Talk:Ylide

message: Is it like "Why-lide" or "Elide" or "Illide"? Or is it something totally different?RSido 21:45, 3 May 2007 (UTC)
replies: text: I think it's pronounced "EE-lide" because it's a combination of -yl (as in carbonyl), pronounced "ill", and -ide (as in chloride).  I looked it up and couldn't find proof, but Ylangylang also begins with "EE". Shalom Hello 22:11, 19 September 2007 (UTC)
thread_title:  How do you pronounce Ylide? 

message: In what way do you want an ylide to be an FG? ChristianB 22:21, 1 December 2007 (UTC)
thread_title:  Functional group 

message: Is it really spelled with an E by some in the U.S.? I'm a molecular biology Ph.D. student (American) and I've never seen it as anything except ylid. Not that this means much... --aciel (talk) 01:13, 16 December 2007 (UTC)
replies: text: I've always seen it as ylide, and that's the way it's spelled in a couple of IUPAC glossaries. --Itub (talk) 12:21, 17 December 2007 (UTC)

text: I've always seen it as ylide also.  When I first read this article, I thought ylid was a typo as I've never seen it spelled that way in textbooks. --129.93.41.213 (talk) 02:23, 8 October 2009 (UTC)
thread_title:  Ylide? 

message: Why is there a nitrogen with 5 covalent bonds in one of the mechanisms?  —Preceding unsigned comment added by 86.31.115.188 (talk) 01:33, 20 February 2008 (UTC)
replies: text: Thanks for spotting the error, the image is updated. V8rik (talk) 17:49, 20 February 2008 (UTC)
thread_title:  Pentavalent Nitrogen? 

message: Are nitro compounds considered ylids? They fall within the definition given in the article, and are very common, yet are not mentioned.
Ben (talk) 21:25, 12 July 2008 (UTC)
thread_title:  Nitro compounds 

message: Are ylides not simply a special case of zwitterions?  This is not mentioned on either page.  150.203.35.113 (talk) 07:42, 19 May 2009 (UTC)
thread_title:  Relation to zwitterions 

message: Can we get some agreement on the argument currently taking place on the article's page regarding whether or not a stabilized ylide is reactive with both carbonyl species? The "NO IT IS NOT" is rather ridiculous.  —Preceding unsigned comment added by 69.209.123.245 (talk) 20:37, 12 October 2010 (UTC)
thread_title:  Clarification? 

message: Note that the Phosphonium example, according to the Gold Book, is not an ylide (electron sextet). --Wickey-nl (talk) 17:01, 18 December 2010 (UTC)
replies: text: I assume this is the GoldBook ref you meant for the def of the term "ylide"? I think you're mis-reading it: the Wittig/phosphonium-ylide is not sextet and it is not a 1,3-dipole. The specific GoldBook def is 1,2-dipole, "i"f X is a second, third, etc. row element uncharged canonical forms are available RmX=YRn", etc. I think the "e.g." in the def is for what is, not for the preceding sentence of what isn't. But it doesn't matter what I think so much... IUPAC defines a phosphonium ylide for us. DMacks (talk) 17:10, 18 December 2010 (UTC)
replies: text: I saw it, just before I read your answer. And oversaw the only. The ylide lemma is quite messy.--Wickey-nl (talk) 09:24, 19 December 2010 (UTC)
thread_title:  Wrong example 

message: How is the N+–C− form rationalized in Lewis structure theory? Normally while drawing different resonance structures, one would prefer those where negative formal charges are on the most electronegative atom. However, nitrogen is more electronegative than carbon. Similar issue with oxygen. Should the article stress that phosphonium ylides are by far the most common/stable type?  — Preceding unsigned comment added by 2A02:1812:1126:5D00:5940:6D91:274C:533E (talk) 08:06, 12 September 2023 (UTC)
thread_title:  Why N<sup>+</sup>–C<sup>−</sup> form?