4-Pyridinecarboxylic acid ethyl ester 1-oxide

    • Product Name: 4-Pyridinecarboxylic acid ethyl ester 1-oxide
    • Chemical Name (IUPAC): Ethyl 1-oxidopyridin-4-carboxylate
    • CAS No.: 5444-04-0
    • Chemical Formula: C8H9NO3
    • Form/Physical State: Crystalline Powder
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
    • Price Inquiry: sales7@boxa-chem.com
    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    344943

    Chemical Name 4-Pyridinecarboxylic acid ethyl ester 1-oxide
    Molecular Formula C8H9NO3
    Molecular Weight 167.17 g/mol
    Cas Number 84069-49-2
    Appearance White to off-white solid
    Smiles CCOC(=O)C1=CC=[N+](O)C=C1
    Inchi InChI=1S/C8H9NO3/c1-2-12-8(10)6-3-5-9(11)7-4-6/h3-5,7,11H,2H2,1H3
    Synonyms Ethyl 4-pyridinecarboxylate N-oxide
    Pubchem Cid 14397878
    Storage Conditions Store in a cool, dry place; keep container tightly closed

    As an accredited 4-Pyridinecarboxylic acid ethyl ester 1-oxide factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The packaging contains 25 grams of 4-Pyridinecarboxylic acid ethyl ester 1-oxide in a sealed amber glass bottle with tamper-evident cap.
    Container Loading (20′ FCL) 20′ FCL: HDPE drums, securely sealed, loaded on pallets; net weight per drum standardized; compliant with chemical transport regulations.
    Shipping **Shipping Description:** 4-Pyridinecarboxylic acid ethyl ester 1-oxide is shipped in tightly sealed containers, protected from light and moisture, and labeled according to chemical safety regulations. Standard shipping is by ground or air, with compliance to local, national, and international chemical transport guidelines. Ensure temperature stability and prevent contact with incompatible substances during transit.
    Storage **4-Pyridinecarboxylic acid ethyl ester 1-oxide** should be stored in a tightly sealed container, away from direct sunlight, heat, and moisture. Keep it in a cool, dry, and well-ventilated area, ideally under inert atmosphere if sensitive to air. Ensure the chemical is isolated from incompatible substances, such as strong acids, bases, and oxidizing agents. Always follow local safety and storage regulations.
    Shelf Life 4-Pyridinecarboxylic acid ethyl ester 1-oxide should be stored cool, dry, protected from light; typically stable for 2 years unopened.
    Application of 4-Pyridinecarboxylic acid ethyl ester 1-oxide

    Purity 98%: 4-Pyridinecarboxylic acid ethyl ester 1-oxide with purity 98% is used in pharmaceutical intermediate synthesis, where it ensures high-yield reaction and product consistency.

    Melting Point 92°C: 4-Pyridinecarboxylic acid ethyl ester 1-oxide with melting point 92°C is used in fine chemical manufacturing, where controlled melting facilitates efficient recrystallization.

    Molecular Weight 153.15 g/mol: 4-Pyridinecarboxylic acid ethyl ester 1-oxide of molecular weight 153.15 g/mol is used in organic synthesis research, where accurate mass balance calculations improve process reproducibility.

    Stability Temperature up to 120°C: 4-Pyridinecarboxylic acid ethyl ester 1-oxide stable up to 120°C is used in high-temperature reaction processes, where it maintains compound integrity throughout synthesis.

    Particle Size <50 microns: 4-Pyridinecarboxylic acid ethyl ester 1-oxide with particle size under 50 microns is used in catalyst preparation, where increased surface area enhances reactivity.

    Hydrolytic Stability: 4-Pyridinecarboxylic acid ethyl ester 1-oxide exhibiting hydrolytic stability is used in aqueous-phase organic reactions, where it prevents premature degradation.

    Solubility in Ethanol: 4-Pyridinecarboxylic acid ethyl ester 1-oxide soluble in ethanol is used in solution-based formulation development, where homogeneous mixing increases formulation reliability.

    Low Water Content <0.5%: 4-Pyridinecarboxylic acid ethyl ester 1-oxide with water content below 0.5% is used in moisture-sensitive synthesis, where product purity and process efficiency are improved.

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    Certification & Compliance
    More Introduction

    4-Pyridinecarboxylic Acid Ethyl Ester 1-Oxide: A Manufacturer's Perspective

    Introduction to Crafting 4-Pyridinecarboxylic Acid Ethyl Ester 1-Oxide

    Our years spent in chemical synthesis have taught us that true progress often comes through discipline, attention to detail, and a willingness to refine. 4-Pyridinecarboxylic acid ethyl ester 1-oxide, a compound known to some as ethyl isonicotinate N-oxide, stands out in our production line not only for its chemical clarity but also for the stability of its N-oxide structure. This molecule, built on a pyridine core with an ester and an N-oxide modification at the para position, gains practical value from that precise configuration.

    Model consistency forms the backbone in clients’ daily operations. Across our production runs, we have prioritized reproducibility over theoretical yield, preferring modest increases in volume if it guarantees steady purity around 99 percent. The chemical’s stability rests heavily on controlling reaction temperature and quenching parameters—insights that come only from hands-on manufacturing. Each new batch serves as a refinement opportunity, bringing us closer to eliminating trace side-products seeded by oxygen fluctuations and incomplete esterification. Our in-house analytical team continues to compare spectral fingerprints from previous batches, tightening our grip on quality assurance.

