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Sigma-Aldrich

Trimesic acid

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95%

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Synonym(s):
BTC, H3BTC, TMA, Benzene-1,3,5-tricarboxylic acid
Linear Formula:
C6H3(CO2H)3
CAS Number:
554-95-0
Molecular Weight:
210.14
Beilstein:
2053080
EC Number:
209-077-7
MDL number:
MFCD00002517
UNSPSC Code:
12352100
PubChem Substance ID:
24871843
NACRES:
NA.22

Quality Level

100

Assay

95%

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

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impurities

<5% acetic acid

mp

>300 °C (lit.)

greener alternative category

Enabling,

SMILES string

OC(=O)c1cc(cc(c1)C(O)=O)C(O)=O

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)

InChI key

QMKYBPDZANOJGF-UHFFFAOYSA-N

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General description

Trimesic acid (TMA), also known as 1,3,5-benzenetricarboxylic acid, has a self-organized 2D molecular network structure formed by intermolecular hydrogen bonds between the carboxylic acid residues in bulk crystals.
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Application

Selected Applications of MOFs in Sustainable Energy Technologies
TMA can be used in the synthesis of metal-organic frameworks (MOFs), which can be used as organic linkers potentially utilized in sensors.

WGK

WGK 3

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A two-dimensional molecular network structure of trimesic acid prepared by adsorption-induced self-organization
Ishikawa Y, et al.
Chemical Communications (Cambridge, England), 3(22), 2652-2653 (2002)
Solid-state self-assembly of a complex from 1, 3, 5-benzenetricarboxylic acid and 1, 3, 5-trihydroxybenzene: influence of strong O-H--O and C-H--O hydrogen bonds
Liu R, et al.
New. J. Chem., 25(7), 890-892 (2001)
Benign preparation of metal-organic frameworks of trimesic acid and Cu, Co or Ni for potential sensor applications
Sel K, et al.
Journal of Electronic Materials, 44(1), 136-143 (2015)
Hai-Long Jiang et al.
Inorganic chemistry, 49(21), 10001-10006 (2010-10-12)
A series of microporous lanthanide-organic framework enantiomers, Ln(BTC)(H(2)O)·(DMF)(1.1) (Ln = Y 1a, 1b; Tb 2a, 2b; Dy 3a, 3b; Er 4a, 4b; Yb 5a, 5b, BTC = 1,3,5-benzenetricarboxylate; DMF = N,N-dimethylformamide) with unprecedented (6,6)-connected topology have been prepared and characterized.
Leslie J Murray et al.
Journal of the American Chemical Society, 132(23), 7856-7857 (2010-05-21)
Reaction of Cr(CO)(6) with trimesic acid in DMF affords the metal-organic framework Cr(3)(BTC)(2).nDMF (BTC(3-) = 1,3,5-benzenetricarboxylate), which is isostructural to Cu(3)(BTC)(2).3H(2)O. Exchanging DMF for methanol and heating at 160 degrees C under dynamic vacuum for 48 h results in the
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