Trimesic acid

Trimesic acid
Names
IUPAC name
benzene-1,3,5-tricarboxylic acid
Identifiers
554-95-0 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:46032 YesY
ChEMBL ChEMBL77562 YesY
ChemSpider 10665 YesY
DrugBank DB08632 YesY
ECHA InfoCard 100.008.253
EC Number 209-077-7
PubChem 11138
Properties
C9H6O6
Molar mass 210.14034
Acidity (pKa) 3.12, 3.89, 4.70[1]
Hazards
Safety data sheet Oxford MSDS
R-phrases R36 R37 R38
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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]

See also

References

  1. 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.
  2. 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
  3. 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
  4. F.H. Herbstein (1987), Structural Parsimony and Structural Variety Among Inclusion Complexes, Top. Curr. Chem., volume 140, p. 107


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