Description

4,4,5,5-Tetramethyl-2-((Z)-1-Propenyl)-1,3,2-Dioxaborolane is a high-purity organoboron reagent featuring a cis-configured propenyl group, making it a valuable synthon for stereoselective chemical synthesis. This compound is critical for constructing complex molecular architectures in pharmaceutical and advanced materials research, where precise control over stereochemistry is paramount. It is primarily utilized by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries for cross-coupling reactions and functional group transformations.

Application

• Suzuki-Miyaura Cross-Coupling Reactions: A key building block for creating carbon-carbon bonds in the synthesis of complex organic molecules, particularly for pharmaceutical intermediates.
• Pharmaceutical Intermediate Synthesis: Used in the research and development of active pharmaceutical ingredients (APIs), especially where the (Z)-alkene configuration is required for biological activity.
• Agrochemical Product Development: Employed in the synthesis of novel herbicides, fungicides, and insecticides with specific stereochemical requirements.
• Material Science Research: Serves as a precursor for creating functionalized polymers, liquid crystals, and organic electronic materials.
• Chemical Biology & Probe Development: Utilized in the synthesis of molecular probes and labeled compounds for biochemical and diagnostic applications.
• Process Chemistry & Scale-Up: Provides a reliable and consistent reagent for optimizing and scaling synthetic routes from laboratory to pilot plant.

Basic Information

Product Name	4,4,5,5-Tetramethyl-2-((Z)-1-Propenyl)-1,3,2-Dioxaborolane
CAS No.	83947-59-5
Molecular Formula	C9H17BO2
Molecular Weight	168.04 g/mol
Synonyms	(Z)-1-Propenylboronic acid pinacol ester; (Z)-1-Propenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; (Z)-1-PropenylBpin; cis-1-Propenylboronic acid pinacol ester; Pinacol (Z)-1-propenylboronate; 2-[(1Z)-1-Propen-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
EINECS	Contact for details

Quality Control

Every batch of 4,4,5,5-Tetramethyl-2-((Z)-1-Propenyl)-1,3,2-Dioxaborolane is manufactured and tested under strict quality management systems to ensure high purity and lot-to-lot consistency suitable for sensitive synthetic applications. Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request, providing detailed results for purity, identity, and impurity profiles.

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 compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) to prevent decomposition. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Purity (GC or HPLC)	≥ 97.0%
Isomeric Purity ((Z)-isomer)	≥ 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.