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Atomfair 5,5-Dimethyl-2-(phenanthren-9-yl)-1,3,2-dioxaborinane C19H19BO2 CAS 1416371-19-1

5,5-Dimethyl-2-(phenanthren-9-yl)-1,3,2-dioxaborinane (CAS No. 1416371-19-1) is a high-purity boronate ester compound with the molecular formula C19H19BO2. This organoboron reagent is widely utilized in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stability and reactivity. The compound features a phenanthrene moiety coupled with a dioxaborinane ring, making it valuable for constructing complex aromatic systems. It is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in research and industrial applications. Suitable for use under inert conditions, this reagent is ideal for pharmaceutical, agrochemical, and materials science research.

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Description

5,5-Dimethyl-2-(phenanthren-9-yl)-1,3,2-dioxaborinane (CAS No. 1416371-19-1) is a high-purity boronate ester compound with the molecular formula C19H19BO2. This organoboron reagent is widely utilized in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stability and reactivity. The compound features a phenanthrene moiety coupled with a dioxaborinane ring, making it valuable for constructing complex aromatic systems. It is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in research and industrial applications. Suitable for use under inert conditions, this reagent is ideal for pharmaceutical, agrochemical, and materials science research.

Properties

  • CAS Number: 1416371-19-1
  • Complexity: 387
  • IUPAC Name: 5,5-dimethyl-2-(9-phenanthryl)-1,3,2-dioxaborinane
  • InChI: InChI=1S/C19H19BO2/c1-19(2)12-21-20(22-13-19)18-11-14-7-3-4-8-15(14)16-9-5-6-10-17(16)18/h3-11H,12-13H2,1-2H3
  • InChI Key: WZXSJDKNWAQBOL-UHFFFAOYSA-N
  • Exact Mass: 290.1478100
  • Molecular Formula: C19H19BO2
  • Molecular Weight: 290.2
  • SMILES: B1(OCC(CO1)(C)C)C2=CC3=CC=CC=C3C4=CC=CC=C24
  • Topological: 18.5
  • Monoisotopic Mass: 290.1478100
  • Synonyms: 5,5-Dimethyl-2-(phenanthren-9-yl)-1,3,2-dioxaborinane, 1416371-19-1, MFCD32876919, SCHEMBL21879641, BS-47492, SY279654, F71443, 5,5-dimethyl-2-phenanthren-9-yl-1,3,2-dioxaborinane

Application

5,5-Dimethyl-2-(phenanthren-9-yl)-1,3,2-dioxaborinane is primarily employed as a key intermediate in palladium-catalyzed cross-coupling reactions, enabling the synthesis of biaryl and heteroaryl structures. Its stability under ambient conditions makes it suitable for multi-step synthetic routes. Researchers also leverage its phenanthrene backbone for developing fluorescent probes and organic electronic materials. The compound is particularly useful in medicinal chemistry for constructing pharmacophores with enhanced aromatic stacking properties.

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  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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