Description
4,4,6-Trimethyl-1,3,2-dioxaborinane (CAS No. 23894-82-8) is a specialized cyclic boronic ester with the molecular formula C6H12BO2. This high-purity compound is widely utilized in organic synthesis, pharmaceutical research, and materials science due to its unique reactivity as a boron-containing intermediate. The dioxaborinane structure, featuring three methyl groups at the 4,4,6-positions, offers enhanced stability and controlled reactivity for cross-coupling reactions, Suzuki-Miyaura couplings, and other boron-mediated transformations. Our product is rigorously tested to ensure ≥95% purity (GC) and is supplied in sealed containers under inert atmosphere to prevent degradation. Ideal for researchers requiring precise stoichiometry in catalytic systems or polymer modification studies.
Properties
- CAS Number: 23894-82-8
- Complexity: 103
- InChI: InChI=1S/C6H12BO2/c1-5-4-6(2,3)9-7-8-5/h5H,4H2,1-3H3
- InChI Key: KZAMKXKKAYRGLP-UHFFFAOYSA-N
- Exact Mass: 127.0930348
- Molecular Formula: C6H12BO2
- Molecular Weight: 126.97
- SMILES: [B]1OC(CC(O1)(C)C)C
- Topological: 18.5
- Monoisotopic Mass: 127.0930348
- Synonyms: 4,4,6-trimethyl-1,3,2-dioxaborinane, 23894-82-8, methyl pentane diol borane, SCHEMBL1014386, SCHEMBL4299249, ARSUQHZDPBOKDP-UHFFFAOYSA-N, DB-152976
Application
4,4,6-Trimethyl-1,3,2-dioxaborinane serves as a versatile reagent in transition-metal-catalyzed borylation reactions for aryl functionalization. It demonstrates particular utility in the synthesis of boron-doped organic semiconductors and luminescent materials. The compound’s sterically hindered structure makes it valuable for controlled radical polymerization processes. Researchers also employ it as a protected boronic acid equivalent in multistep synthetic routes.
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