Description

4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3-Cyclohexene-1-Carboxylic Acid Methyl Ester is a high-purity, synthetically valuable boronic ester derivative that serves as a critical building block in modern organic synthesis. Its primary value lies in enabling efficient carbon-carbon bond formation via the Suzuki-Miyaura cross-coupling reaction, a cornerstone of pharmaceutical and advanced materials research. This compound is essential for medicinal chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries seeking to construct complex molecular architectures with precision.

Application

• Pharmaceutical Intermediate: Key precursor in the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those containing complex cyclohexene scaffolds.
• Suzuki-Miyaura Cross-Coupling Reagent: Used as a versatile boronate ester coupling partner with aryl/vinyl halides to form new carbon-carbon bonds under palladium catalysis.
• Agrochemical Synthesis: Building block for developing novel herbicides, fungicides, and insecticides with enhanced efficacy.
• Material Science Research: Employed in the creation of organic electronic materials, liquid crystals, and polymers with tailored properties.
• Chemical Biology Probes: Utilized in the development of molecular probes and labeled compounds for biochemical and diagnostic applications.
• Process Chemistry & Scale-Up: Suitable for route development and optimization from laboratory to pilot plant scale, offering reliable reactivity.

Basic Information

Product Name	4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3-Cyclohexene-1-Carboxylic Acid Methyl Ester
CAS No.	151075-20-6
Molecular Formula	C14H23BO4
Molecular Weight	266.14 g/mol
Synonyms	Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyclohexene-1-carboxylate; 3-Cyclohexene-1-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyclohexenecarboxylic acid methyl ester; Pinacol (4-Methoxycarbonyl-2-cyclohexen-1-yl)boronate; 151075-20-6; Methyl 4-(pinacolatoboryl)-3-cyclohexenecarboxylate
EINECS	Contact for details

Quality Control

Our 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3-Cyclohexene-1-Carboxylic Acid Methyl Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and GC analysis, to ensure high chemical purity and identity confirmation. Certificates of Analysis (COA) with detailed specifications are provided for every shipment to support your quality assurance and regulatory needs.

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). Due to its hygroscopic nature, the container must be kept tightly sealed after opening to minimize exposure to atmospheric moisture. For long-term storage, consider using desiccants or storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
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.