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Trimesic acid

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.[3] A colorless solid, trimesic acid has some commercial value as a precursor to some plasticizers.[4]

Trimesic acid
Names
Preferred IUPAC name
Benzene-1,3,5-tricarboxylic acid
Identifiers
  • 554-95-0 Y
3D model (JSmol)
  • Interactive image
Abbreviations TMA
2053080
ChEBI
  • CHEBI:46032 Y
ChEMBL
  • ChEMBL77562 Y
ChemSpider
  • 10665 Y
DrugBank
  • DB08632 Y
ECHA InfoCard 100.008.253
EC Number
  • 209-077-7
51147
  • 11138
UNII
  • OU36OO5MTN Y
  • DTXSID8021488
  • 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
  • c1c(cc(cc1C(=O)O)C(=O)O)C(=O)O
Properties
C9H6O6
Molar mass 210.14034
Acidity (pKa) 3.12, 3.89, 4.70[1]
Hazards[2]
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
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).
Y verify (what is YN ?)

Trimesic acid can be combined with para-hydroxypyridine to make a water-based gel, stable up to 95 °C.[5]

Trimesic acid crystallizes from water to form a hydrogen-bonded hydrated network with wide unidimensional empty channels.[6][7]

See also edit

References edit

  1. ^ 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.
  2. ^ "1,3,5-Benzenetricarboxylic acid". pubchem.ncbi.nlm.nih.gov.
  3. ^ 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.
  4. ^ Röhrscheid, Freimund (2000). "Carboxylic Acids, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a05_249. ISBN 978-3527306732.
  5. ^ 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.
  6. ^ 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.
  7. ^ 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.

trimesic, acid, also, known, benzene, tricarboxylic, acid, organic, compound, with, formula, c6h3, co2h, three, isomers, benzenetricarboxylic, acid, colorless, solid, trimesic, acid, some, commercial, value, precursor, some, plasticizers, namespreferred, iupac. 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 3 A colorless solid trimesic acid has some commercial value as a precursor to some plasticizers 4 Trimesic acid NamesPreferred IUPAC name Benzene 1 3 5 tricarboxylic acidIdentifiersCAS Number 554 95 0 Y3D model JSmol Interactive imageAbbreviations TMABeilstein Reference 2053080ChEBI CHEBI 46032 YChEMBL ChEMBL77562 YChemSpider 10665 YDrugBank DB08632 YECHA InfoCard 100 008 253EC Number 209 077 7Gmelin Reference 51147PubChem CID 11138UNII OU36OO5MTN YCompTox Dashboard EPA DTXSID8021488InChI 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 YKey QMKYBPDZANOJGF UHFFFAOYSA N YInChI 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 UHFFFAOYACSMILES c1c cc cc1C O O C O O C O OPropertiesChemical formula C9H6O6Molar mass 210 14034Acidity pKa 3 12 3 89 4 70 1 Hazards 2 GHS labelling PictogramsSignal word WarningHazard statements H315 H319 H335Precautionary statements P261 P264 P271 P280 P302 P352 P304 P340 P305 P351 P338 P312 P321 P332 P313 P337 P313 P362 P403 P233 P405 P501Safety data sheet SDS Oxford MSDSExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Trimesic acid can be combined with para hydroxypyridine to make a water based gel stable up to 95 C 5 Trimesic acid crystallizes from water to form a hydrogen bonded hydrated network with wide unidimensional empty channels 6 7 See also editTrimellitic acid 1 2 4 benzenetricarboxylic acid Hemimellitic acid 1 2 3 benzenetricarboxylic acid References edit Brown H C McDaniel D H Hafliger 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 1 3 5 Benzenetricarboxylic acid pubchem ncbi nlm nih gov Markovic Zoran Badjuk Dalibor Gutman Ivan 2004 Geometry and Conformations of Benzenecarboxylic Acids J Serb Chem Soc 69 11 877 882 doi 10 2298 JSC0411877M Rohrscheid Freimund 2000 Carboxylic Acids Aromatic Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a05 249 ISBN 978 3527306732 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 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 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 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Trimesic acid amp oldid 1197972891, wikipedia, wiki, book, books, library,

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