Description
4-(2-Ethylhexyl)-4H-thieno[3,2-b]pyrrole-5,6-dione (CAS No. 1147124-46-6) is a high-purity organic compound with the molecular formula C14H19NO2S. This specialized heterocyclic derivative features a thieno[3,2-b]pyrrole-5,6-dione core functionalized with a 2-ethylhexyl group, making it valuable for advanced material science and synthetic chemistry applications. The compound is supplied as a solid with rigorously verified identity and purity by GC-MS, HPLC, and 1H/13C NMR spectroscopy. Suitable for use as a building block in conjugated polymers, organic semiconductors, and photovoltaic materials due to its electron-deficient structure and solution processability. Packaged under inert gas in amber glass vials to ensure stability, with batch-specific certificates of analysis available.
Properties
- CAS Number: 1147124-46-6
- Complexity: 332
- IUPAC Name: 4-(2-ethylhexyl)thieno[3,2-b]pyrrole-5,6-dione
- InChI: InChI=1S/C14H19NO2S/c1-3-5-6-10(4-2)9-15-11-7-8-18-13(11)12(16)14(15)17/h7-8,10H,3-6,9H2,1-2H3
- InChI Key: ONAYITQGRKTBKH-UHFFFAOYSA-N
- Exact Mass: 265.11365002
- Molecular Formula: C14H19NO2S
- Molecular Weight: 265.37
- SMILES: CCCCC(CC)CN1C2=C(C(=O)C1=O)SC=C2
- Topological: 65.6
- Monoisotopic Mass: 265.11365002
- Synonyms: 4-(2-Ethylhexyl)-4H-thieno[3,2-b]pyrrole-5,6-dione, 1147124-46-6, SCHEMBL13058833
Application
This compound serves as a key monomer for constructing donor-acceptor type conjugated polymers in organic electronics. Its electron-accepting thienopyrroledione moiety enables tuning of bandgaps in organic photovoltaic materials. Researchers utilize it to develop high-performance organic field-effect transistors (OFETs) due to enhanced charge transport properties. The 2-ethylhexyl side chain improves solubility for solution-processing of thin films in device fabrication.
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