405191
2,5-Thiophenedicarboxylic acid
99%
Synonym(s):
2,5-Dicarboxythiophene, Thiophene-2,5-dicarboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C6H4O4S
CAS Number:
Molecular Weight:
172.16
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
224-284-2
MDL number:
Assay:
99%
Quality Level
assay
99%
mp
>300 °C (lit.)
functional group
carboxylic acid
SMILES string
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)
InChI key
YCGAZNXXGKTASZ-UHFFFAOYSA-N
General description
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.
Application
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:
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)
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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María Victoria Roux et al.
The journal of physical chemistry. A, 110(45), 12477-12483 (2006-11-10)
The enthalpies of combustion and sublimation of 2,5-thiophenedicarboxylic acid [CASRN 4282-31-9] were measured by rotary-bomb combustion calorimetry and the method of transference in a saturated stream of nitrogen, and the gas-phase enthalpy of formation was determined, Delta(f)H(o)(m)(g) = -(632.6 +/-
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 405191-5G | 04061831987225 |
| 405191-25G | 04061831987201 |