Description

Bicyclo[2.2.1]Hept-5-Ene-2-Carboxylic Acid, 3-(Chlorocarbonyl)-, Methyl Ester, (1R,2S,3R,4S)-Rel- (9Ci) is a highly functionalized, stereochemically defined norbornene derivative that serves as a critical chiral building block in advanced organic synthesis. Its value lies in the precise spatial arrangement of its reactive functional groups—the carboxylic acid methyl ester and the acid chloride—enabling controlled, multi-step transformations. This compound is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries who require high-purity, stereospecific intermediates for developing complex molecules like active pharmaceutical ingredients (APIs) and specialty materials.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of complex, biologically active molecules and Active Pharmaceutical Ingredients (APIs) requiring a rigid norbornene scaffold.
• Advanced Organic Synthesis: Used in Diels-Alder reactions, ring-opening metathesis polymerization (ROMP), and other cycloaddition processes to construct intricate polycyclic frameworks.
• Polymer Science & Material Chemistry: Serves as a functional monomer for creating specialty polymers with unique thermal, mechanical, or optical properties.
• Agrochemical Research: Employed in the development of novel pesticides and herbicides where the norbornene structure imparts specific activity.
• Ligand & Catalyst Development: Utilized as a precursor for synthesizing chiral ligands and organometallic catalysts used in asymmetric synthesis.
• Academic & R&D Laboratories: A valuable reagent for methodological studies in synthetic organic chemistry and the exploration of new reaction pathways.

Basic Information

Product Name	Bicyclo[2.2.1]Hept-5-Ene-2-Carboxylic Acid, 3-(Chlorocarbonyl)-, Methyl Ester, (1R,2S,3R,4S)-Rel- (9Ci)
CAS No.	69610-44-2
Molecular Formula	C10H11ClO3
Molecular Weight	214.65 g/mol
Synonyms	(1R,2S,3R,4S)-3-(Chlorocarbonyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester; Methyl (1R,2S,3R,4S)-3-(chlorocarbonyl)bicyclo[2.2.1]hept-5-ene-2-carboxylate; rel-(1R,2S,3R,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-(chlorocarbonyl)-, methyl ester; Norborn-5-ene-2-carboxylic acid, 3-(chlorocarbonyl)-, methyl ester, (1R,2S,3R,4S)-rel-; 5-Norbornene-2,3-dicarboxylic acid, 3-chloride, 2-methyl ester, (1R,2S,3R,4S)-rel-; 69610-44-2
EINECS	Contact for details

Quality Control

Every batch of our Bicyclo[2.2.1]Hept-5-Ene-2-Carboxylic Acid, 3-(Chlorocarbonyl)-, Methyl Ester, (1R,2S,3R,4S)-Rel- (9Ci) is manufactured under strict quality management systems. We employ advanced analytical techniques including HPLC, GC, NMR, and chiral analysis to ensure high chemical purity, enantiomeric excess, and structural integrity. Certificates of Analysis (COA) with detailed specifications are provided for each lot to support your R&D and production needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and light-sensitive; containers must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation and hydrolysis of the acid chloride moiety.

Specification

Item	Specification
Appearance	White to off-white crystalline solid or powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Enantiomeric Excess (Chiral HPLC)	≥ 98.0%
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.