Description

4,4,4′,4′,6,6,6′,6′-Octamethyl-2,2′-bi-1,3,2-dioxaborinane (CAS: 230299-46-4) is a highly specialized organoboron compound with the molecular formula C₁₄H₂₈B₂O₄. This crystalline solid is widely recognized for its role as a versatile boron-based reagent in organic synthesis, particularly in cross-coupling reactions and catalytic transformations. Its unique structure, featuring two dioxaborinane rings linked by a boron-boron bond, provides exceptional stability and reactivity for applications in pharmaceutical intermediates, materials science, and advanced chemical research. With a purity grade of ≥98%, this product is rigorously tested to meet the highest industry standards, ensuring reproducibility in sensitive experimental workflows. Packaged under inert conditions to prevent degradation, it is ideal for researchers requiring precision in boron-mediated synthetic methodologies.

Properties

• CAS Number: 230299-46-4
• Complexity: 311
• IUPAC Name: 4,4,6,6-tetramethyl-2-(4,4,6,6-tetramethyl-1,3,2-dioxaborinan-2-yl)-1,3,2-dioxaborinane
• InChI: InChI=1S/C14H28B2O4/c1-11(2)9-12(3,4)18-15(17-11)16-19-13(5,6)10-14(7,8)20-16/h9-10H2,1-8H3
• InChI Key: CZLUUPDJUFXXHF-UHFFFAOYSA-N
• Exact Mass: 282.2173697
• Molecular Formula: C14H28B2O4
• Molecular Weight: 282.0
• SMILES: B1(OC(CC(O1)(C)C)(C)C)B2OC(CC(O2)(C)C)(C)C
• Topological: 36.9
• Monoisotopic Mass: 282.2173697
• Synonyms: 230299-46-4, 4,4,4′,4′,6,6,6′,6′-Octamethyl-2,2′-bi-1,3,2-dioxaborinane, DTXSID50571871, DTXCID70522643, Bis(2,4-dimethylpentane-2,4-glycolato)diboron, 4,4,4′,4′,6,6,6′,6′-Octamethyl-2,2′-bi(1,3,2-dioxaborinane), 4,4,6,6-tetramethyl-2-(4,4,6,6-tetramethyl-1,3,2-dioxaborinan-2-yl)-1,3,2-dioxaborinane, MFCD03490499, 2,2′-Bi-1,3,2-dioxaborinane, 4,4,4′,4′,6,6,6′,6′-octamethyl-, SCHEMBL456813, C14H28B2O4, AKOS015915355, CS-W022038, DS-7815, SY115613, DB-046057, Bis(2,4-dimethylpentane-2,4-glyolato)diboron, 4 pound not4 pound not4′ pound not4′ pound not6 pound not6 pound not6′ pound not6′-Octamethyl-2 pound not2′-bi(1 pound not3 pound not2-dioxaborinane), 4,4,4 inverted exclamation mark ,4 inverted exclamation mark ,6,6,6 inverted exclamation mark ,6 inverted exclamation mark -Octamethyl-2,2 inverted exclamation mark -bi(1,3,2-dioxaborinane)

This compound is extensively utilized as a boron source in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl structures critical for drug discovery. Its sterically hindered design enhances selectivity in catalytic processes, making it valuable for constructing complex organic frameworks. Researchers also employ it in polymer chemistry to modify material properties via boron incorporation. Due to its air- and moisture-sensitive nature, handling under inert atmospheres is recommended.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.