Description

Bicyclo[3.1.1]Heptane-2-Carbonyl Chloride, 6,6-Dimethyl-, [1R-(1Alpha,2Alpha,5Alpha)]- (9Ci) is a high-purity, stereochemically defined chiral building block of significant interest in advanced organic synthesis. Its rigid bicyclic pinane skeleton and reactive acid chloride functionality make it a valuable precursor for constructing complex molecular architectures with precise three-dimensional control. This compound is primarily utilized by research and development chemists in the pharmaceutical and agrochemical industries for the synthesis of novel active ingredients, fragrances, and specialty materials.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the development of new drug candidates, particularly in medicinal chemistry programs targeting central nervous system (CNS) and anti-inflammatory applications.
• Agrochemical Synthesis: Used in the research and production of advanced pesticides and herbicides, where its structural motif can contribute to biological activity and selectivity.
• Fragrance & Flavor Chemistry: Serves as a starting material for synthesizing terpene-based aroma chemicals and odorants with unique olfactory properties.
• Material Science Research: Employed in the creation of novel polymers, resins, or liquid crystals where the rigid, chiral core can impart specific physical properties.
• Asymmetric Catalysis Ligand Precursor: Potential building block for synthesizing chiral ligands or organocatalysts used in enantioselective transformations.
• Academic & Contract Research: Essential reagent for methodological development in organic synthesis and stereochemistry studies at universities and CROs.

Basic Information

Product Name	Bicyclo[3.1.1]Heptane-2-Carbonyl Chloride, 6,6-Dimethyl-, [1R-(1Alpha,2Alpha,5Alpha)]- (9Ci)
CAS No.	108318-82-7
Molecular Formula	C10H15ClO
Molecular Weight	186.68 g/mol
Synonyms	(1R,2R,5R)-2,6,6-Trimethylbicyclo[3.1.1]heptane-2-carbonyl chloride; (+)-cis-Pinonic acid chloride; (1R,2R,5R)-Pinan-2-carbonyl chloride; [1R-(1α,2α,5α)]-6,6-Dimethylbicyclo[3.1.1]heptane-2-carbonyl chloride; (1R,2R,5R)-2,6,6-Trimethyl-3-norpinane-2-carbonyl chloride; Chiral Pinanoyl Chloride
EINECS	Contact for details

Quality Control

Our production of this specialized chiral intermediate adheres to stringent quality protocols to ensure batch-to-batch consistency and high chemical purity. Each lot is characterized using advanced analytical techniques including chiral HPLC, GC, NMR, and IR spectroscopy to confirm identity, enantiomeric excess, and purity. Certificates of Analysis (COA) detailing all relevant specifications are provided with every shipment. We operate under a quality management system and can support development projects requiring compliance with cGMP or other regulatory standards.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic and moisture-sensitive nature, containers should be kept sealed under an inert atmosphere (e.g., nitrogen or argon) when not in use to prevent hydrolysis. Recommended long-term storage temperature is 2-8°C. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture ingress.

Specification

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

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