metabolism of pyridine 

message: Given it'sn't a hydrocarbon, how does it work? Alfa-ketosav (talk) 08:01, 26 April 2018 (UTC)
replies: text: Why should it not work? Ethanol isn't a hydrocarbon either. Double sharp (talk) 10:28, 26 April 2018 (UTC)
thread_title:  Why do they use pyridine to make [[ethanol]] unsuitable for drinking? 

message: In section 1.2.1 "Molecular properties", a sentence states that "However, because of the separation of the lone pair from the aromatic system of the ring affects, the nitrogen atom cannot exhibit a positive mesomeric effect". It is not clear to me the meaning of word "affects" in the context of the sentence. Has the sentence to be edited? Or it is just my poor knowledge of English (and chemistry)? Ekisbares (talk) 11:39, 24 February 2019 (UTC)
replies: text: Looks like a typo to me. I removed it. Thanks. Pelirojopajaro (talk) 14:31, 24 February 2019 (UTC)
thread_title:  A sentence not completely clear 

message: Other editors are welcome to criticize or suggest further changes or reversions.  The article was cut by about 15% by me today.  For example original refs and discussion of pyridinium CrO3 reagents seems out of place in an article about pyridine.  We have articles on those reagents.  The lede was long.  Some physical properties were repeated several times. The hydrogenation to piperidine was repeated. A lot of wording was dedicated to low yielding reactions.  
The tricky aspect is that pyridine group does appear in many compounds, and we need to accommodate that theme while also writing about the parent heterocycle.  Pyridine is not that useful (paraquat, solvent use, and specialized organic reagents).  The picolines are probably more valuable commercially since the methyl group is a versatile handle. Pyridine vs pyridinium salts is not handled well. It would be reassuring for someone to check up on the general refs (Joule for example). --Smokefoot (talk) 22:33, 24 February 2019 (UTC)
thread_title: Big revision

message: Why is pyridoxine not mentioned even a single time in the current version of this article? 76.190.208.61 (talk) 20:27, 2 April 2021 (UTC)
replies: text: Could you provide a reasoning on why it should be? --Leyo 14:59, 5 May 2021 (UTC)
thread_title: [[Pyridoxine]]

message: Research Topic "pyridine">references (381719)>refine "2020-" (15231)". Translation: 
*381719 reports, patents, etc. have been published on pyridine according to Chemical Abstracts.
*Since 2020-, 15,231 have appeared.
*that is a lot.--Smokefoot (talk) 13:30, 5 May 2021 (UTC)
thread_title: SciFinder report for May, 2021

message: Here, as on most pages for organic bases that I've seen, the info box features a section for "acidity". The listed value is then the pKa of the conjugate base. The result is that it is implied that pyridine itself is acidic with a pKa of 5, which is of course not the case.  This is particularly confusing for students and laypeople but is a wider problem on chemistry wiki. Chemists often talk about "the pKa of pyridine", but they are aware that they are using a shorthand that is not strictly accurate. My suggestion would be to title the box "basicity" here for pyridine but anywhere else where appropriate and list the value as pKaH not pKa. Is there a general template for the info boxes where I can make the same comment?
128.176.215.76 (talk) 12:14, 20 April 2022 (UTC)
thread_title:  Basicity vs acidity in info boxes on wikipedia 

message: If anyone with a better background in science than me is interested, Newcastle University have just completed a study (awaiting peer review) suggesting that pyridine is extremely toxic to crabs and other similar crustaceans. Zuriel147 (talk) 12:58, 30 September 2022 (UTC)
replies: text: Interesting result, but the literature on pyridine is so vast, that the only references of interest are books and major reviews.  --Smokefoot (talk) 13:28, 30 September 2022 (UTC)
thread_title:  Toxicity to crabs and lobsters