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B4589

Sigma-Aldrich

1,2,4-Benzenetricarboxylic acid

≥99%

Synonym(s):

Benzene-1,2,4-tricarboxylic acid, Trimellitic acid

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About This Item

Linear Formula:
C6H3(CO2H)3
CAS Number:
528-44-9
Molecular Weight:
210.14
Beilstein:
2214815
EC Number:
208-432-3
MDL number:
MFCD00002470
UNSPSC Code:
12352100
PubChem Substance ID:
24891790
NACRES:
NA.22

Quality Level

200

Assay

≥99%

form

powder

mp

229-231 °C (dec.) (lit.)

SMILES string

OC(C1=C(C(O)=O)C=C(C(O)=O)C=C1)=O

InChI

1S/C9H6O6/c10-7(11)4-1-2-5(8(12)13)6(3-4)9(14)15/h1-3H,(H,10,11)(H,12,13)(H,14,15)

InChI key

ARCGXLSVLAOJQL-UHFFFAOYSA-N

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Application

1,2,4-Benzenetricarboxylic acid (trimellitic acid) is generally used as carboxylate ligand in the synthesis of a wide range of metal-organic frameworks (MOFs). It can also be used to synthesize Ln3+ encapsulated nanocrystals which exhibit white-light luminescence.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

115983

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Three-dimensional metal?organic frameworks constructed from bix and 1, 2, 4-benzenetricarboxylate.
Yao J, et al.
CrystEngComm, 10(10), 1379-1383 (2008)
Imparting Tunable and white-light luminescence to a nanosized metal?organic framework by controlled encapsulation of lanthanide cations.
Zhou Y and Yan B
Inorganic Chemistry, 53(7), 3456-3463 (2014)
Robert F Rando et al.
Antimicrobial agents and chemotherapy, 50(9), 3081-3089 (2006-08-31)
Recent studies of cellulose-based polymers substituted with carboxylic acids like cellulose acetate phthalate (CAP) have demonstrated the utility of using carboxylic acid groups instead of the more common sulfate or sulfonate moieties. However, the pK(a) of the free carboxylic acid
T Hayakawa et al.
Dental materials journal, 20(1), 1-15 (2001-07-10)
The conformational and quantum analyses of dental adhesive carboxylic acid and carboxylic acid anhydride monomers were preformed. Conformational analyses were carried out by a molecular mechanics calculation. 4-META and 4-AETA showed more compact conformation than 4-MET. Quantum analyses were performed
M D Topping et al.
The Journal of allergy and clinical immunology, 77(6), 834-842 (1986-06-01)
Patients with work-related respiratory symptoms caused by inhaled acid anhydrides (trimellitic (TMA), phthalic (PA), tetrachlorophthalic (TCPA), and maleic anhydrides) have specific IgE antibody. The antibody is specific for a conjugate of the sensitizing anhydride (the hapten) and human serum albumin
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