Chemistry:Trimesic acid

From HandWiki
Trimesic acid
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Benzene-1,3,5-tricarboxylic acid
Identifiers
3D model (JSmol)
Abbreviations TMA
2053080
ChEBI
ChEMBL
ChemSpider
DrugBank
EC Number
  • 209-077-7
51147
UNII
Properties
C9H6O6
Molar mass 210.14034
Hazards[1]
Safety data sheet Oxford MSDS
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Trimesic acid, also known as benzene-1,3,5-tricarboxylic acid, is an organic compound with the formula C6H3(CO2H)3. It is one of three isomers of benzenetricarboxylic acid.[2] A colorless solid, trimesic acid has some commercial value as a precursor to some plasticizers.[3]

Trimesic acid can be combined with para-hydroxypyridine to make a water-based gel, stable up to 95 °C.[4]

Trimesic acid crystallizes from water to form a hydrogen-bonded hydrated network with wide unidimensional empty channels.[5][6]

See also

References

  1. "1,3,5-Benzenetricarboxylic acid" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/11138#section=Safety-and-Hazards. 
  2. 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. 
  3. Röhrscheid, Freimund (2000). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a05_249. 
  4. 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. 
  5. Li, Penghao; Ryder, Matthew R.; Stoddart, J. Fraser (2020). "Hydrogen-Bonded Organic Frameworks: A Rising Class of Porous Molecular Materials". Accounts of Materials Research 1 (1): 77–87. doi:10.1021/accountsmr.0c00019. 
  6. 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. 140. pp. 107–139. doi:10.1007/bfb0003838. ISBN 3-540-17307-2.