Description

1-(4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Cyclohex-3-Enyl)Ethanone is a high-value, protected boronic ester derivative that serves as a critical synthetic intermediate in modern organic chemistry. Its primary commercial value lies in enabling precise carbon-carbon bond formation via Suzuki-Miyaura cross-coupling reactions, a cornerstone of pharmaceutical and advanced materials research. This compound is essential for R&D chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries seeking to construct complex molecular architectures with high efficiency and selectivity.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly in constructing biaryl and substituted cyclohexyl motifs.
• Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides requiring specific boronate coupling steps.
• Material Science: Serves as a monomer or precursor in the development of organic electronic materials, such as polymers for OLEDs and organic photovoltaics.
• Ligand & Catalyst Development: Employed in the preparation of novel chiral ligands and organometallic catalysts for asymmetric synthesis.
• Chemical Biology Probes: Utilized in the synthesis of tagged molecules and probes for studying biological pathways and target engagement.
• Academic & Contract Research: A vital reagent for methodology development and complex natural product synthesis in academic and CRO laboratory settings.

Basic Information

Product Name	1-(4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Cyclohex-3-Enyl)Ethanone
CAS No.	151075-23-9
Molecular Formula	C14H23BO3
Molecular Weight	250.14 g/mol
Synonyms	1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyclohexen-1-yl]ethanone; 4-Acetylcyclohex-3-ene-1-boronic acid pinacol ester; 3-Cyclohexene-1-acetone, 4-borono-, 1,1-dimethylethyl ester; 4-(1,3,2-Dioxaborinan-2-yl)cyclohex-3-ene-1-carbaldehyde (incorrect but common search variant); 4-Pinacolatoboryl-3-cyclohexene-1-yl methyl ketone; (4-Acetyl-3-cyclohexen-1-yl)boronic acid pinacol ester
EINECS	Contact for details

Quality Control

Our production of 1-(4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Cyclohex-3-Enyl)Ethanone adheres to stringent in-process controls and final release specifications to ensure batch-to-batch consistency and reliability for sensitive coupling reactions. Each lot is characterized by NMR (1H, 11B, 13C), HPLC, and GC analysis to confirm identity, purity, and the absence of critical impurities like boronic acids. Certificates of Analysis (COA) detailing all analytical results are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic nature, this material should be handled and stored under an inert atmosphere (argon or nitrogen) in a desiccator for long-term stability. Recommended storage temperature is 2-8°C for prolonged shelf life. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

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