Saltar al contenido
Merck
Todas las fotos(2)

Documentos clave

Ver Toda la documentación

405191

Sigma-Aldrich

2,5-Thiophenedicarboxylic acid

99%

Sinónimos:

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

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(2)

About This Item

Fórmula empírica (notación de Hill):
C6H4O4S
Número de CAS:
4282-31-9
Peso molecular:
172.16
Número CE:
224-284-2
Número MDL:
MFCD00016896
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24865298
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Ensayo

99%

mp

>300 °C (lit.)

grupo funcional

carboxylic acid

cadena 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)

Clave InChI

YCGAZNXXGKTASZ-UHFFFAOYSA-N

Descripción general

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.[1] Due to its diverse coordination modes, it is an excellent choice as an aromatic linker to generate coordination networks.[2] The enthalpies of combustion and sublimation of 2,5-thiophenedicarboxylic acid have been evaluated by rotary-bomb combustion calorimetry.[3]

Aplicación

2,5-Thiophenedicarboxylic acid may be used as a thiophene based linker in the preparation of magnesium coordination networks.[2] It may also be used as a precursor in the synthesis of 2,5-bis-benzoxazoyl-thiophene (EBF).[1]
It may be used in the synthesis of the following:
  • new cobalt(II) thiophenedicarboxylate coordination polymer[4]
  • novel mesogenic thiophene based supramolecular liquid crystals[5]
  • 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)[6]

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
WXBF5170V
WXBF3402V
WXBF0129V
MKCS8393
WXBD9267V

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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)
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)
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)
Ver todos los artículos relacionados

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    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.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      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

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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

      Helpful?

Reviews

No rating value

Active Filters

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico