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Atomfair 5,5-Dimethyl-2-(4-propylphenyl)-1,3,2-dioxaborinane C14H21BO2 CAS 574755-16-1

5,5-Dimethyl-2-(4-propylphenyl)-1,3,2-dioxaborinane (CAS No. 574755-16-1) is a high-purity organoboron compound with the molecular formula C14H21BO2. This cyclic boronic ester features a 1,3,2-dioxaborinane core substituted with a 4-propylphenyl group at the 2-position and two methyl groups at the 5-position, offering unique reactivity for cross-coupling reactions and other synthetic transformations. Its well-defined structure and stability make it an excellent reagent for Suzuki-Miyaura couplings, polymer synthesis, and pharmaceutical intermediate preparation. Supplied as a crystalline solid or solution, this compound is rigorously tested for purity (typically >95% by HPLC or GC) and is packaged under inert conditions to ensure long-term stability. Researchers can rely on…

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Description

5,5-Dimethyl-2-(4-propylphenyl)-1,3,2-dioxaborinane (CAS No. 574755-16-1) is a high-purity organoboron compound with the molecular formula C14H21BO2. This cyclic boronic ester features a 1,3,2-dioxaborinane core substituted with a 4-propylphenyl group at the 2-position and two methyl groups at the 5-position, offering unique reactivity for cross-coupling reactions and other synthetic transformations. Its well-defined structure and stability make it an excellent reagent for Suzuki-Miyaura couplings, polymer synthesis, and pharmaceutical intermediate preparation. Supplied as a crystalline solid or solution, this compound is rigorously tested for purity (typically >95% by HPLC or GC) and is packaged under inert conditions to ensure long-term stability. Researchers can rely on this boronic ester for precise, reproducible results in medicinal chemistry, materials science, and catalysis applications.

Properties

  • CAS Number: 574755-16-1
  • Complexity: 224
  • IUPAC Name: 5,5-dimethyl-2-(4-propylphenyl)-1,3,2-dioxaborinane
  • InChI: InChI=1S/C14H21BO2/c1-4-5-12-6-8-13(9-7-12)15-16-10-14(2,3)11-17-15/h6-9H,4-5,10-11H2,1-3H3
  • InChI Key: DMVXUZLIMSBAIZ-UHFFFAOYSA-N
  • Exact Mass: 232.1634601
  • Molecular Formula: C14H21BO2
  • Molecular Weight: 232.13
  • SMILES: B1(OCC(CO1)(C)C)C2=CC=C(C=C2)CCC
  • Topological: 18.5
  • Monoisotopic Mass: 232.1634601
  • Synonyms: 5,5-dimethyl-2-(4-propylphenyl)-1,3,2-dioxaborinane, 574755-16-1, 2-(4-propylphenyl)-5,5-dimethyl[1,3,2]dioxaborinane, DB-154757, doi:10.14272/DMVXUZLIMSBAIZ-UHFFFAOYSA-N.1

Application

This boronic ester serves as a key building block in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura couplings for biaryl synthesis. It finds application in the preparation of liquid crystal materials due to its stable cyclic boronate structure and aromatic moiety. The compound is also utilized in pharmaceutical research for constructing complex molecules through selective boron-based transformations.

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