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Atomfair 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene C20H28B2O4S2 CAS 239075-02-6

5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene (CAS No. 239075-02-6) is a high-purity bithiophene derivative featuring pinacol boronate ester functional groups. This compound, with the molecular formula C20H28B2O4S2, is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions for the construction of conjugated polymers and small molecules. Its symmetrical structure and high stability make it ideal for applications in materials science, including the development of organic semiconductors, OLEDs, and photovoltaic materials. The product is supplied as a crystalline solid with ≥95% purity, ensuring consistent performance in sensitive reactions. Proper storage under inert atmosphere is recommended to maintain its reactivity.

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Description

5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene (CAS No. 239075-02-6) is a high-purity bithiophene derivative featuring pinacol boronate ester functional groups. This compound, with the molecular formula C20H28B2O4S2, is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions for the construction of conjugated polymers and small molecules. Its symmetrical structure and high stability make it ideal for applications in materials science, including the development of organic semiconductors, OLEDs, and photovoltaic materials. The product is supplied as a crystalline solid with ≥95% purity, ensuring consistent performance in sensitive reactions. Proper storage under inert atmosphere is recommended to maintain its reactivity.

Properties

  • CAS Number: 239075-02-6
  • Complexity: 529
  • IUPAC Name: 4,4,5,5-tetramethyl-2-[5-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-thienyl]-2-thienyl]-1,3,2-dioxaborolane
  • InChI: InChI=1S/C20H28B2O4S2/c1-17(2)18(3,4)24-21(23-17)15-11-9-13(27-15)14-10-12-16(28-14)22-25-19(5,6)20(7,8)26-22/h9-12H,1-8H3
  • InChI Key: XWWXVHGWYCXJCJ-UHFFFAOYSA-N
  • Exact Mass: 418.1615120
  • Molecular Formula: C20H28B2O4S2
  • Molecular Weight: 418.2
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(S2)C3=CC=C(S3)B4OC(C(O4)(C)C)(C)C
  • Topological: 93.4
  • Monoisotopic Mass: 418.1615120
  • Synonyms: 239075-02-6, 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, 2,2′-Bithiophene-5,5′-diboronic acid bis(pinacol) ester, 2,2′-Bithiophene-5,5′-diboronic acid pinacol ester, 4,4,5,5-tetramethyl-2-[5-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl]thiophen-2-yl]-1,3,2-dioxaborolane, MFCD06798112, SCHEMBL390494, 2,2′-Bithiophene-5,5′-diboronic acid, bis(pinacol) ester, DTXSID60449037, XWWXVHGWYCXJCJ-UHFFFAOYSA-N, 2,2′-Bithiophene-5,5′-diboronic acid bis(pinacol) ester, 97%, AKOS015960322, AB29821, 4,4,5,5-TETRAMETHYL-2-[5′-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-[2,2′-BITHIOPHEN]-5-YL]-1,3,2-DIOXABOROLANE, AS-55611, B3363, CS-0091654, H11777, 2,2′-Bithiophene-5,5′-diboronic acid, pinacol ester, 2,2”-Bithiophene-5,5”-diboronic Acid Pinacol Ester, 2,2′-BITHIOPHENE-5,5′-DIBORONIC ACID BIS(PINACOL), 2,2′-([2,2′-Bithiophene]-5,5′-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane), 5,5 inverted exclamation mark -Bis(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-2,2 inverted exclamation mark -Bithiophene

Application

This compound is widely used as a key monomer in the synthesis of conjugated polymers for organic electronic devices, such as OFETs and OPVs. Its boronate ester groups enable efficient cross-coupling reactions to create extended π-conjugated systems. Researchers utilize it to develop novel thiophene-based materials with tailored optoelectronic properties. The compound’s stability and reactivity make it particularly valuable for creating donor-acceptor copolymers in solar cell applications.

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