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405191

Sigma-Aldrich

2,5-Thiophenedicarboxylic acid

99%

Sinonimo/i:

2,5-Dicarboxythiophene, Thiophene-2,5-dicarboxylic acid

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About This Item

Formula empirica (notazione di Hill):
C6H4O4S
Numero CAS:
4282-31-9
Peso molecolare:
172.16
Numero CE:
224-284-2
Numero MDL:
MFCD00016896
Codice UNSPSC:
12352100
ID PubChem:
24865298
NACRES:
NA.22

Saggio

99%

Punto di fusione

>300 °C (lit.)

Stringa SMILE

OC(=O)c1ccc(s1)C(O)=O

InChI

1S/C6H4O4S/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2H,(H,7,8)(H,9,10)
YCGAZNXXGKTASZ-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

2,5-Thiophenedicarboxylic acid (2,5-TDCA, H2TDC) is an important building block in the preparation of fluorescent brightening agent, fungicides and anti-cancer drug. It has been generated by chlorination of adipic acid using thionyl chloride. Due to its diverse coordination modes, it is an excellent choice as an aromatic linker to generate coordination networks. The enthalpies of combustion and sublimation of 2,5-thiophenedicarboxylic acid have been evaluated by rotary-bomb combustion calorimetry.

Applicazioni

2,5-Thiophenedicarboxylic acid may be used as a thiophene based linker in the preparation of magnesium coordination networks. It may also be used as a precursor in the synthesis of 2,5-bis-benzoxazoyl-thiophene (EBF).
It may be used in the synthesis of the following:
  • new cobalt(II) thiophenedicarboxylate coordination polymer
  • novel mesogenic thiophene based supramolecular liquid crystals
  • two novel coordination polymers with the formula {[Ln2(2,5-tdc)3(dmso)2]H2O}n (Ln = Tb(III) and Dy(III)), (2,5-tdc2 = 2,5-thiophenedicarboxylate and dmso = dimethylsulfoxide)

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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Aude Demessence et al.
Inorganic chemistry, 46(9), 3423-3425 (2007-03-29)
A new carboxylato-bridged CoII network of formula {Co((kappa1-kappa1)-(kappa1-mu2)-mu4-TDC)(mu2-H2O)0.5(H2O)}n (H2TDC=2,5-thiophenedicarboxylic acid) has been hydrothermally synthesized and characterized by single-crystal X-ray diffraction, thermogravimetric analysis, and IR and UV-visible spectroscopies. The title compound is made of chains of CoII dimers interconnected by TDC2-
Nail Altunay
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 189, 167-175 (2017-08-16)
The current study reports, for the first time, the development of a new analytical method employing ultrasound assisted-cloud point extraction (UA-CPE) for the extraction of CH
Synthesis, characterization, and luminescence properties of magnesium coordination networks using a thiophene-based linker.
Calderone PJ, et al.
Inorgorganica Chimica Acta, 378(1), 109-114 (2011)
Solid-liquid equilibrium and thermodynamic of 2, 5-thiophenedicarboxylic acid in different organic solvents.
Zhi W, et al.
Fluid Phase Equilibria, 375, 110-114 (2014)
Terbium (III) and dysprosium (III) 8-connected 3D networks containing 2, 5-thiophenedicarboxylate anion: Crystal structures and photoluminescence studies.
Marques LF, et al.
Polyhedron, 38(1), 149-156 (2012)
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