Description

3-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-Cyclohex-2-Enone is a high-value, cyclic enone derivative featuring a pinacol boronate ester functional group, making it a versatile and critical building block in modern synthetic chemistry. Its primary value lies in its dual reactivity, serving as a key intermediate in cross-coupling reactions like the Suzuki-Miyaura coupling and participating in various conjugate addition and cyclization processes. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and advanced materials sectors who require precise, complex molecular scaffolds for drug discovery, catalyst development, and specialty polymer synthesis.

Application

• Pharmaceutical Intermediate: A crucial building block for synthesizing complex bioactive molecules, active pharmaceutical ingredients (APIs), and novel drug candidates, particularly in oncology and CNS research.
• Agrochemical Synthesis: Used in the development of advanced herbicides, fungicides, and plant growth regulators that require specific boron-containing heterocyclic structures.
• Suzuki-Miyaura Cross-Coupling: Serves as a pivotal organoboron reagent for forming carbon-carbon bonds in the synthesis of conjugated systems and complex organic frameworks.
• Material Science Research: Employed in the creation of organic electronic materials, such as OLEDs and organic semiconductors, where its structure aids in tuning electronic properties.
• Conjugate Addition Reactions: Acts as a Michael acceptor in nucleophilic addition reactions to construct stereogenic centers and complex ring systems.
• Ligand and Catalyst Development: Utilized as a precursor for synthesizing novel bidentate ligands and catalysts used in asymmetric synthesis.

Basic Information

Product Name	3-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-Cyclohex-2-Enone
CAS No.	1187055-81-7
Molecular Formula	C12H19BO3
Molecular Weight	222.09 g/mol
Synonyms	3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-one; 2-Cyclohexen-1-one, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; 3-(Pinacolatoboryl)cyclohex-2-enone; Cyclohex-2-enone, 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-; 3-Boronocyclohex-2-enone pinacol ester; 1187055-81-7; 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-cyclohexen-1-one
EINECS	Contact for details

Quality Control

Our production of 3-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-Cyclohex-2-Enone adheres to stringent quality management protocols to ensure batch-to-batch consistency and high purity for research and industrial use. All materials undergo comprehensive analytical testing, including HPLC, NMR (1H, 13C, 11B), and GC-MS, to verify identity, potency, and impurity profiles. A Certificate of Analysis (COA) detailing all specifications is provided with each shipment, and we support compliance with relevant regulatory frameworks for advanced intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent moisture absorption and decomposition. Keep away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 0.5%
Total Impurities (HPLC)	≤ 2.0%

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