Description

2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 75927-49-0) is a highly versatile boronic ester compound with the molecular formula C₈H₁₅BO₂. This organoboron reagent features a reactive ethenyl group attached to a stable dioxaborolane ring, making it an excellent intermediate for Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. The tetramethyl substitution on the dioxaborolane ring enhances its stability and shelf-life, while maintaining reactivity for synthetic applications. This compound is supplied as a clear, colorless to pale yellow liquid with high purity (>95%) and is ideal for use in pharmaceutical research, materials science, and agrochemical development. Proper storage under inert atmosphere and refrigeration is recommended to preserve its integrity.

Properties

• CAS Number: 75927-49-0
• Complexity: 159
• IUPAC Name: 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane
• InChI: InChI=1S/C8H15BO2/c1-6-9-10-7(2,3)8(4,5)11-9/h6H,1H2,2-5H3
• InChI Key: DPGSPRJLAZGUBQ-UHFFFAOYSA-N
• Exact Mass: 154.1165099
• Molecular Formula: C8H15BO2
• Molecular Weight: 154.02
• SMILES: B1(OC(C(O1)(C)C)(C)C)C=C
• Topological: 18.5
• Monoisotopic Mass: 154.1165099
• Synonyms: 75927-49-0, 2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, DTXSID60997301, DTXCID801424306, 629-384-3, Vinylboronic acid pinacol ester, 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane, 2-VINYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE, MFCD00192492, 2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane, vinylboronic acid pinacolester, 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane;Vinylboronic acid pinacol ester, 1,3,2-Dioxaborolane, 2-ethenyl-4,4,5,5-tetramethyl-, vinyl boronic acid pinacol ester, Pinacolvinylboronate, 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaoborolane; 2-Vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 4,4,5,5-Tetramethyl-2-(2-vinyl)-1,3,2-dioxaborolane; 4,4,5,5-Tetramethyl-2-vinyl-1,3,2-dioxaborolane;, Vinylboronic acid pinacol cyclic ester, Pinacol vinylboronate, stabilized with 0.1% BHT, SCHEMBL13544, 97% (stablized with PTZ), 4,4,5,5-tetramethyl-2-vinyl-[1,3,2]dioxaborolane, ethenylboronic acid pinacol ester, vinyl-boronic acid pinacol ester, ethenyl boronic acid pinacol ester, BBL101534, STL555330, AKOS004119257, AB04655, CS-W000965, FP16349, AS-11407, T2297, EN300-92920, 4,4,5,5-tetramethyl-2-vinyl-1,3,2dioxaborolan, vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-vinyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolan, 4,4,5,5-tetramethyl-2-vinyl-1,3,2 dioxaborolane, 2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolan, 4,4,5,5-tetramethyl-2-vinyl-[1.3.2]dioxaborolane, 4,4,5,5-tetramethyl-2-vinyl-1,3,2- dioxaborolane, 2-ethenyl-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane, F0001-5953, Z1255383363, Vinylboronic acid pinacol ester, stabilized with Phenothiazine, Vinylboronic acid pinacol ester, contains phenothiazine as stabilizer, 95%

Application

2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is widely used as a key building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions to form carbon-carbon bonds. Its stability and reactivity make it suitable for constructing complex molecules in pharmaceutical and materials chemistry. Researchers also employ this boronic ester in polymer science for modifying vinyl-containing monomers.

Safety and Hazards

GHS Hazard Statements

• H226 (97.8%): 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 (97.8%)

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