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Sigma-Aldrich

2,5-Thiophenedicarboxaldehyde

99%

Synonyme(s) :

2,5-Diformylthiophene, 2,5-Thienodicarboxaldehyde, 2,5-Thiophenedial, Thiophene-2,5-dialdehyde

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About This Item

Formule empirique (notation de Hill):
C6H4O2S
Numéro CAS:
932-95-6
Poids moléculaire :
140.16
Numéro MDL:
MFCD00216592
Code UNSPSC :
12352100
ID de substance PubChem :
24866898
Nomenclature NACRES :
NA.22

Pureté

99%

Pf

115-117 °C (lit.)

Chaîne SMILES 

[H]C(=O)c1ccc(s1)C([H])=O

InChI

1S/C6H4O2S/c7-3-5-1-2-6(4-8)9-5/h1-4H

Clé InChI

OTMRXENQDSQACG-UHFFFAOYSA-N

Catégories apparentées

Description générale

2,5-Thiophenedicarboxaldehyde can be prepared from 2,5-bis(chloromethyl)thiophene by the application of Kröhnke′s method.

Application

2,5-Thiophenedicarboxaldehyde may be employed in the following studies:
  • Asymmetric synthesis of bis-homoallylic alcohols.
  • Synthesis of new symmetrical arylene bisimide derivatives.
  • As dialdehyde monomer in the synthesis of silicon-containing poly(p-phenylenevinylene)-related copolymers having uniform p-conjugated segment regulated by organosilicon units.
  • Synthesis of 2,5-bis[2-(5-N-isopropylamidino)benzimidazoyl]thiophene hydrochloride.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

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

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Xiaoming Li et al.
Frontiers in oncology, 8, 354-354 (2018-10-16)
RNA interference (RNAi) is a biological process through which gene expression can be inhibited by RNA molecules with high selectivity and specificity, providing a promising tool for tumor treatment. Two types of molecules are often applied to inactivate target gene
M Del Poeta et al.
Antimicrobial agents and chemotherapy, 42(10), 2495-2502 (1998-10-03)
Twenty analogues of pentamidine, 7 primary metabolites of pentamidine, and 30 dicationic substituted bis-benzimidazoles were screened for their inhibitory and fungicidal activities against Candida albicans and Cryptococcus neoformans. A majority of the compounds had MICs at which 80% of the
The Preparation of 2, 5-Thiophenedicarboxaldehyde.
Sone T.
Bulletin of the Chemical Society of Japan, 37(8), 1197-1200 (1964)
Marzena Grucela-Zajac et al.
The journal of physical chemistry. C, Nanomaterials and interfaces, 118(24), 13070-13086 (2014-06-27)
New symmetrical arylene bisimide derivatives formed by using electron-donating-electron-accepting systems were synthesized. They consist of a phthalic diimide or naphthalenediimide core and imine linkages and are end-capped with thiophene, bithiophene, and (ethylenedioxy)thiophene units. Moreover, polymers were obtained from a new
Guang-Ming Chen et al.
The Journal of organic chemistry, 64(3), 721-725 (2001-10-25)
Asymmetric reduction of 2,6-diacylpyridines with B-chlorodiisopinocampheylborane provides the corresponding C(2)-symmetric diols in very high de and ee. Asymmetric allylboration of 2,6-pyridinedicarboxaldehyde and 2,5-thiophenedicarboxaldehyde provides the corresponding bis-homoallylic alcohols in very high de and ee. These optically pure diols were converted
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