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HS Code |
540903 |
| Iupac Name | 8a-Methyl-3,4,8,8a-tetrahydro-2H-chromen-4-one |
| Common Name | Wieland-Miescher Ketone |
| Molecular Formula | C13H16O2 |
| Molar Mass | 204.27 g/mol |
| Appearance | White to off-white crystalline solid |
| Cas Number | 393-52-2 |
| Melting Point | 127-130 °C |
| Solubility In Water | Insoluble |
| Solubility In Organic Solvents | Soluble in ethanol, ether, and chloroform |
| Smiles | CC1CC(=O)CC2=C1C=CC=C2O |
| Density | 1.17 g/cm³ |
As an accredited Wieland-Miescher Ketone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | Wieland-Miescher Ketone is packaged in a 5g amber glass bottle with a secure screw cap and label detailing safety information. |
| Shipping | Wieland-Miescher Ketone is shipped in tightly sealed, chemically resistant containers to prevent contamination and degradation. Packaging conforms to regulations for laboratory chemicals, with clear labeling indicating its chemical identity and hazards. Shipments comply with national and international transport guidelines for non-flammable, solid organic compounds, ensuring safe and secure delivery. |
| Storage | Wieland-Miescher Ketone should be stored in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. It is advisable to keep it at 2–8 °C (refrigerated) to maintain stability. Avoid exposure to sources of ignition and incompatible substances such as strong oxidizing agents. Proper labeling and adherence to safety protocols are essential. |
Applications of Wieland-Miescher Ketone in Industrial ManufacturingWieland-Miescher Ketone plays a crucial role as a high-value building block in advanced organic synthesis. Our manufacturing division provides this ketone directly to specialized sectors using it as an intermediate. The following sections highlight specific industrial uses based on current downstream market adoption. 1. Pharmaceutical Steroid Intermediate SynthesisPharmaceutical manufacturers utilize Wieland-Miescher Ketone as a key intermediate for constructing steroid frameworks, particularly in the preparation of corticosteroids and related molecules. Chemists leverage its bicyclic structure for stereoselective transformations, enabling targeted modifications required by modern corticosteroid and hormone therapies. Batch-to-batch consistency is essential, as trace impurities can influence reaction stereochemistry and product yield. Users often apply hydrogenation or modification on specific positions of the ring system, integrating the material at early or mid-stage synthesis routes. Strict segregation in production lines minimizes any risk of cross-contamination, and in-process controls ensure compliance with regulatory requirements for regulated starting materials. Industry compliance standards
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2. Specialty Agrochemical SynthesisSpecialty agrochemical producers use Wieland-Miescher Ketone to construct cyclic core structures in herbicide and plant growth regulator synthesis. Its reactive positions enable downstream functionalization via Michael addition, aldol condensation, or selective reductions. Production lines maintain traceability from incoming raw materials, and attention focuses on limiting residual solvents and by-products to meet food safety and regulatory residue standards. Technical teams optimize process conditions to balance yield and selectivity during early-stage cyclization and later derivatization, allowing precise tailoring of active substance characteristics for targeted agronomic performance. Industry compliance standards
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3. Advanced Materials and Organic ElectronicsProducers of organic semiconductors and specialty polymers rely on Wieland-Miescher Ketone for constructing rigid, conjugated frameworks essential in electronic device applications. Its bicyclic structure supports nucleophilic aromatic substitution and carbon–carbon coupling reactions, enabling incorporation into polymers with high planarity and thermal stability. Precise material sourcing and purification are critical, as trace residues can impact dielectric properties, charge mobility, and device reproducibility. Our production-scale deliveries include analytical documentation, traceability, and support for process qualification. Manufacturers apply stringent drying, inert gas handling, and moisture exclusion throughout synthesis and compounding stages. Industry compliance standards
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4. Fine Chemical and Fragrance IntermediateFragrance and flavor manufacturers leverage Wieland-Miescher Ketone in the synthesis of terpene-derived lactones and macrocyclic musks. Its structural motifs facilitate the formation of odorant frameworks through controlled cyclizations, reduction, or further ring closure reactions. Process engineers focus on controlling reaction exothermicity and impurity profiles to achieve food and cosmetic grade quality. Material batches undergo additional purification, and specification sheets accompany every shipment to downstream users, ensuring compliance with industry benchmarks for fragrance intermediates. Industry compliance standards
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Producing Wieland-Miescher Ketone at scale demands deep expertise, meticulous process control, and an unwavering commitment to purity. Our experience as the manufacturer aligns with the evolving requirements of academic researchers and industrial chemists, both of whom rely on this versatile bicyclic intermediate to explore new synthetic territory. Over the years, we have observed that the Wieland-Miescher Ketone stands as a cornerstone for complex molecule construction, particularly in natural product synthesis. Its value cannot be overstated in total synthesis routes for steroids, terpenoids, and other biologically significant targets.
