Description

2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Cyclohexene-1-Carboxylic Acid Ethyl Ester is a high-value organoboron building block, specifically a cyclic vinyl boronic ester, essential for modern synthetic chemistry. Its primary value lies in enabling Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing complex carbon-carbon bonds under mild conditions. This compound is critical for researchers and manufacturers in pharmaceutical development and advanced material science who require reliable, high-purity intermediates for creating novel 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 research and production of novel herbicides, fungicides, and insecticides requiring complex cyclic structures.
• Material Science Research: Serves as a precursor for creating organic electronic materials, such as polymers and small molecules for OLEDs and semiconductors.
• Ligand and Catalyst Development: Employed in the synthesis of novel chiral ligands and organometallic catalysts.
• Chemical Biology Probes: Utilized to create tagged molecules and bioconjugates for studying biological processes.
• Academic & Industrial R&D: A versatile reagent for methodology development and complex natural product synthesis in laboratory settings.

Basic Information

Product Name	2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Cyclohexene-1-Carboxylic Acid Ethyl Ester
CAS No.	497959-39-4
Molecular Formula	C15H25BO4
Molecular Weight	280.17 g/mol
Synonyms	Ethyl 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-cyclohexene-1-carboxylate; 1-Cyclohexene-1-carboxylic acid, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester; 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-1-ene-1-carboxylic acid ethyl ester; Pinacol (1-Ethoxycarbonyl-1-cyclohexen-2-yl)boronate; Cyclohexenylboronic acid pinacol ester, ethyl carboxylate derivative
EINECS	Contact for details

Quality Control

Our production of 2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Cyclohexene-1-Carboxylic Acid Ethyl Ester adheres to a stringent quality management system. Every batch undergoes comprehensive analytical testing, including HPLC, NMR (¹H, ¹³C, ¹¹B), and GC, to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing all specifications are provided with each shipment, guaranteeing the material meets the exacting standards required for research and cGMP manufacturing.

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 when opening containers to prevent hydrolysis and maintain purity.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid or low-melting solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC/GC)	≥ 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.