Description

Bicyclo[2.2.2]Oct-5-Ene-2-Carbonyl Chloride, 3-Methyl-, (1Alpha,2Alpha,3Beta,4Alpha)- (9Ci) is a highly functionalized bicyclic acid chloride derivative, serving as a critical chiral building block in advanced organic synthesis. Its unique, rigid bicyclo[2.2.2]octene scaffold and reactive carbonyl chloride group make it invaluable for constructing complex molecular architectures with precise stereochemistry. This compound is essential for researchers and process chemists in the pharmaceutical and agrochemical industries, particularly for developing novel active ingredients and fine chemicals where three-dimensional structure is paramount.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the synthesis of complex drug candidates, especially those targeting the central nervous system (CNS) or requiring specific three-dimensional pharmacophores.
• Agrochemical Synthesis: Used in the development of advanced pesticides and herbicides where the bicyclic structure contributes to biological activity and environmental stability.
• Ligand and Catalyst Preparation: Serves as a precursor for creating sophisticated chiral ligands and organocatalysts used in asymmetric synthesis.
• Material Science Research: Building block for novel polymers and dendrimers with unique thermal or mechanical properties derived from the rigid core.
• Academic & R&D: A valuable tool for methodological development in organic chemistry, particularly in studies of stereoselective reactions and ring-strain utilization.
• Fine Chemical Production: Employed in the multi-step synthesis of specialty flavors, fragrances, and other high-value chemicals requiring defined stereochemistry.

Basic Information

Product Name	Bicyclo[2.2.2]Oct-5-Ene-2-Carbonyl Chloride, 3-Methyl-, (1Alpha,2Alpha,3Beta,4Alpha)- (9Ci)
CAS No.	73163-93-6
Molecular Formula	C10H11ClO
Molecular Weight	182.65 g/mol
Synonyms	3-Methylbicyclo[2.2.2]oct-5-ene-2-carbonyl chloride; (1R,2R,3S,4R)-3-Methylbicyclo[2.2.2]oct-5-ene-2-carbonyl chloride; 3-Methyl-5-norbornene-2-carbonyl chloride (ambiguous); Bicyclo[2.2.2]oct-5-ene-2-carbonyl chloride, 3-methyl-, (1α,2α,3β,4α)-; 73163-93-6; 3-Methyl-2-bicyclo[2.2.2]oct-5-enecarbonyl chloride
EINECS	Contact for details

Quality Control

Our Bicyclo[2.2.2]Oct-5-Ene-2-Carbonyl Chloride, 3-Methyl- is produced under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including chiral purity assessment by HPLC, to ensure it meets the exacting standards required for advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to guarantee traceability and consistency for your critical R&D and scale-up processes.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic (moisture-sensitive) nature and reactivity as an acid chloride, it must be kept under an inert atmosphere (e.g., nitrogen or argon) and separated from strong bases and oxidizing agents. Recommended long-term storage temperature is 2-8°C.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Water Content (KF)	≤ 0.5%

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