Trimesic acid

Trimesic acid
Names
	IUPAC name benzene-1,3,5-tricarboxylic acid
Identifiers
CAS Number	554-95-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:46032 ;
ChEMBL	ChEMBL77562 ;
ChemSpider	10665 ;
DrugBank	DB08632 ;
ECHA InfoCard	100.008.253
EC Number	209-077-7;
PubChem CID	11138;
UNII	OU36OO5MTN ;
CompTox Dashboard (EPA)	DTXSID8021488 ;
	InChI InChI=1S/C9H6O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H,(H,10,11)(H,12,13)(H,14,15) Key: QMKYBPDZANOJGF-UHFFFAOYSA-N ; InChI=1/C9H6O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H,(H,10,11)(H,12,13)(H,14,15) Key: QMKYBPDZANOJGF-UHFFFAOYAC;
	SMILES c1c(cc(cc1C(=O)O)C(=O)O)C(=O)O;
Properties
Chemical formula	C9H6O6
Molar mass	210.14034
Acidity (pKa)	3.12, 3.89, 4.70
Hazards
Safety data sheet (SDS)	Oxford MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Trimesic acid, also known as benzene-1,3,5-tricarboxylic acid, is a benzene derivative with three carboxylic acid groups.

Trimesic acid is a planar molecule (and is one of only four benzenecarboxylic acids with that property).^[2]

Trimesic acid can be combined with para-hydroxypyridine to make a water-based gel, stable up to 95 °C.^[3]

Trimesic acid crystallizes from water in a hydrogen-bonded hydrated network with wide unidimensional empty channels.^[4]

References

^ Brown, H.C.; McDaniel, D.H.; Häfliger, O. (1955). "Chapter 14—Dissociation Constants". In Braude, E.A.; Nachod, F.C. (eds.). Determination of Organic Structures by Physical Methods. New York: Academic Press. doi:10.1016/B978-1-4832-3166-2.50018-4.
^ Marković, Zoran; Badjuk, Dalibor; Gutman, Ivan (2004). "Geometry and conformations of benzenecarboxylic acids". J. Serb. Chem. Soc. 69 (11): 877–882. doi:10.2298/JSC0411877M.
^ Tang, Li Ming; Wang, Yu Jiang (2009). "Highly stable supramolecular hydrogels formed from 1,3,5-benzenetricarboxylic acid and hydroxyl pyridines". Chinese Chemical Letters. 20 (10): 1259–1262. doi:10.1016/j.cclet.2009.04.030.
^ Herbstein, Frank H. (1987). "Structural Parsimony and Structural Variety Among Inclusion Complexes (with particular reference to the inclusion compounds of trimesic acid, N-(p-tolyl)-tetrachlorophthalimide, and the heilbron "complexes")". Top. Curr. Chem. Topics in Current Chemistry. Vol. 140. pp. 107–139. doi:10.1007/bfb0003838. ISBN 3-540-17307-2.

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