From Wikipedia, the free encyclopedia
Jump to: navigation, search
WikiProject Chemistry (Rated Start-class, High-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.
 High  This article has been rated as High-importance on the project's importance scale.

Misc References[edit]

I added some references to the biological activity section expanded it a tiny bit. I'm sort of a noob to wikipedia and two of my references look a little funny but I can't figrue out why. If someone could fix them, that would be great. They are the last two references in the biological activity page. Also, I agree a quaternary amine should be added to the top graphic. I'll try to remake the graphic when I have time if no one else can get around to it.RabidRabbit23 (talk) 09:38, 29 January 2011 (UTC) Scratch my comment, a quaternary amine is defined by the IUPAC gold book as a different functional group, called iminium. Does anyone think I should remove the mention to quaternary amines in the biological activity section?RabidRabbit23 (talk) 09:48, 29 January 2011 (UTC)

What you call a "quaternary amine" could be a quaternary ammonium cation or quaternary ammonium compound (or salt), for which there is a separate article. There is an image of the generalized structure available there. H Padleckas (talk) 10:51, 29 January 2011 (UTC)
I moved a couple of your sentences from Amine here to the Quaternary ammonium cation (compound) article along with the references you provided. I fixed the link to osmolytes. The other stuff you added I left here, but with a clarification. There is a separate article on iminium, which means compounds with a C=N+ moiety. I did not mention iminium in the biological activity section. H Padleckas (talk) 12:45, 29 January 2011 (UTC)
Thank your very much! You didn't quite capture my meaning about the ion pairs though, I rewrote that a little bit and added another reference. Yes you're right quaternary ammonium is the correct term, my bad.RabidRabbit23 (talk) 21:09, 29 January 2011 (UTC)

Table of Kb values[edit]

Somebody, please set the table of Kb values right. I added some content, and then, extra values to support it (and messed up the format).

Skeptical Chymist 15:33, 1 May 2008 (IST)

This page's content is so problematic that it likely should be pulled, and recast, only including information that can be entered with certainty, from reliable, verifiable sources. Web citing web IS NOT enough for a reliable encyclopedia entry. (This said, because I have found enough discrepancies, that I cannot recommend.) Prof D. —Preceding unsigned comment added by (talk) 21:31, 15 September 2008 (UTC)

Quaternary Amines[edit]

Should really add quaternary amines here.

Josh Cherry 22:40, 13 Oct 2003 (UTC)
a "quaternary amine" being ...?--Smokefoot 22:49, 19 February 2006 (UTC)
An amine with four bonds to carbon bearing a positive charge.RabidRabbit23 (talk) 09:34, 29 January 2011 (UTC)
Scratch my comment, a quaternary amine is defined by the IUPAC gold book as a different functional group, called quaternary ammonium.RabidRabbit23 (talk) 09:46, 29 January 2011 (UTC)

Sentence problem[edit]

This sentence is giving me trouble, mostly b/c I'm not an organic chemist, but if it's confusing to me it's likely to be confusing to others. Anyway I hope someone could clarify and then update it in the article:

"However, if any of the carbons bonded to the nitrogen that is part of a carbonyl group, then the compound is considered an amide rather than an amine."

Does this mean -- if any of the carbons in the 'R' group are, in turn, part of a carbonyl group, then the whole deal is an 'amide' instead of an 'amine'

basically 'that is' is ambiguously referring to one of 'the nitrogen' or 'the carbons'


Harold MacKiernan 5 Jan 2006 23:11 PST

I'm pretty sure that any carbonyl group adjacent to an N, NH or NH2 makes it an amide. Perhaps:

"However, if any of the carbons bonded to the nitrogen are also part of a carbonyl group, then the compound is considered an amide rather than an amine." Anand 21:57, 19 February 2006 (UTC)


Nice drawing for the nitrile and amide reductions by LAH, but you might revise the nitriles so that R-C-N are linear in the starting material.--Smokefoot 04:52, 20 February 2006 (UTC)

also the amide forming reaction from acid chloride and an alkyl amine is incorrect as one CH2 was lost.--Smokefoot 00:58, 22 February 2006 (UTC)

Properties as bases[edit]

the article says that:
The nitrogen atom features a lone electron pair that can bind H+ to form an ammonium ion R3NH+. The wiki page about ammonium ion says that its formula is NH4+.
Could somebody correct this ?
What is the name of R3NH+ ? --Colonna 13:36, 25 April 2007 (UTC)

"Ammonium" can refer either to NH4+ itself or more generally to compounds with four groups attached to a positively charged nitrogen - R4N+. NH4+ is just the case where the four R groups are hydrogens and R3NH+ is the case where only one is. --Ed (Edgar181) 14:03, 25 April 2007 (UTC)

What's the correct pronunciation for "amine"?[edit] (talk) 03:04, 17 February 2008 (UTC)

There are two different pronunciations in common use; see [1], which even has audio versions. --Itub (talk) 11:49, 18 February 2008 (UTC)

Classes of amine[edit]

Should cyclic nitrogen containing organics such as pyrroles be included as a class of amine? At least one of the molecular structures shown in pyrroles meets the definition given in the lead for an amine. If pyrroles are not amines, then that should be mentioned as it is likely many readers would think they are. Qemist (talk) 00:12, 2 May 2010 (UTC)

diagram labels[edit]

What is the dashed line? A hydrogen bond? Could someone label it as such? Or if it's labeled in a standardized fashion, at least inform the reader of the standard? —Preceding unsigned comment added by Blafreniere (talkcontribs) 07:03, 17 September 2010 (UTC)

Assessment comment[edit]

The comment(s) below were originally left at Talk:Amine/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.

Amine group redirects here. It is a term used in high school. As such, I gave it a "high" rating. The article could use some more biological context, e.g. amine groups in amino acids. - tameeria 03:56, 19 February 2007 (UTC)

Last edited at 03:56, 19 February 2007 (UTC). Substituted at 07:36, 29 April 2016 (UTC)