Trimesic acid
| Trimesic acid |
|
|
benzene-1,3,5-tricarboxylic acid
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| Identifiers |
| CAS number |
554-95-0 Y |
| PubChem |
11138 |
| ChemSpider |
10665 Y |
| EC number |
209-077-7 |
| DrugBank |
DB08632 |
| ChEBI |
CHEBI:46032 N |
| ChEMBL |
CHEMBL77562 Y |
| Jmol-3D images |
Image 1 |
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c1c(cc(cc1C(=O)O)C(=O)O)C(=O)O
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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) Y
Key: QMKYBPDZANOJGF-UHFFFAOYSA-N Y
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
|
| Properties |
| Molecular formula |
C9H6O6 |
| Molar mass |
210.14034 |
| Acidity (pKa) |
3.12, 3.89, 4.70[1] |
| Hazards |
| MSDS |
Oxford MSDS |
| R-phrases |
R36 R37 R38 |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
| Infobox references |
Trimesic acid, formally 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]
See also
References
- ^ Brown, H.C., et al., in Baude, E.A. and Nachod, F.C., Determination of Organic Structures by Physical Methods, Academic Press, New York, 1955.
- ^ ZORAN MARKOVIĆ, DALIBOR BADJUK and IVAN GUTMAN (2004), Geometry and conformations of benzenecarboxylic acids. J. Serb. Chem. Soc. volume 69 issue 11, pages 877–882 (paper JSCS 3214), UDC 547.584/.585:539.193:54.02
- ^ Li Ming Tang and Yu Jiang Wang (2009), Highly stable supramolecular hydrogels formed from 1,3,5-benzenetricarboxylic acid and hydroxyl pyridines. Chinese Chemical Letters volume 20, issue 10, pp. 1259–1262. doi:10.1016/j.cclet.2009.04.030
- ^ F.H. Herbstein (1987), Structural Parsimony and Structural Variety Among Inclusion Complexes, Top. Curr. Chem., volume 140, p. 107