405191

2,5-Thiophenedicarboxylic acid

99%

• Synonyme(s) : 2,5-Dicarboxythiophene, Thiophene-2,5-dicarboxylic acid
• Formule empirique (notation de Hill) : C₆H₄O₄S
• CAS Number: 4282-31-9
• Poids moléculaire : 172.16
• Numéro CE : 224-284-2
• Numéro MDL: MFCD00016896
• Code UNSPSC : 12352100
• ID de substance PubChem : 24865298
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: 99%
• Pf: >300 °C (lit.)
• Groupe fonctionnel: carboxylic acid
• Chaîne SMILES: 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)
• Clé InChI: YCGAZNXXGKTASZ-UHFFFAOYSA-N

Description

Description générale

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:

• 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)

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves