Description

Benzoic Acid, 4-[(1E)-2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Ethenyl]-, Methyl Ester is a high-value, functionalized benzoate derivative featuring a vinyl boronic ester pinacol group, making it a versatile building block for advanced organic synthesis. This compound is specifically engineered for use in cross-coupling reactions, most notably the Suzuki-Miyaura reaction, to construct complex biaryl and conjugated systems. It is an essential intermediate for researchers and manufacturers in the pharmaceutical, agrochemical, and materials science industries developing novel active ingredients and functional polymers.

Application

• Pharmaceutical Intermediate: A key precursor in the synthesis of active pharmaceutical ingredients (APIs) via palladium-catalyzed cross-coupling reactions.
• Agrochemical Synthesis: Used to create novel herbicides, fungicides, and insecticides with complex aromatic backbones.
• Material Science & OLED Development: Serves as a monomer or building block for creating conjugated polymers, organic semiconductors, and light-emitting materials.
• Ligand & Catalyst Development: Employed in the research and production of specialized ligands and organometallic catalysts.
• Chemical Biology & Probe Synthesis: Utilized for labeling and modifying biomolecules due to its reactive boronate handle.
• Academic & Industrial R&D: A critical reagent for method development and exploring new synthetic pathways in organic chemistry.

Basic Information

Product Name	Benzoic Acid, 4-[(1E)-2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Ethenyl]-, Methyl Ester
CAS No.	223919-55-9
Molecular Formula	C₁₆H₂₁BO₄
Molecular Weight	288.15 g/mol
Synonyms	4-[(E)-2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]benzoic acid methyl ester; Methyl 4-[(E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl]benzoate; (E)-Methyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)benzoate; 4-Vinylbenzoic Acid Methyl Ester Boronic Acid Pinacol Ester; Bpin-Styrene Benzoate Derivative; Suzuki-Miyaura Coupling Reagent; Aryl Boronate Ester Monomer
EINECS	Contact for details

Quality Control

Our production of Benzoic Acid, 4-[(1E)-2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Ethenyl]-, Methyl Ester adheres to stringent quality protocols to ensure batch-to-batch consistency and high reactivity for sensitive coupling reactions. Each lot is characterized by advanced analytical techniques including NMR, HPLC, and GC to confirm identity, isomeric purity (E/Z ratio), and chemical purity. Certificates of Analysis (COA) detailing all specifications are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at room temperature (15-25°C). The product is light-sensitive (store away from light) and should be kept under an inert atmosphere (e.g., nitrogen or argon) for long-term storage to maintain optimal purity and reactivity. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Isomeric Purity (E/Z ratio by HPLC)	≥ 95:5 (E:Z)
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.