Talk:Fumaric acid

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Diagram

The image shown is actually a structural diagram of Maleic Acid, not fumaric. This is so because fumaric acid is a trans isomer of butenedioic acid, not a cis isomer (the OH and O groups should be on opposite sides of the final carbons).

The image is correct. Fumaric acid is the trans isomer, which is what is shown in the image. Maleic acid is the cis isomer, which is what is shown in the image on that page. --Ed (Edgar181) 18:14, 10 October 2006 (UTC)[reply]

cis or trans?

In the diagram how is it the trans isomer if the OH groups are both on the bottom, and the O groups are both on the top of the double bond? Shouldn't they be on opposite sides?—Preceding unsigned comment added by 64.21.7.136 (talk • contribs)

The picture is correct, there is rotation around the single C-C-bonds, and the trans describes the conformation of the double bond. But apparently the picture is a bit misleading. Maybe someone has to change the picture. But I hope this helps. --Dirk Beetstra ^{T C} 18:25, 10 November 2006 (UTC)[reply]

Image:Fumaric acid.svg looks perfect to me. I don't see what the confusion is about. —Keenan Pepper 19:52, 10 November 2006 (UTC)[reply]

I think the confusion might be cleared up if you looked at this chemical's "real" name—fumaric acid is "scientifically" known as trans-1,2-ethylenedicarboxylic acid. The "trans" describes the carboxylic acid functional group's (COOH) position relative to the double bond in the "base" ethylene molecule. You can see that the COOH groups on the left and right side of the molecule are on opposite sides of the double bond between C1 and C2 of the ethylene.

Compare this diagram with cis-1,2-ethylenedicarboxylic acid (maleic acid) and you will see that the carboxylic acid functional groups are on the "same side" of the double bond between C1 and C2 in the ethylene portion of the molecule.

Sorry if you don't get this.

Rikku (talk) 18:25, 24 January 2009 (UTC)[reply]

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colourless crystalline or white solid

make your mind up. —Preceding unsigned comment added by 82.42.32.182 (talk) 21:50, 23 October 2008 (UTC)[reply]

References/Citations

Why are there no relevant citations for all of the "facts" presented here? Rikku (talk) 18:28, 24 January 2009 (UTC)[reply]

Solubility in other solvents

This^[1] paper gives solubility values in mol fraction. The given value for water is higher than the value of 4.9g/l currently on the page. I would like to add these solvents with g/L values, can someone check my calculations please:

at 297 K / 24 *C	Solvent Mol Wt.	mol fraction*10^3	mol fraction	[mol fumaric] /kg solvent	Solvent Density	[mol fumaric] /L solvent	Fumaric Mol Wt.	Solubility (g/L)
			=B/1000	=(D*1000)/B		=E*F	From wiki	=G*H
Water	18	1.252^[1]	0.0013	0.0696	1	0.069555556	116.07	8.1
Ethanol	46.06	17.83^[1]	0.0178	0.3871	0.789	0.305424881	116.07	35.5
Isopropanol	60.1	20.23^[1]	0.0202	0.3366	0.786	0.264572047	116.07	30.7

Testem (talk) 20:42, 23 August 2016 (UTC)[reply]

^ ^a ^b ^c ^d http://pubs.acs.org/doi/abs/10.1021/je9001637

Should clarify fumarate

fumarate redirects here and is mentioned in the Biology section, but it is not clear what it is. ... urea cycle shows it as the C₄H₂O₄^-- ion. ... so I've added that to the intro. - Rod57 (talk) 22:51, 19 February 2017 (UTC)[reply]

Could separate the acid from the esters

The esters are so different, eg more toxic, that the Uses section could perhaps seperate Uses of the acid from Uses of the esters ? Or maybe one day we should split out fumaric acid esters ? - Rod57 (talk) 23:16, 19 February 2017 (UTC)[reply]

Searching "fumerate" should redirect here

I was just looking for this article in reference to a fumerate salt. So, fumerate was what I searched for. But, what came up was an article on schedule h of the Indian drug and cosmetics act of 1945. I think this page is a tad more relevant. Heh. VoidHalo (talk) 15:57, 23 November 2023 (UTC)[reply]

[solubility-1] ttp://pubs.acs.org/doi/abs/10.1021/je9001637

[1]