Description

2-(2H-1,3,2-Benzodioxaborol-2-yl)-2H-1,3,2-benzodioxaborole (CAS No. 13826-27-2) is a high-purity organoboron compound with the molecular formula C₁₂H₈B₂O₄. This crystalline solid, also known as Bis(catecholato)diboron, is a versatile reagent widely used in cross-coupling reactions, Suzuki-Miyaura couplings, and other boron-mediated transformations. Its unique structure, featuring two benzodioxaborole units, makes it an excellent boron source for organic synthesis, pharmaceuticals, and materials science applications. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied in sealed packaging under inert conditions to maintain stability. Ideal for researchers seeking reliable performance in catalytic systems and ligand design.

Properties

• CAS Number: 13826-27-2
• Complexity: 258
• IUPAC Name: 2-(1,3,2-benzodioxaborol-2-yl)-1,3,2-benzodioxaborole
• InChI: InChI=1S/C12H8B2O4/c1-2-6-10-9(5-1)15-13(16-10)14-17-11-7-3-4-8-12(11)18-14/h1-8H
• InChI Key: WYBQOWXCLDXZNR-UHFFFAOYSA-N
• Exact Mass: 238.0608691
• Molecular Formula: C12H8B2O4
• Molecular Weight: 237.8
• SMILES: B1(OC2=CC=CC=C2O1)B3OC4=CC=CC=C4O3
• Topological: 36.9
• Monoisotopic Mass: 238.0608691
• Synonyms: 2-(2H-1,3,2-benzodioxaborol-2-yl)-2H-1,3,2-benzodioxaborole, 691-473-8, 13826-27-2, Bis(catecholato)diboron, 2,2′-Bibenzo[d][1,3,2]dioxaborole, BIS(CATECHOLATO)DIBORANE, 2,2′-Bi-1,3,2-benzodioxaborole, 2-(1,3,2-benzodioxaborol-2-yl)-1,3,2-benzodioxaborole, MFCD09842343, 2,2/’-Bis-1,3,2-benzodioxaborole, Bis(catecholato)diboron, 97%, SCHEMBL3889220, C12H8B2O4, DTXSID40392951, WYBQOWXCLDXZNR-UHFFFAOYSA-N, 2,2-Bi-1,3,2-benzodioxaborole, AKOS015968999, AC-4650, CS-W019123, AS-15219, SY029763, DB-015906, B3757, EN300-7368574, 2,2 inverted exclamation mark -Bi-1,3,2-benzodioxaborole

Application

This compound serves as a key reagent in transition-metal-catalyzed borylation reactions, enabling efficient aryl- and vinyl-boronates synthesis. It is widely employed in pharmaceutical intermediate preparation and polymer chemistry. The compound’s stability and reactivity make it particularly valuable for Suzuki-Miyaura cross-coupling reactions, facilitating carbon-carbon bond formation under mild conditions.

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]
• H335 (25%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (25%)

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