In our production facilities, we place stability and purity at the top of our priorities. Each batch of Wieland-Miescher Ketone undergoes precise purification and rigorous analytical testing to meet challenging requirements. Our team uses advanced techniques, including high-resolution chromatography and NMR, leaving no ambiguity in composition. This allows researchers to trust each package’s content and reduces uncertainty in downstream reactions. Through years of hands-on manufacturing, subtle process adjustments have improved yield, minimized impurities, and bolstered scalability for both custom and routine projects.
Our Wieland-Miescher Ketone features the 4a,5,6,7,8,8a-hexahydro-1H-indene-1,5(2H)-dione structure, offered in optically pure or racemic forms, depending on synthesis route. We target chemical purity above 99%, verified with both GC and HPLC analysis, since even trace contaminants can disrupt multi-step syntheses. Melting point, solubility, and spectral profiles are available with each batch. By producing both enantiomers and racemates, we directly support asymmetric synthesis as well as exploratory research, matching the needs of pharmaceutical labs or academic investigators charting new ground in synthetic methodology.
The unicentric bicyclic framework of Wieland-Miescher Ketone lends itself to demanding cyclization reactions. In practical synthesis, its utility as a masked diketone enables efficient functionalization at remote positions, streamlining routes toward architecturally complex natural product targets. Through direct conversations with customers, we see the appreciation of its versatility: researchers often share breakthrough applications in areas from macrocyclic antibiotics to advanced fragrances. We see growth across both established total synthesis campaigns and emergent, modular approaches where the substrate’s reactivity profile allows for streamlined adaptation.
After years producing related compounds—such as Hajos-Parrish ketone and their derivatives—we recognize practical differences between these intermediates. Wieland-Miescher Ketone’s higher ring rigidity and unique enone-dione balance facilitate certain Michael additions, Robinson annulations, and enantioselective reductions that prove challenging with other scaffolds. Unlike more flexible monocyclic ketones, its molecular architecture encourages regioselective transformations and suppresses unwanted side reactions in the hands of both novice chemists and experts alike.
Since the Hajos-Parrish and Wieland-Miescher syntheses share mechanistic roots, the nuances depend partly on each researcher’s route and goals. For steroid projects, Wieland-Miescher’s ring fusion pattern saves steps and avoids labor-intensive protection or deprotection. In complex alkaloid synthesis—the type pursued in our collaborative research partnerships—chemists often comment on how the robust structure resists decomposition even under strong catalytic or basic conditions. This practical stability helps prevent batch loss and allows for safer process scale-up.
Production trends reflect ongoing demand spikes during grant periods and major drug development campaigns. Wieland-Miescher Ketone’s consistent performance in cascade reactions has expanded its reach beyond classic total synthesis, into medicinal chemistry and fragment-based drug discovery. The mask-unmask strategy—using its dione as a strategic handle—gives synthetic planners powerful options for late-stage functionalization.
We track literature and patent activity for applications ranging from steroids and terpenoids to emerging sectors such as agrochemical synthesis. Direct feedback loops from our customer support and technical service teams give insight into process bottlenecks and where the material’s quality impacts final product outcomes. Our commitment is reinforced by continuous dialogue with graduate students, seasoned process chemists, and industry researchers who appreciate predictable reactivity and reproducible outcomes at both gram and kilogram scale.
Close work with academic consortia and industrial research groups led us to refine both the physical and documentation aspects of our product. Early batches—in the days before high-throughput analytics—often failed to meet chiral purity requirements. Our improvements now meet the expectations of peer-reviewed laboratories and GMP pilot plant operators. Today, our Wieland-Miescher Ketone supports the highest standards for instrumental reproducibility, which is often cited in collaborative publications and cross-checked in external audits.
Chemists who work with both Wieland-Miescher and Hajos-Parrish ketones have noted that our purification protocols and packaging methods reduce exposure to air and light, preserving quality throughout transit and storage. In one recent case, a buyer reported consistent performance over a year of stepped syntheses—both in bench scale explorations and in larger, project-critical campaigns. These insights feed back directly into our workflow, encouraging further energy toward maintaining batch-to-batch consistency.
Investment in process R&D continues to reward not only customers but the stability of our supply chain. We update synthetic protocols based on academic literature, adapting to improvements in chiral catalysis or green solvent usage when such changes benefit both outcome and environmental impact. These shifts have streamlined waste management and increased hourly yields per reactor, keeping prices stable despite shifts in energy or raw material markets.
