Description

Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1R,4R)-Rel- (9Ci) is a high-purity, stereochemically defined chiral building block and key reactive intermediate. Its value lies in its ability to introduce the versatile bicyclo[2.2.1]heptene (norbornene) scaffold and an acid chloride functional group with precise stereocontrol into target molecules. This compound is essential for researchers and manufacturers in the pharmaceutical and advanced materials sectors who require high-fidelity intermediates for synthesizing complex, biologically active compounds or specialized polymers.

Application

• Pharmaceutical Intermediate: A critical chiral synthon for the synthesis of active pharmaceutical ingredients (APIs), particularly in the development of prostaglandin analogs, antiviral agents, and other complex therapeutic molecules.
• Asymmetric Catalyst Ligand Synthesis: Used to construct sophisticated, rigid ligand frameworks for transition metal catalysts employed in enantioselective synthesis.
• Polymer Science & Specialty Materials: Serves as a monomer or cross-linking agent for creating polymers with unique thermal and mechanical properties via ring-opening metathesis polymerization (ROMP) or other addition polymerizations.
• Agrochemical Research: Employed in the development of novel, stereospecific pesticides and herbicides where the specific spatial orientation of the molecule is crucial for biological activity.
• Chemical Biology & Probe Development: Useful for labeling biomolecules or creating activity-based probes due to its reactive acid chloride group, which can form stable amide bonds.
• Academic & Process R&D: A valuable reagent for methodological development in organic synthesis and for scaling up routes to complex natural products or novel chemical entities.

Basic Information

Product Name	Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1R,4R)-Rel- (9Ci)
CAS No.	783334-78-1
Molecular Formula	C9H9ClO
Molecular Weight	168.62 g/mol
Synonyms	(1R,4R)-Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride; (1R,4R)-rel-5-Norbornene-2-carbonyl chloride; endo-(1R,4R)-5-Norbornene-2-carbonyl chloride; (1R,4R)-endo-Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride; Norborn-5-ene-2-carbonyl chloride, (1R,4R)-rel-; (1R,4R)-Norborn-5-ene-2-carbonyl chloride; Chiral Norbornene Acid Chloride; (1R,4R)-5-Norbornen-2-ylcarbonyl chloride
EINECS	Contact for details

Quality Control

Our Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1R,4R)-Rel- (9Ci) is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC and NMR, to ensure high chemical and enantiomeric purity suitable for demanding synthetic applications. Certificates of Analysis (COA) with detailed chromatographic data are provided with every shipment to guarantee traceability and batch-to-batch consistency.

Storage

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

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.