Skip to Content
Merck
All Photos(1)

Documents

429880

Sigma-Aldrich

2,5-Thiophenedicarboxaldehyde

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H4O2S
CAS Number:
932-95-6
Molecular Weight:
140.16
MDL number:
MFCD00216592
UNSPSC Code:
12352100
PubChem Substance ID:
24866898
NACRES:
NA.22

Assay

99%

mp

115-117 °C (lit.)

SMILES string

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

InChI

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

InChI key

OTMRXENQDSQACG-UHFFFAOYSA-N

Related Categories

General description

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Tunable electroluminescence from silicon-containing poly (p-phenylenevinylene)-related copolymers with well-defined structures.
Kim HK, et al.
Macromolecules, 31(4), 1114-1123 (1998)
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service