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Atomfair 2,2′-(2,6-Dis(hexyloxy)naphthalene-1,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) C34H54B2O6 CAS 2357137-42-7

2,2′-(2,6-Dis(hexyloxy)naphthalene-1,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (CAS No. 2357137-42-7) is a high-purity boronate ester compound with the molecular formula C34H54B2O6. This advanced organic intermediate features a naphthalene core symmetrically functionalized with hexyloxy groups and protected boronate moieties, making it an essential building block for Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. The compound’s robust 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (pinacol boronate) groups ensure excellent stability while maintaining high reactivity in demanding synthetic applications. With a molecular weight of 580.48 g/mol, this crystalline solid is particularly valuable for constructing conjugated organic materials, including OLEDs, organic semiconductors, and π-extended polymers. Supplied with comprehensive analytical data (NMR, HPLC, MS), our product meets…

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Description

2,2′-(2,6-Dis(hexyloxy)naphthalene-1,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (CAS No. 2357137-42-7) is a high-purity boronate ester compound with the molecular formula C34H54B2O6. This advanced organic intermediate features a naphthalene core symmetrically functionalized with hexyloxy groups and protected boronate moieties, making it an essential building block for Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. The compound’s robust 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (pinacol boronate) groups ensure excellent stability while maintaining high reactivity in demanding synthetic applications. With a molecular weight of 580.48 g/mol, this crystalline solid is particularly valuable for constructing conjugated organic materials, including OLEDs, organic semiconductors, and π-extended polymers. Supplied with comprehensive analytical data (NMR, HPLC, MS), our product meets rigorous quality standards for research and industrial-scale applications in materials science and pharmaceutical chemistry.

Properties

  • CAS Number: 2357137-42-7
  • Complexity: 748
  • IUPAC Name: 2-[2,6-dihexoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • InChI: InChI=1S/C34H54B2O6/c1-11-13-15-17-23-37-27-21-19-26-25(29(27)35-39-31(3,4)32(5,6)40-35)20-22-28(38-24-18-16-14-12-2)30(26)36-41-33(7,8)34(9,10)42-36/h19-22H,11-18,23-24H2,1-10H3
  • InChI Key: MVSHYZACUCKBLI-UHFFFAOYSA-N
  • Exact Mass: 580.4106498
  • Molecular Formula: C34H54B2O6
  • Molecular Weight: 580.4
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=CC3=C2C=CC(=C3B4OC(C(O4)(C)C)(C)C)OCCCCCC)OCCCCCC
  • Topological: 55.4
  • Monoisotopic Mass: 580.4106498
  • Synonyms: 2,2′-(2,6-Dis(hexyloxy)naphthalene-1,5-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane), 2357137-42-7, F77672

Application

This bifunctional boronate ester serves as a critical precursor in the synthesis of extended π-conjugated systems for organic electronic applications, particularly in the development of high-performance organic light-emitting diodes (OLEDs) and photovoltaic materials. The compound’s dual reactivity enables efficient polymerization through Suzuki coupling to create rigid-rod polymers with tailored optoelectronic properties. Researchers also utilize this building block for constructing complex polycyclic aromatic hydrocarbons (PAHs) with precise control over molecular architecture. Its hexyloxy substituents enhance solubility in common organic solvents while maintaining desirable solid-state packing characteristics.

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Disclaimer

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