Description

Dimethyl (4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Phenyl)Phosphonate is a high-value organoboron building block and phosphonate ester, widely utilized in advanced organic synthesis. Its core value lies in its dual functionality, serving as a protected boronic acid for Suzuki-Miyaura cross-coupling reactions and as a phosphonate moiety for Horner-Wadsworth-Emmons olefination. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and materials science industries who require precise, modular construction of complex organic molecules.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly in constructing biaryl and olefin-containing scaffolds.
• Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides that require specific aryl and alkene structural motifs.
• Material Science & OLED Development: Serves as a precursor for creating organic light-emitting diode (OLED) materials, liquid crystals, and advanced polymers with tailored electronic properties.
• Cross-Coupling Reactions (Suzuki-Miyaura): The pinacol boronate ester group enables efficient palladium-catalyzed cross-coupling with aryl/vinyl halides to form new carbon-carbon bonds.
• Olefination Reactions (Horner-Wadsworth-Emmons): The phosphonate group allows for the stereoselective formation of alkenes from aldehydes and ketones.
• Chemical Biology & Probe Development: Useful for synthesizing molecular probes and bioconjugates where stable boron or phosphonate tags are required.

Basic Information

Product Name	Dimethyl (4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Phenyl)Phosphonate
CAS No.	852204-67-2
Molecular Formula	C16H26BO5P
Molecular Weight	340.16 g/mol
Synonyms	[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phosphonic acid dimethyl ester; Dimethyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phosphonate; (4-Pinacolatoboranephenyl)phosphonic acid dimethyl ester; 4-(Dimethoxyphosphoryl)phenylboronic acid pinacol ester; 4-(Dimethoxyphosphinyl)phenylboronic acid pinacol ester; Dimethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylphosphonate (common misnomer); 852204-67-2
EINECS	Contact for details

Quality Control

Our Dimethyl (4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Phenyl)Phosphonate is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including NMR (1H, 13C, 31P, 11B), HPLC, and GC analysis, to ensure identity, purity, and consistency. Certificates of Analysis (COA) with full analytical data are provided to guarantee compliance with your research and development specifications.

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). This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) for long-term storage and to maintain optimal purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%

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