Description

1-Phenylvinylboronic acid, pinacol ester (CAS No. 143825-84-7) is a high-purity boronic ester compound with the molecular formula C₁₄H₁₉BO₂. This organoboron reagent is widely utilized in cross-coupling reactions, such as Suzuki-Miyaura couplings, due to its stability and reactivity under mild conditions. The pinacol ester group enhances the compound’s shelf life and handling convenience, making it a preferred choice for synthetic organic chemists. With a purity of 96%, this product is rigorously tested for quality assurance, ensuring optimal performance in research and industrial applications. Suitable for use in pharmaceutical intermediates, materials science, and catalysis, it is supplied in secure packaging to maintain integrity.

Properties

• CAS Number: 143825-84-7
• Complexity: 287
• IUPAC Name: 4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane
• InChI: InChI=1S/C14H19BO2/c1-11(12-9-7-6-8-10-12)15-16-13(2,3)14(4,5)17-15/h6-10H,1H2,2-5H3
• InChI Key: RMGBWPMWUZSIMH-UHFFFAOYSA-N
• Exact Mass: 230.1478100
• Molecular Formula: C14H19BO2
• Molecular Weight: 230.11
• SMILES: B1(OC(C(O1)(C)C)(C)C)C(=C)C2=CC=CC=C2
• Topological: 18.5
• Monoisotopic Mass: 230.1478100
• Synonyms: 1-Phenylvinylboronic acid, pinacol ester, 811-909-4, 143825-84-7, 4,4,5,5-Tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane, 1-Phenylvinylboronic acid pinacol ester, 4,4,5,5-tetramethyl-2-(1-phenylethenyl)-1,3,2-dioxaborolane, 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-phenylethenyl)-, MFCD06659923, 2-(1-Phenylethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, SCHEMBL3555946, DTXSID20452643, RMGBWPMWUZSIMH-UHFFFAOYSA-N, 1,3,2-Dioxaborolane,4,4,5,5-tetramethyl-2-(1-phenylethenyl)-, TFA82584, AKOS016844869, AB26646, AS-55246, SY271939, CS-0099710, 1-Phenylvinylboronic acid pinacol ester, 96%, EN300-213139, H11770, Z2044805724

1-Phenylvinylboronic acid, pinacol ester is a versatile reagent in palladium-catalyzed cross-coupling reactions, enabling the synthesis of complex biaryl and styrenyl derivatives. It is particularly valuable in medicinal chemistry for constructing pharmaceutical intermediates and bioactive molecules. Researchers also employ it in polymer science to modify aromatic monomers for advanced material development. Its stability and ease of handling make it ideal for high-throughput screening and combinatorial chemistry workflows.

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. 2A (100%)
• STOT SE 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.