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Trimesic acid

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Trimesic acid
1 of 1 reviewers received a sample product or took part in a promotion

95%

Synonym(s):

BTC, H3BTC, TMA, Benzene-1,3,5-tricarboxylic acid

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About This Item

Linear Formula:
C6H3(CO2H)3
CAS Number:
Molecular Weight:
210.14
Beilstein:
2053080
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

95%

greener alternative product characteristics

Design for Energy Efficiency
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sustainability

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impurities

<5% acetic acid

mp

>300 °C (lit.)

functional group

carboxylic acid

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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.[1]
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Application

TMA can be used in the synthesis of metal-organic frameworks (MOFs), which can be used as organic linkers potentially utilized in sensors.[2][3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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 offer high surface area materials for alternative energy applications through simple synthetic strategies.

Metal-organic frameworks offer high surface area materials for alternative energy applications through simple synthetic strategies.

Metal-organic frameworks offer high surface area materials for alternative energy applications through simple synthetic strategies.

Metal-organic frameworks offer high surface area materials for alternative energy applications through simple synthetic strategies.

Questions

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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