In R&D collaborations, we have piloted alternative enantioselective approaches to prepare Wieland-Miescher Ketone. Route-choice flexibility and the ability to scale asymmetric syntheses allow broader customer customization. Several clients have requested specific isotopic or chiral labeling, which we fulfill on a case-by-case basis. Addressing these needs reflects a manufacturer’s commitment to both high-volume production and bespoke scientific research.
Our batch release is never a rubber stamp. Release batches undergo repeated testing with up-to-date reference standards, and we maintain digital records to provide full traceability from raw input to finished ketone. This documentation supports regulatory compliance efforts for pharmaceutical end users, along with academic groups publishing in high-impact journals. Our quality assurance program, informed by years of third-party audits, strives to stay ahead of new analytical developments and regulatory trends.
Supply security rests on maintaining multiple synthesis lines, buffer stocks, and forging long-term supply partnerships with key reagents. Synthetic intermediates such as Wieland-Miescher Ketone support fundamental drug and agrochemical manufacturing, so any disruption can create delays downstream. Our direct manufacturing status means minimal risk of uncertainty: if issues arise with raw materials, we troubleshoot and adapt routes internally, balancing throughput with patient, careful adjustments.
Price transparency is crucial to long-term partnerships. We avoid short-term tactics or inconsistent pricing, choosing instead to work with users to align quantities and delivery times from the outset. Manufacturing at scale means accommodating orders ranging from grams to tens of kilograms, giving start-ups and major R&D centers equal access to quality material. No two projects are identical: sometimes the request is for additional documentation or unusual packaging, and experience has taught us that small details—such as tamper-resistant sealing, precise labeling, or shipment coordination—can drive a project’s success.
Lead times fluctuate with global supply networks, but our practice during volatile years has shown that early forecasting and honest communication head off most bottlenecks. We have invested in new reactors, trained multi-skilled production personnel, and developed a redundant partner network to promise not just supply, but reliable, on-spec delivery with every shipment.
Handling Wieland-Miescher Ketone safely remains a daily focus. Though not classified as extremely hazardous, the compound requires sensible precautions in both laboratory and production settings. We stress proper PPE, adequate ventilation, and tight inventory control as best practices in our facilities, and encourage the same among users. Supporting documentation from spectroscopy to safety data comes with every shipment, streamlining processes for both novice users and advanced teams facing complex regulatory audits.
Experience taught us the value of clear communication with customs officials and compliance specialists. By preemptively sharing certificates of analysis, origin declarations, and updated labeling, we have prevented costly supply chain interruptions and delays. Attention to such details helps customers focus on research and product development rather than paperwork and logistics.
Our technical support doesn’t expire after shipment. Seasoned chemists on our staff field questions about specific transformations, solvent systems, or application protocols. Over the years, help requests have ranged from reaction troubleshooting—such as eliminating side products from tricky Michael additions—to comparison studies using both our Wieland-Miescher Ketone and analogous intermediates. Building this knowledge base means researchers benefit from past solutions, reducing repetition and saving valuable lab time.
We keep a curated repository of scholarly research and practical application notes relevant to the ketone. New developments, such as catalytic upgrades or downstream process tweaks, are shared with interested customers. In effect, purchasing direct from us gives laboratories a living knowledge connection to industrial best practices as well as academic innovation.
Wieland-Miescher Ketone’s adoption continues to accelerate as new research areas unfold. Advances in green chemistry have prompted many clients to seek more sustainable production methods, and our ongoing investments aim to meet these expectations. Process engineers and organic chemists on staff regularly evaluate catalysts, reagents, and energy efficiency options to keep us at the forefront of both cost control and environmental stewardship.
Emerging customer projects—such as high-potency pharmaceutical intermediates or custom-labeled research compounds—inspire further innovation in both production and quality control. The flexibility and purity of Wieland-Miescher Ketone open the door to scientific advances we hadn’t anticipated even a decade ago. By sharing our direct experience, product performance history, and process expertise, we invite new project leads, postdoctoral researchers, and industrial R&D groups to make the most of what this versatile intermediate offers.
Producing Wieland-Miescher Ketone is more than just a chemical operation. It is a relationship built on trust, technical dialogue, and a shared goal to advance synthetic science. Every purified gram represents careful effort, practical know-how, and relentless improvement to support researchers’ changing needs. We see our role not merely as a supplier, but as a problem-solver and catalyst for new discoveries in medicinal and natural product chemistry worldwide.