Description
4-(2-Ethylhexyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde (CAS: 2344786-93-0) is a high-purity boronate ester-functionalized thiophene derivative, designed for advanced organic synthesis and materials science applications. With the molecular formula C19H31BO3S, this compound features a reactive aldehyde group and a sterically hindered dioxaborolane moiety, making it an excellent precursor for Suzuki-Miyaura cross-coupling reactions and polymer synthesis. Its 2-ethylhexyl side chain enhances solubility in organic solvents, facilitating its use in solution-processable electronic materials. Ideal for researchers developing conjugated polymers, OLEDs, or organic semiconductors, this compound is rigorously tested for consistency and supplied with detailed analytical data (HPLC, NMR, MS). Store under inert conditions to preserve reactivity.
Properties
- CAS Number: 2344786-93-0
- Complexity: 411
- IUPAC Name: 4-(2-ethylhexyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde
- InChI: InChI=1S/C19H31BO3S/c1-7-9-10-14(8-2)11-15-12-16(13-21)24-17(15)20-22-18(3,4)19(5,6)23-20/h12-14H,7-11H2,1-6H3
- InChI Key: SVBODBTZMBIQCB-UHFFFAOYSA-N
- Exact Mass: 350.2086962
- Molecular Formula: C19H31BO3S
- Molecular Weight: 350.3
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=C(S2)C=O)CC(CC)CCCC
- Topological: 63.8
- Monoisotopic Mass: 350.2086962
- Synonyms: 4-(2-Ethylhexyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde, 2344786-93-0
Application
This compound is primarily used in the synthesis of conjugated polymers for organic electronic devices, such as OLEDs and OFETs, due to its boronate ester functionality. It serves as a key monomer in Suzuki-Miyaura polymerization to create thiophene-based materials with tunable optoelectronic properties. Researchers also employ it in small-molecule synthesis for photovoltaic applications.
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