Description

2-Oxabicyclo[2.2.2]Oct-7-Ene-6-Carbonyl Chloride, 3-Oxo-, (1Alpha,4Alpha,6Alpha)- (9Ci) is a highly reactive and versatile bicyclic acid chloride derivative, serving as a critical chiral building block in advanced organic synthesis. Its unique bridged oxabicyclic structure with a reactive carbonyl chloride group makes it invaluable for constructing complex molecular architectures with precise stereochemistry. This compound is essential for research chemists and process development scientists in the pharmaceutical, agrochemical, and specialty chemical industries, where it is used to introduce key functional groups and chiral centers into target molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of active pharmaceutical ingredients (APIs), particularly in the development of neurologically active compounds and complex natural product analogs.
• Agrochemical Research: Used in the creation of novel herbicides, fungicides, and insecticides that require specific, rigid three-dimensional structures for optimal biological activity.
• Ligand and Catalyst Development: Serves as a precursor for synthesizing chiral ligands and organocatalysts used in asymmetric synthesis.
• Polymer Chemistry: Employed as a monomer or cross-linking agent for producing specialty polymers with unique thermal or mechanical properties.
• Material Science Research: Facilitates the development of advanced organic materials, including liquid crystals and nonlinear optical (NLO) materials.
• Academic & R&D Laboratories: A valuable tool for methodological studies in organic chemistry, including ring-opening reactions and cycloadditions.

Basic Information

Product Name	2-Oxabicyclo[2.2.2]Oct-7-Ene-6-Carbonyl Chloride, 3-Oxo-, (1Alpha,4Alpha,6Alpha)- (9Ci)
CAS No.	82313-30-2
Molecular Formula	C8H7ClO3
Molecular Weight	186.59 g/mol
Synonyms	(1α,4α,6α)-3-Oxo-2-oxabicyclo[2.2.2]oct-7-ene-6-carbonyl chloride; 7-Oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-oxo-, chloride (7CI); 2-Oxabicyclo[2.2.2]oct-7-ene-6-carbonyl chloride, 3-oxo-, (1α,4α,6α)-; Bicyclo[2.2.2]oct-7-ene-6-carbonyl chloride, 2-oxa-, 3-oxo-; 3-Oxo-2-oxabicyclo[2.2.2]oct-7-ene-6-carbonyl chloride; (1R,4R,6R)-3-Oxo-2-oxabicyclo[2.2.2]oct-7-ene-6-carbonyl chloride (enantiomer); 82313-30-2; Oxabicycloheptenecarbonyl chloride
EINECS	Contact for details

Quality Control

Every batch of 2-Oxabicyclo[2.2.2]Oct-7-Ene-6-Carbonyl Chloride, 3-Oxo-, (1Alpha,4Alpha,6Alpha)- (9Ci) is manufactured and analyzed under strict quality management protocols. Our products undergo rigorous quality testing, including chiral purity analysis and impurity profiling, to ensure compliance with research and development standards. Certificates of Analysis (COA) detailing specific batch results for identity, purity, and related substances are available upon request.

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). Due to its hygroscopic (moisture-sensitive) nature and reactivity as an acid chloride, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) to prevent hydrolysis and degradation. Keep away from strong bases, oxidizers, and sources of moisture.

Specification

Item	Specification
Appearance	White to off-white crystalline solid or powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 95.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Related Substances (HPLC)	Total impurities ≤ 3.0% Any single impurity ≤ 1.0%
Water Content (KF)	≤ 0.5%

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