Description

(E)-2-(2-Bromovinyl)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane is a high-value organoboron building block, specifically a vinyl boronic ester, crucial for modern synthetic chemistry. Its primary value lies in enabling Suzuki-Miyaura cross-coupling reactions, a Nobel Prize-winning methodology for forming carbon-carbon bonds with high efficiency and functional group tolerance. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require reliable, high-purity intermediates for constructing complex molecular architectures.

Application

• Pharmaceutical Intermediate: Key building block for synthesizing active pharmaceutical ingredients (APIs) and drug candidates via palladium-catalyzed cross-coupling.
• Agrochemical Synthesis: Used in the production of novel herbicides, fungicides, and insecticides requiring specific vinyl-substituted structures.
• Material Science Research: Employed in the development of organic light-emitting diodes (OLEDs), conductive polymers, and liquid crystals.
• Chemical Biology & Probe Development: Serves as a versatile handle for bioconjugation and the synthesis of molecular probes for imaging and diagnostics.
• Academic & Industrial R&D: A fundamental reagent for methodological development in organic synthesis and catalysis studies.
• Fine Chemical Production: Enables the scalable synthesis of complex, high-value specialty chemicals with precise stereochemical control.

Basic Information

Product Name	(E)-2-(2-Bromovinyl)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane
CAS No.	119441-88-2
Molecular Formula	C10H18BBrO2
Molecular Weight	261.96 g/mol
Synonyms	(E)-2-(2-Bromovinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; (E)-2-Bromovinylboronic acid pinacol ester; trans-2-(2-Bromovinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; (E)-1-Bromo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene; 2-Bromovinylboronic Acid Pinacol Ester (E-isomer); Pinacol (E)-2-Bromovinylboronate
EINECS	Contact for details

Quality Control

Our production of (E)-2-(2-Bromovinyl)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane adheres to stringent quality protocols to ensure batch-to-batch consistency and high purity for sensitive synthetic applications. Each lot undergoes comprehensive analysis including NMR (1H, 13C, 11B), HPLC, and GC to confirm identity, isomeric purity, and chemical purity. A detailed Certificate of Analysis (COA) documenting all specifications is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This compound 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 stability.

Specification

Item	Specification
Appearance	White to off-white crystalline solid or powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Isomeric Purity (E-isomer, GC/HPLC)	≥ 95.0%
Water Content (KF)	≤ 0.5%

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