Description

(1-Phenylvinyl)boronic acid (CAS No. 14900-39-1) is a high-purity boronic acid derivative with the molecular formula C₈H₉BO₂. This compound, also known by its IUPAC name 1-phenylethenylboronic acid, is a versatile organoboron reagent widely used in Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. The vinyl-substituted boronic acid moiety offers unique reactivity for constructing complex organic frameworks, particularly in pharmaceutical and materials science research.

Our product is rigorously tested to ensure ≥95% purity (HPLC) and is supplied as a white to off-white crystalline powder. It is packaged under inert conditions to maintain stability and reactivity. Suitable for use in both solution-phase and solid-phase synthesis, (1-Phenylvinyl)boronic acid demonstrates excellent compatibility with various protecting groups and reaction conditions.

Key applications include:

• Building block for bioactive molecule synthesis
• Intermediate in polymer chemistry
• Ligand design for catalytic systems

Storage recommendations: Maintain at 2-8°C under dry, inert atmosphere. Shelf life of 24 months when stored properly.

Properties

• CAS Number: 14900-39-1
• Complexity: 139
• IUPAC Name: 1-phenylvinylboronic acid
• InChI: InChI=1S/C8H9BO2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6,10-11H,1H2
• InChI Key: YJCPVMYUISTDKG-UHFFFAOYSA-N
• Exact Mass: 148.0695597
• Molecular Formula: C8H9BO2
• Molecular Weight: 147.97
• SMILES: B(C(=C)C1=CC=CC=C1)(O)O
• Topological: 40.5
• Monoisotopic Mass: 148.0695597
• Synonyms: (1-Phenylvinyl)boronic acid, 807-828-9, 1-Phenylvinylboronic acid, 14900-39-1, 1-phenylethenylboronic Acid, alpha-Phenyl vinylboronic acid, MFCD01074578, (1-Phenylvinyl)boronicacid, (1-PHENYLETHENYL)BORONIC ACID, 1-phenyl-vinylboronic acid, SCHEMBL101826, 1-Phenylvinylboronic acid, 95%, DTXSID50407429, STYRENE ALPHA-BORONIC ACID, SBB071111, AKOS015840592, AB08051, PS-9504, SY024635, DB-002953, CS-0109518, EN300-212506, S12165, ALPHA-METHYLENE-ALPHA-TOLUENEBORONIC ACID

Application

(1-Phenylvinyl)boronic acid serves as a crucial intermediate in pharmaceutical research, particularly for constructing styrene derivatives via cross-coupling reactions. The compound finds extensive use in materials science for developing conjugated polymers with optoelectronic properties. Researchers also employ it as a versatile building block in medicinal chemistry for creating potential kinase inhibitors and other therapeutic agents.

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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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.