Atomfair 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane C9H19BO3

Description 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 61676-62-8) is a highly versatile boronic ester compound with the molecular formula C9H19BO3. This organoboron reagent is widely utilized in Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology in modern synthetic organic chemistry. The compound features a stable dioxaborolane ring system with isopropoxy functionality, offering enhanced reactivity and selectivity in palladium-catalyzed transformations. With a purity of ??95%, this product is rigorously tested by GC and NMR to ensure batch-to-batch consistency. The material is supplied as a clear, colorless to pale yellow liquid that should be stored under inert atmosphere at 2-8??C to maintain stability. Ideal for pharmaceutical intermediates,…

Description

Description

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 61676-62-8) is a highly versatile boronic ester compound with the molecular formula C9H19BO3. This organoboron reagent is widely utilized in Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology in modern synthetic organic chemistry. The compound features a stable dioxaborolane ring system with isopropoxy functionality, offering enhanced reactivity and selectivity in palladium-catalyzed transformations.

With a purity of ??95%, this product is rigorously tested by GC and NMR to ensure batch-to-batch consistency. The material is supplied as a clear, colorless to pale yellow liquid that should be stored under inert atmosphere at 2-8??C to maintain stability. Ideal for pharmaceutical intermediates, materials science research, and advanced organic synthesis.

Key applications include: preparation of biaryl compounds, conjugated polymers, and medicinal chemistry building blocks. The sterically hindered structure provides improved stability against protodeboronation compared to conventional boronic acids.

  • CAS No: 61676-62-8
  • Molecular Formula: C9H19BO3
  • Molecular Weight: 186.06
  • Exact Mass: 186.1427246
  • Monoisotopic Mass: 186.1427246
  • IUPAC Name: 4,4,5,5-tetramethyl-2-propan-2-yloxy-1,3,2-dioxaborolane
  • SMILES: B1(OC(C(O1)(C)C)(C)C)OC(C)C
  • Synonyms: 61676-62-8, 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, DTXSID20407552, Isopropoxy 4,4,5,5-tetramethyl-1,3,2-dioxaborolane, DTXCID70358404

Application

This boronic ester serves as a crucial reagent in transition metal-catalyzed cross-coupling reactions, particularly for constructing carbon-carbon bonds in complex molecule synthesis. It demonstrates excellent reactivity in Suzuki-Miyaura couplings with various aryl halides under mild conditions. The compound is especially valuable for synthesizing sterically demanding biaryl systems common in pharmaceutical compounds and organic electronic materials. Researchers also employ it in the preparation of boron-containing polymers and as a protected form of boronic acids.

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