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Atomfair 4,4,5,5-Tetramethyl-2-(4-propylphenyl)-1,3,2-dioxaborolane Pinacol(4-Propylphenyl)Boronate, 4-Propylphenylboronic acid pinacol ester C15H23BO2 CAS 1359844-00-0

4,4,5,5-Tetramethyl-2-(4-propylphenyl)-1,3,2-dioxaborolane (CAS: 1359844-00-0) is a high-purity boronic ester compound widely used in organic synthesis and pharmaceutical research. This organoboron reagent features a pinacol-protected boronate group, ensuring stability and reactivity in cross-coupling reactions such as Suzuki-Miyaura couplings. With the molecular formula C15H23BO2, it offers exceptional compatibility with aryl halides and triflates, making it invaluable for constructing complex biaryl scaffolds. The propylphenyl substituent enhances solubility in common organic solvents (e.g., THF, DMF) while maintaining steric accessibility for catalytic transformations. Supplied as a crystalline solid (≥95% purity by HPLC), it is rigorously tested for moisture sensitivity and stored under inert conditions to guarantee…

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Description

4,4,5,5-Tetramethyl-2-(4-propylphenyl)-1,3,2-dioxaborolane (CAS: 1359844-00-0) is a high-purity boronic ester compound widely used in organic synthesis and pharmaceutical research. This organoboron reagent features a pinacol-protected boronate group, ensuring stability and reactivity in cross-coupling reactions such as Suzuki-Miyaura couplings. With the molecular formula C15H23BO2, it offers exceptional compatibility with aryl halides and triflates, making it invaluable for constructing complex biaryl scaffolds. The propylphenyl substituent enhances solubility in common organic solvents (e.g., THF, DMF) while maintaining steric accessibility for catalytic transformations. Supplied as a crystalline solid (≥95% purity by HPLC), it is rigorously tested for moisture sensitivity and stored under inert conditions to guarantee optimal performance. Ideal for medicinal chemistry, material science, and agrochemical R&D.

Properties

  • CAS Number: 1359844-00-0
  • Complexity: 264
  • IUPAC Name: 4,4,5,5-tetramethyl-2-(4-propylphenyl)-1,3,2-dioxaborolane
  • InChI: InChI=1S/C15H23BO2/c1-6-7-12-8-10-13(11-9-12)16-17-14(2,3)15(4,5)18-16/h8-11H,6-7H2,1-5H3
  • InChI Key: WQUCCSKISHNGKO-UHFFFAOYSA-N
  • Exact Mass: 246.1791101
  • Molecular Formula: C15H23BO2
  • Molecular Weight: 246.15
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)CCC
  • Topological: 18.5
  • Monoisotopic Mass: 246.1791101
  • Synonyms: 1359844-00-0, 4,4,5,5-tetramethyl-2-(4-propylphenyl)-1,3,2-dioxaborolane, 4-Propylphenylboronic acid pinacol ester, CHEMBL1952302, Pinacol(4-Propylphenyl)Boronate, SCHEMBL12215734, SCHEMBL28817237, BDBM50364289, MFCD22414460, AKOS018218782, BS-48410, DB-167766, 4-Propylbenzene-1-boronic Acid Pinacol Ester, E85500, EN300-768215

This boronic ester is primarily employed in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions to form C-C bonds between aryl/heteroaryl partners. It serves as a key intermediate in synthesizing pharmaceutical candidates, OLED materials, and liquid crystals. The propyl group improves lipophilicity for drug-discovery applications. Compatible with microwave-assisted and flow chemistry protocols.

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Disclaimer

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