Description

Wieland-Miescher Ketone CAS NO 20007-72-1 is a versatile and highly valuable chiral building block, specifically the (R)-(+)-enantiomer of the Wieland-Miescher ketone. This compound is a cornerstone in asymmetric synthesis, prized for its rigid bicyclic structure that provides excellent stereochemical control. It is an essential intermediate for research chemists and manufacturers in the pharmaceutical and fine chemical industries, enabling the efficient production of complex natural products and active pharmaceutical ingredients (APIs).

Application

• Pharmaceutical Intermediate: A key chiral precursor in the synthesis of steroids, terpenoids, and other complex bioactive molecules.
• Asymmetric Synthesis: Used as a foundational scaffold for constructing enantiomerically pure compounds in medicinal chemistry and total synthesis projects.
• Natural Product Synthesis: Critical for the laboratory and industrial-scale production of natural products like forskolin and various diterpenes.
• Fine Chemical Manufacturing: Serves as a high-value building block for creating specialty chemicals with specific optical activity.
• Academic & Industrial R&D: A standard reagent in process chemistry development and methodological research for new asymmetric transformations.
• Agrochemical Synthesis: Potential intermediate in the development of chiral active ingredients for crop protection.

Basic Information

Product Name	Wieland-Miescher Ketone
CAS No.	20007-72-1
Molecular Formula	C10H14O2
Molecular Weight	166.22 g/mol
Synonyms	(R)-(+)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione; (R)-Wieland-Miescher Ketone; (R)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione; (R)-8a-Methyl-1,6-dioxo-1,4,4a,5,6,7,8,8a-octahydronaphthalene; (+)-Wieland-Miescher Ketone; (+)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione; Hajos-Parrish-Eder-Sauer-Wiechert Ketone (R-enantiomer)
EINECS	Contact for details

Quality Control

Our Wieland-Miescher Ketone is produced under strict quality management systems to ensure batch-to-batch consistency and high chemical purity. We provide comprehensive analytical data, including chiral purity (enantiomeric excess) and chemical assay, verified by techniques such as HPLC, GC, and optical rotation. Certificates of Analysis (COA) detailing all specifications are available for every batch and provided upon request to support your quality assurance and regulatory needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); ensure the container is sealed after each use to minimize exposure to atmospheric humidity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0% ee
Melting Point	Contact for details
Specific Rotation	Contact for details
Loss on Drying	≤ 0.5%

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