Description

4,4,5,5-Tetramethyl-2-((tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)-1,3,2-dioxaborolane (CAS No. 78782-17-9) is a highly specialized organoboron compound with the molecular formula C₁₃H₂₆B₂O₄. This compound features a unique bis(pinacolato)boryl methane structure, making it a valuable reagent in synthetic chemistry and materials science. Its high purity and stability under inert conditions ensure reliable performance in sensitive applications. Ideal for researchers and scientists, this product is rigorously tested for quality and consistency, meeting the stringent demands of laboratory and industrial use. Available in various quantities, it is packaged under controlled conditions to maintain integrity.

Properties

• CAS Number: 78782-17-9
• Complexity: 300
• 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
• InChI Key: MQYZGGWWHUGYDR-UHFFFAOYSA-N
• Exact Mass: 268.2017196
• Molecular Formula: C13H26B2O4
• Molecular Weight: 268.0
• SMILES: B1(OC(C(O1)(C)C)(C)C)CB2OC(C(O2)(C)C)(C)C
• Topological: 36.9
• Monoisotopic Mass: 268.2017196
• Synonyms: 4,4,5,5-tetramethyl-2-[(tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-((tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)-1,3,2-dioxaborolane, 810-358-7, Bis[(pinacolato)boryl]methane, 78782-17-9, Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methane, 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane, Bis((pinacolato)boryl)methane, MFCD27977747, 2,2′-Methylenebis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane), 2,2′-Methylenebis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane], Methylenedi(boronic Acid Pinacol Ester), SCHEMBL10001281, DTXSID80462021, 1,3,2-Dioxaborolane, 2,2′-methylenebis[4,4,5,5-tetramethyl-, AKOS027324523, DS-11521, SY040252, B4103, CS-0153823, EN300-214736, H10252, 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;

Application

This compound is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex biaryl structures. It serves as a versatile boron source in the preparation of advanced organic materials and pharmaceuticals. Researchers also utilize it in the development of boron-containing polymers and optoelectronic materials. Its stability and reactivity make it suitable for catalytic applications and functional group transformations.

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 (100%): 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. 2 (100%)
• STOT SE 3 (100%)

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