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T53503

Sigma-Aldrich

Tricarballylic acid

99%

Sinónimos:

1,2,3-Propanetricarboxylic acid

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About This Item

Fórmula lineal:
(HO2CCH2)2CHCO2H
Número de CAS:
99-14-9
Peso molecular:
176.12
Beilstein/REAXYS Number:
1783567
EC Number:
202-733-3
MDL number:
MFCD00002723
UNSPSC Code:
12352100
PubChem Substance ID:
24900269
NACRES:
NA.22

assay

99%

mp

156-161 °C (lit.)

SMILES string

OC(=O)CC(CC(O)=O)C(O)=O

InChI

1S/C6H8O6/c7-4(8)1-3(6(11)12)2-5(9)10/h3H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

InChI key

KQTIIICEAUMSDG-UHFFFAOYSA-N

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General description

Tricarballylic acid also known as 1,2,3-Propanetricarboxylic acid is a small biomimetic ligand that is often used as building blocks in the synthesis of metal-organic frameworks. Additionally, it is used to produce high-value plasticizers.

Application


  • Effect of organic acids on the solid-state polymorphic phase transformation of piracetam.: Examines the impact of tricarballylic acid and other organic acids on the polymorphic phase transformation of the drug piracetam, relevant for pharmaceutical formulations and drug stability studies (Fan F et al., 2023).

  • Nanotubule inclusion in the channels formed by a six-fold interpenetrated, triperiodic framework.: Describes the synthesis of novel materials incorporating tricarballylic acid, which could have implications for polymer production and advanced material applications (Kusumoto S et al., 2023).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Robert A Yokel et al.
Nanotoxicology, 13(4), 455-475 (2019-02-08)
Ligands that accelerate nanoceria dissolution may greatly affect its fate and effects. This project assessed the carboxylic acid contribution to nanoceria dissolution in aqueous, acidic environments. Nanoceria has commercial and potential therapeutic and energy storage applications. It biotransforms in vivo.
Jennifer A Faust et al.
The journal of physical chemistry. A, 123(10), 2114-2124 (2019-03-02)
Oxidative aging alters the composition of organic aerosols over time, in turn affecting the ability of aerosols to seed cloud formation and scatter solar radiation. Here we explore the heterogeneous photooxidation of model organic particles with and without a soluble
M Hartl et al.
The Journal of organic chemistry, 66(11), 3678-3681 (2001-05-26)
The circular dichroism (CD) exciton chirality method was employed for the stereochemical assignment of the tricarballylic acid (TCA) side chains of fumonisin B(1) 1a (FB(1)). Using 2-naphthoate for chromophoric derivatization of the reduced TCA moieties, the absolute configuration was shown
Luciana Naso et al.
Journal of inorganic biochemistry, 103(2), 219-226 (2008-11-26)
The coordination behavior of copper(II) with tricarballylic acid (H(3)TCA) and imidazole (Imz) is described. Speciation in aqueous solution has been determined at 25 degrees C and 0.15M NaCl ionic strength by potentiometric measurements and EPR characterization of the species. Two
J Krämer et al.
Journal of bacteriology, 189(11), 4290-4298 (2007-04-10)
The histidine protein kinase DcuS of Escherichia coli senses C(4)-dicarboxylates and citrate by a periplasmic domain. The closely related sensor kinase CitA binds citrate, but no C(4)-dicarboxylates, by a homologous periplasmic domain. CitA is known to bind the three carboxylate
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