482749

Sigma-Aldrich

Trimesic acid

greener alternative

95%

Synonym(s):
Benzene-1,3,5-tricarboxylic acid, TMA, H3BTC, BTC
Linear Formula:
C6H3(CO2H)3
CAS Number:
Molecular Weight:
210.14
Beilstein/REAXYS Number:
2053080
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

greener alternative product characteristics

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

impurities

<5% acetic acid

mp

>300 °C (lit.)

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.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for energy efficiency. Find details here.

Application

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

Packaging

100, 500 g in poly bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

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)
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...
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....
Articles
Metal-organic frameworks, a subset of coordination polymers, represent a powerful new tool for a plethora of alternative energy applications. MOFs are readily available using simple synthetic strategies that supply tailored, high surface area materials.
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