Bis[(pinacolato)boryl]methane

• CAT Number: R053181
• CAS Number: 78782-17-9
• Molecular Formula: C13H26B2O4
• Molecular Weight: 267.97
• Purity: ≥95%
• Synonyms: 2,2’-Methylenebis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane; Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methane
• Storage: -20°C
• IUPAC Name: 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane
• InChI: InChI=1S/C13H26B2O4/c1-10(2)11(3,4)17-14(16-10)9-15-18-12(5,6)13(7,8)19-15/h9H2,1-8H3
• InChIKey: MQYZGGWWHUGYDR-UHFFFAOYSA-N
• SMILES: B1(OC(C(O1)(C)C)(C)C)CB2OC(C(O2)(C)C)(C)C

Bis[(pinacolato)boryl]methane(CAT: R053181) is a specialized organoboron compound featuring two pinacol boronate ester groups bonded to a central methylene bridge. This air-stable, crystalline reagent is widely used in organic synthesis, particularly in cross-coupling reactions such as Suzuki–Miyaura couplings, where it serves as a borylation agent or boron source for forming C–C bonds. Its symmetrical structure allows for the introduction of multiple boron functionalities, facilitating the construction of complex molecules and advanced materials. Bis[(pinacolato)boryl]methane is highly valued in medicinal chemistry, polymer science, and material development for its reactivity, stability, and compatibility with diverse functional groups.