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B4007

Sigma-Aldrich

1,2,4,5-Benzenetetracarboxylic acid

96%

Synonym(s):

Pyromellitic acid

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About This Item

Linear Formula:
C6H2(CO2H)4
CAS Number:
89-05-4
Molecular Weight:
254.15
EC Number:
201-879-5
MDL number:
MFCD00002471
UNSPSC Code:
12352100
PubChem Substance ID:
24891744
NACRES:
NA.22
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Assay

96%

form

powder

mp

281-284.5 °C (lit.)

SMILES string

OC(=O)c1cc(C(O)=O)c(cc1C(O)=O)C(O)=O

InChI

1S/C10H6O8/c11-7(12)3-1-4(8(13)14)6(10(17)18)2-5(3)9(15)16/h1-2H,(H,11,12)(H,13,14)(H,15,16)(H,17,18)

InChI key

CYIDZMCFTVVTJO-UHFFFAOYSA-N

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Application

1,2,4,5-Benzenetetracarboxylic acid is extensively used as a ligand in the synthesis of a wide range of metal-organic frameworks (MOFs) and coordination polymers.[1][2][3][4] It can also be used to prepare supramolecular hydrogels by synthesizing gelators reacting 1,2,4,5-benzenetetracarboxylic acid with 4-hydroxy pyridine.[5][6]

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

617.0 °F

Flash Point(C)

325 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2640V
WXBF4557V
WXBF2732V
WXBF3623V
WXBF1868V

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Astrid Barkleit et al.
Inorganic chemistry, 50(12), 5451-5459 (2011-05-25)
Thermodynamic parameters for the complexation of Eu(3+) with pyromellitic acid (1,2,4,5-benzenetetracarboxylic acid, BTC) as a model system for polymerizable metal-complexing humic acids were determined using temperature-dependent time-resolved laser-induced fluorescence spectroscopy (TRLFS) and isothermal titration calorimetry (ITC). At low metal and
X Xiong et al.
Electrophoresis, 19(12), 2243-2251 (1998-10-07)
The simultaneous separation and detection of small cations and anions by capillary zone electrophoresis (CZE) with indirect ultraviolet (UV) detection was successfully demonstrated in a background electrolyte (BGE) containing two UV-absorbing components. Benzylamine, imidazole, benzenesulfonic acid, sulfosalicylic acid, and pyromellitic
Yu Liu et al.
Carbohydrate research, 338(17), 1751-1757 (2003-08-02)
A novel bridged bis(beta-cyclodextrin) with a pyromellitic acid 2,5-diamide tether (2) has been synthesized by reaction of 6(I)-(2-aminoethyleneamino)-6-deoxycyclomaltoheptaose [mono 6-(2-aminoethyleneamino)-6-deoxy-beta-cyclodextrin] with 1,2,4,5-benzenetetracarboxylic dianhydride. Its inclusion complexation behavior with some representative dyestuffs, i.e., Acridine Red (AR), Rhodamine B (RhB), Neutral Red
1, 2, 4, 5?Benzenetetracarboxylic Acid and 4, 4??Bipyridine as Ligands in Designing Low?Dimensional Coordination Polymers.
Ruiz?Perez C, et al.
European Journal of Inorganic Chemistry, 2004(19), 3873-3879 (2004)
Jacek Gawroński et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(11), 2484-2494 (2002-08-16)
The chiral but highly symmetrical acyclic and cyclic pyromellitic diimide dimers and trimers 2-5 have been obtained and characterized for the first time. The pyromellitdiimide chromophores in these molecules are linked by a rigid diequatorially 1,2-disubstituted cyclohexane skeleton. The structures
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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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    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.
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      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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