Description

Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1S,2S,4S)- (9Ci) is a highly versatile and stereochemically defined chiral building block, specifically the endo-isomer, crucial for introducing the norbornene scaffold into complex molecular architectures. Its value lies in its reactive acid chloride functionality, which enables efficient amide and ester bond formation under mild conditions, making it indispensable for precision synthesis. This compound is primarily needed by research and development chemists in the pharmaceutical and advanced materials sectors for creating novel active pharmaceutical ingredients (APIs), ligands, and functional polymers.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the synthesis of novel drug candidates, particularly in medicinal chemistry programs targeting central nervous system (CNS) and anti-inflammatory therapies.
• Asymmetric Catalyst Ligand Precursor: Used to construct sophisticated, rigid chiral ligands for transition metal catalysis, enhancing enantioselectivity in critical bond-forming reactions.
• Polymer Science & Advanced Materials: Serves as a monomer or cross-linking agent for synthesizing specialty polymers with unique thermal and mechanical properties, such as polyimides or norbornene-based resins.
• Agrochemical Research: Employed in the development of new, stereospecific pesticides and herbicides where the rigid norbornane structure imparts desired biological activity and stability.
• Academic & Process Chemistry: A valuable tool for methodological development in organic synthesis and for scaling up routes to complex natural products or fine chemicals.

Basic Information

Item	Detail
Product Name	Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1S,2S,4S)- (9Ci)
CAS No.	244622-23-9
Molecular Formula	C9H9ClO
Molecular Weight	168.62 g/mol
Synonyms	(1S,2S,4S)-Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride; endo-(1S,2S,4S)-5-Norbornene-2-carbonyl chloride; (1S,endo)-5-Norbornene-2-carbonyl chloride; (-)-endo-Norborn-5-ene-2-carbonyl chloride; (1S,2S,4S)-1,7,7-Trimethylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride (specific to camphor-derived structure); Chiral Norbornene Acid Chloride; endo-Norborneol Carbonyl Chloride, (1S,2S,4S)- isomer
EINECS	Contact for details

Quality Control

Our Bicyclo[2.2.1]Hept-5-Ene-2-Carbonyl Chloride, (1S,2S,4S)- (9Ci) is produced under strict quality management protocols. 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) detailing identity, purity, and impurity profiles are provided with every shipment to guarantee traceability and consistency.

Storage

Preserve in a tightly closed container, protected from light. Due to its hygroscopic (moisture-sensitive) nature and reactivity as an acid chloride, store 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, alcohols, and moisture.

Specification

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

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