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429872

Sigma-Aldrich

2,3-Thiophenedicarboxaldehyde

97%

Empirical Formula (Hill Notation):
C6H4O2S
CAS Number:
Molecular Weight:
140.16
MDL number:
PubChem Substance ID:

Quality Level

assay

97%

mp

76-78 °C (lit.)

SMILES string

O=Cc1ccsc1C=O

InChI

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

InChI key

WSEJZRIZDQWMKQ-UHFFFAOYSA-N

General description

2,3-Thiophenedicarboxaldehyde undergoes aldol reaction with (4aS,9R,9aR,10S)-11-(propan-2-ylidene)-2,3,4a,9,9a,10-hexahydro-9,10-methanoanthracene-1,4-dione under oxygen-free conditions affords (5aS,6S,11R,11aR)-14-(propan-2-ylidene)-5a,6,11,11a-tetrahydro-6,11-methanotetraceno[3,2-b]thiophene-5,12-dione.

Application

2,3-Thiophenedicarboxaldehyde may be employed for the synthesis of TIPSE (triisopropylsilylethynyl)-substituted dibromoanthradithiophene (TIPSEBr2- AntDT).

Packaging

1, 5 g in glass bottle

Certificate of Analysis

Certificate of Origin

Solution-processed organic micro crystal transistor based on tetraceno [2, 3-b] thiophene from a monoketone precursor.
Watanabe M, et al.
Journal of Materials Chemistry, 21(30), 11317-11322 (2011)
Synthesis and Characterization of Pentacene- and Anthradithiophene- Fluorene Conjugated Copolymers Synthesized by Suzuki Reactions.
Okamoto T, et al.
Macromolecules, 41(19), 6977-6980 (2008)

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