429872
2,3-Thiophenedicarboxaldehyde
97%
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About This Item
Empirical Formula (Hill Notation):
C6H4O2S
CAS Number:
Molecular Weight:
140.16
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
assay
97%
form
solid
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).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)