Description

Ethanone, 1-[(1R,2R,4R)-Bicyclo[2.2.2]Oct-5-En-2-Yl]-, Rel- (9Ci) is a high-purity, stereochemically defined chiral ketone building block. This compound is valued for its rigid bicyclic framework and specific stereochemistry, which are critical for imparting unique spatial and electronic properties in advanced molecular synthesis. It serves as a key intermediate for researchers and manufacturers in the pharmaceutical and agrochemical sectors, particularly in the development of novel active ingredients and complex natural product analogs. The product, identified by CAS number 185303-22-4, is supplied to meet the stringent demands of process chemistry and R&D.

Application

• Pharmaceutical Intermediate: A crucial chiral synthon for the asymmetric synthesis of active pharmaceutical ingredients (APIs), especially those requiring a rigid, three-dimensional scaffold.
• Agrochemical Research: Used in the development of new herbicides, fungicides, and insecticides where the bicyclo[2.2.2]octene core can enhance biological activity and selectivity.
• Ligand and Catalyst Development: Serves as a precursor for synthesizing novel chiral ligands and organocatalysts used in asymmetric catalysis.
• Material Science: Potential building block for advanced organic materials, such as liquid crystals or polymers with specific optical or mechanical properties.
• Flavor & Fragrance Chemistry: The ketone functionality and complex structure make it a candidate for synthesizing novel aroma chemicals.
• Academic & Industrial R&D: A valuable tool for methodological studies in organic synthesis, including cycloaddition reactions and stereoselective transformations.

Basic Information

Product Name	Ethanone, 1-[(1R,2R,4R)-Bicyclo[2.2.2]Oct-5-En-2-Yl]-, Rel- (9Ci)
CAS No.	185303-22-4
Molecular Formula	C10H14O
Molecular Weight	150.22 g/mol
Synonyms	rel-(1R,2R,4R)-2-Acetylbicyclo[2.2.2]oct-5-ene; (1R,2R,4R)-2-Acetyl-5-bicyclo[2.2.2]octene; 1-[(1R,2R,4R)-Bicyclo[2.2.2]oct-5-en-2-yl]ethanone; Bicyclo[2.2.2]oct-5-en-2-yl methyl ketone, (1R,2R,4R)-rel-; 2-Acetylbicyclo[2.2.2]oct-5-ene; Chiral Bicyclo[2.2.2]octene Ketone
EINECS	Contact for details

Quality Control

Our production of this chiral intermediate adheres to strict quality management systems. Every batch is characterized and tested using advanced analytical techniques including HPLC, GC, chiral analysis, and NMR to ensure identity, purity, and enantiomeric/excess. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment. We support compliance with ICH guidelines and can tailor quality documentation to meet specific customer and regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at controlled room temperature (typically 15-25°C). Keep away from heat, sparks, and open flames. For long-term storage under inert atmosphere, please contact us for specific recommendations.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Purity (GC/HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC/GC)	≥ 99.0% ee (rel-)
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.