Description

Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1S,2R,4S)- (9Ci) is a highly versatile and stereochemically defined chiral building block, specifically the endo-isomer of 5-norbornene-2-carbonyl chloride. Its value lies in its dual functionality as a reactive acid chloride and a strained alkene, enabling its use in advanced organic synthesis and polymer chemistry. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and specialty polymer industries who require precise molecular architecture for creating active ingredients, ligands, and functional materials. The CAS number for this product is 214920-46-4.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of complex drug candidates, particularly in medicinal chemistry programs targeting central nervous system (CNS) and antiviral agents.
• Agrochemical Synthesis: Used in the production of advanced, stereospecific pesticides and herbicides where the specific spatial orientation of the norbornene structure is critical for biological activity.
• Polymer Functionalization: Serves as a reactive monomer or cross-linking agent in Ring-Opening Metathesis Polymerization (ROMP) to create functionalized polymers with tailored properties.
• Ligand and Catalyst Development: Employed in the preparation of chiral ligands for asymmetric catalysis, leveraging its rigid bicyclic framework to induce stereoselectivity.
• Material Science Research: Used to synthesize novel organic frameworks and dendrimers with unique thermal or mechanical characteristics.
• Peptide Mimetics: Acts as a conformationally constrained scaffold in the design of peptide analogs to improve metabolic stability and binding affinity.

Basic Information

Item	Detail
Product Name	Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1S,2R,4S)- (9Ci)
CAS No.	214920-46-4
Molecular Formula	C9H9ClO
Molecular Weight	168.62 g/mol
Synonyms	(1S,2R,4S)-Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride; endo-5-Norbornene-2-carbonyl chloride; (1S,2R,4S)-1,7,7-Trimethylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride (specific to this stereoisomer); endo-Norborne-2-carbonyl chloride; (1S,2R,4S)-2-Carboxy-5-norbornenecarbonyl chloride; Chiral Norbornene Acid Chloride
EINECS	Contact for details

Quality Control

Every batch of Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1S,2R,4S)- (9Ci) is produced and tested under strict quality management systems. Our products undergo rigorous analytical testing, including chiral purity analysis, to ensure compliance with the high standards required for advanced synthetic applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, enantiomeric excess, and impurity profiles is provided with each shipment to guarantee traceability and batch-to-batch consistency.

Storage

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

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%

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