Description

2-Ethoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 1126-93-8) is a high-purity boronic ester compound with the molecular formula C₈H₁₇BO₃. This organoboron reagent is widely utilized in synthetic organic chemistry, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stability and reactivity. The compound features a dioxaborolane ring substituted with an ethoxy group and four methyl groups, enhancing its solubility in organic solvents like THF, DCM, and ethers. It is supplied as a clear, colorless to pale yellow liquid with >95% purity (GC), ensuring optimal performance in sensitive applications. Ideal for researchers and industrial chemists, this product is packaged under inert gas to prevent degradation and comes with detailed technical specifications, including NMR and HPLC data for quality assurance.

Properties

• CAS Number: 1126-93-8
• Complexity: 152
• IUPAC Name: 2-ethoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• InChI: InChI=1S/C8H17BO3/c1-6-10-9-11-7(2,3)8(4,5)12-9/h6H2,1-5H3
• InChI Key: AWCHCIVACATJJS-UHFFFAOYSA-N
• Exact Mass: 172.1270746
• Molecular Formula: C8H17BO3
• Molecular Weight: 172.03
• SMILES: B1(OC(C(O1)(C)C)(C)C)OCC
• Topological: 27.7
• Monoisotopic Mass: 172.1270746
• Synonyms: 2-Ethoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 1126-93-8, DTXSID60508219, DTXCID70459026, 805-832-5, 1,3,2-Dioxaborolane, 2-ethoxy-4,4,5,5-tetramethyl-, MFCD22054335, 2-Ethoxy-4,4,5,5-tetramethyl-1,3,2-dioxaboralane, SCHEMBL6493277, Ethoxyboronic Acid Pinacol Ester, AKOS037644952, AS-55616, SY053310, CS-0151942, E0982, D80491

Application

2-Ethoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile boronic ester used as a key intermediate in palladium-catalyzed cross-coupling reactions, enabling the synthesis of biaryl compounds in pharmaceuticals and agrochemicals. It serves as a stable precursor for generating boronic acids in situ under mild conditions. The compound is also employed in materials science for modifying polymers and creating advanced organic electronic materials.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (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.