Description

[3Ar,(-)]-2,3,4,5,6,7-Hexahydro-1,4α,9,9-Tetramethyl-8H-3A,7β-Methanoazulene-8-One CAS NO 5986-54-9 is a high-purity, complex bicyclic ketone derivative with a unique methanoazulene core structure. This compound is valued for its role as a versatile chiral building block and intermediate in advanced organic synthesis, particularly for the construction of complex natural product frameworks and pharmacologically active molecules. It is essential for research and development chemists in the pharmaceutical, agrochemical, and fine chemical industries seeking to introduce specific stereochemistry and molecular complexity into their target compounds.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of novel therapeutic agents, including potential anti-inflammatory and neuroactive compounds.
• Agrochemical Research: Used in developing advanced active ingredients for crop protection with specific stereochemical requirements.
• Fragrance & Flavor Chemistry: Serves as a precursor for synthesizing complex, woody, or ambergris-type odorants due to its fused ring structure.
• Material Science: Investigated as a monomer or precursor for specialty polymers and liquid crystals requiring rigid, chiral components.
• Catalyst & Ligand Development: Utilized in the design and synthesis of novel chiral ligands for asymmetric catalysis.
• Academic & R&D Laboratories: A valuable tool for methodological studies in total synthesis and stereoselective transformations.

Basic Information

Product Name	[3Ar,(-)]-2,3,4,5,6,7-Hexahydro-1,4α,9,9-Tetramethyl-8H-3A,7β-Methanoazulene-8-One
CAS No.	5986-54-9
Molecular Formula	C₁₅H₂₂O
Molecular Weight	218.33 g/mol
Synonyms	(-)-8-Oxo-1,4α,9,9-tetramethyl-2,3,4,4a,5,6,7,8-octahydro-1H-3a,7-methanoazulene; (3aR)-2,3,4,5,6,7-Hexahydro-1,4a,9,9-tetramethyl-8H-3a,7-methanoazulene-8-one; (-)-8-Oxoisolongifolene; Isolongifolenone; 8-Oxoisolongifolene; (-)-Isolongifolenone; (1R,4aS,7S,8aS)-1,4a,7-Trimethyl-7-(4-methylpent-3-en-1-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol (tautomer); Octahydro-1,4a,9,9-tetramethyl-1H-3a,7-methanoazulen-8-one
EINECS	Contact for details

Quality Control

Our [3Ar,(-)]-2,3,4,5,6,7-Hexahydro-1,4α,9,9-Tetramethyl-8H-3A,7β-Methanoazulene-8-One is produced under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity analysis by HPLC, 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 batch-to-batch consistency and traceability.

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). Keep away from strong acids and incompatible organic solvents. For long-term storage, consider an inert atmosphere to preserve optimal quality.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to reference spectrum
Assay (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Melting Point	Contact for details
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 20 ppm

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