Description

(1R,5R)-6,6-Dimethylbicyclo[3.1.1]hept-3-en-2-one is a high-purity, chiral bicyclic ketone that serves as a critical building block in advanced organic synthesis. Its rigid, functionalized structure makes it an invaluable intermediate for producing complex molecules with specific stereochemistry. This compound is essential for researchers and manufacturers in the pharmaceutical, agrochemical, and fragrance industries, where precise molecular architecture is required.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of terpene-based active pharmaceutical ingredients (APIs) and prostaglandin analogs.
• Agrochemical Synthesis: Used in the production of advanced pesticides and herbicides that leverage its bicyclic framework for biological activity.
• Fragrance and Flavor Ingredient: Serves as a precursor for musky, woody, or pine-like aroma compounds due to its structural similarity to pinane derivatives.
• Organic Synthesis Building Block: Employed in Diels-Alder reactions and other cycloadditions to construct complex polycyclic systems.
• Asymmetric Catalysis Research: Used as a standard substrate or ligand precursor in the development of new chiral catalysts.
• Material Science: A potential monomer or cross-linking agent for specialty polymers with unique thermal or optical properties.

Basic Information

Product Name	(1R,5R)-6,6-Dimethylbicyclo[3.1.1]hept-3-en-2-one
CAS No.	1123-46-2
Molecular Formula	C9H12O
Molecular Weight	136.19 g/mol
Synonyms	(-)-cis-Verbenone; (1R,5R)-(-)-Verbenone; (1R)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one; L-(-)-Verbenone; (1R,5R)-2-Pinen-4-one; (-)-Verbenone; (1R,5R)-6,6-Dimethyl-2-norpinen-4-one
EINECS	214-352-5

Quality Control

Our (1R,5R)-6,6-Dimethylbicyclo[3.1.1]hept-3-en-2-one is produced under strict quality management systems. Every batch undergoes comprehensive analytical testing, including chiral purity analysis, to ensure it meets the high standards required for research and industrial synthesis. Certificates of Analysis (COA) detailing identity, purity, and enantiomeric excess are provided and available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at controlled room temperature (15-25°C). Keep away from strong oxidizing agents, strong bases, and reducing agents.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid
Identification (IR)	Conforms to structure
Assay (GC)	≥ 97.0%
Enantiomeric Purity (Chiral GC/HPLC)	≥ 98.0% ee
Refractive Index (n20/D)	1.495 - 1.505
Specific Rotation ([α]20/D)	-250° to -260° (c=1 in CHCl3)

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