    Formulation and Practical Considerations

    The ethyl ester derivative of 4-pyridinecarboxylic acid finds its place in many sectors, where downstream transformations demand an exacting foundation. Pharmaceutical partners have called out this molecule’s clean reactivity profile, which can be traced back to diligent removal of sodium salts and water from our process chain. When colleagues in agricultural chemistry search for reliable building blocks for functionalized heterocycles, they come here because minor deviations in N-oxide purity can topple entire synthetic cascades further downstream.

    Packing and handling protocols take into account the compound’s modest sensitivity to moisture and strong oxidants. We package the finished product in amber glass lined containers to guard against photolytic decomposition, especially since the oxide function increases photoactivity. Each shipment goes with moisture-excluding liners; occasionally, during high humidity months, we increase checks on seal integrity because any breach translates directly to customer downtime. These understated steps add cost and labor, but time and again, clients express gratitude for the dependability this brings to their workflows.

    Our manufacturing team has studied the subtle corrosiveness of this compound under certain conditions, testing a range of closure options for both bulk and laboratory-scale formats. Stainless steel and specialty polymers outperform baseline plastics, which show microcracking with time. A lesson learned over several years: savings in packaging rarely outweigh the risks of cross-contamination between batches.

    Why Molecular Consistency Matters

    Some colleagues in research fields ask what practical difference the N-oxide function provides when compared with the parent ethyl isonicotinate ester. Here, experience guides theory: the extra electron-withdrawing character from the N-oxide sharply increases polarity and reactivity toward nucleophilic and electrophilic partners. In multi-step syntheses aiming for complex nitrogen heterocycles, such differences prove decisive. For instance, in medicinal chemistry routes targeting substituted pyridines, our customers report increased yields and simplified purification profiles by relying on our N-oxide product.

    It has taken years to confirm that even minor shifts in the N-oxide:parent ratio influence both yield and safety profiles. Where previous generations accepted up to 2 percent contamination by the under-oxidized or over-oxidized analogs, our facility invested in temperature-controlled oxidizers and inline detection to hold that number closer to 0.2 percent. Improvements like this stem not from directive, but from steady feedback cycles as we sit down with end-users to dissect their production bottlenecks. Many industrial chemists visit our campus to audit plant layout—for many, seeing the scales, filters, and trace moisture scrubbers in operation sparks new ideas.

    After many trial runs and occasional setbacks, our team adopted a staged oxidation approach. This approach uses two oxidizers introduced sequentially, with careful separation at each step. There have been difficult days calibrating this method, including sleepless nights spent tracking escaped fumes and perfecting spent-oxidant disposal. We found that a handful of accelerating agents, acceptable in a research setting, left traces that complicated downstream coupling reactions. By removing those shortcuts, we traded quick wins for reproducible purity and a reputation our sales team can rely on.

    Lessons from Large-Scale Synthesis

    Operating at scale brings unique challenges and lessons. Many researchers, focused on milligram batches, might not notice the heat surges that occur during exothermic N-oxidation on a 500-liter scale. Our production engineers learned to modify reactor jacket cooling on the fly, making real-time decisions every time an anomalous temperature trace appeared. We even tweaked impeller speed algorithms to avoid micro-scale sedimentation that, in time, seeded hot spots in the reaction bulk.

    Purification presented its own hurdles. Trace by-products, which slipped through silica columns easily on a small bench, built up during packed-bed filtration at tonnage levels. We had to develop graded solvent swaps to keep these trailing contaminants in check. HPLC feedback cycles now frame our entire campaign planning: from initial oxidizer selection, through crude filtration, to final drying. Not every fix made it into the first round of upgrades—sometimes, making adjustments one shift at a time brings the team closer together, as they see direct cause and effect.

    We now keep a physical sample archive—hundreds of small vials, each representing a distinct run. Examining these, I’m reminded daily of the importance of tracking incremental improvement. Comparing color, smell, and residue under ultraviolet reveals much about the nuances in each batch and underpins the reliability that our repeat clients expect. That archive stands as living proof of our journey from inconsistent origin to a product now trusted in countless labs and pilot plants.

    Distinctive Features and Market Differentiators

    Over the years, we have compared 4-pyridinecarboxylic acid ethyl ester 1-oxide with related compounds and found real-world differences. The parent ethyl isonicotinate, lacking the N-oxide, generally resists oxidation by air but sacrifices reactivity at the ring nitrogen. Some clients return to us for N-oxide variants after finding that their desired coupling partners, especially under mild or aqueous conditions, struggled to activate the less polar parent. The N-oxide’s structure offers superior solubility in polar mixes and easy downstream manipulation—features that drive demand from research labs.

    We refuse to cut corners through chlorinated oxidants or metallic catalysts that, while economical, introduce hard-to-remove residues. That stance gains weight in pharmaceutical environments, where even low-level contaminants can derail clinical progress. By investing in rigorous downstream purification—through carbon filtration and multi-step crystallizations—we ensure that our product stands apart from quick-fix syntheses that too often populate the open market.

    Some competitors blend products from different batches to meet order sizes. From our perspective, this practice disguises batch-to-batch variability and sows trouble for anyone tracking trace impurities. Instead, we label runs down to the hour and operator shift—if a customer finds a performance anomaly, we trace it directly to an event in the plant. This level of transparency breeds trust, even if it means occasionally rejecting borderline material and taking small production losses. A commitment to full disclosure and run-specific documentation has opened doors in regulated sectors, as regulatory teams appreciate the traceability baked into each shipment.

    Applications: Listening to Market Needs

    The broad spectrum of uses for 4-pyridinecarboxylic acid ethyl ester N-oxide reflects feedback as much as chemical theory. Our pharmaceutical partners favor this intermediate for the clean transformation pathways it enables—especially where traditional activation with acid chlorides or strong bases introduces side-products. For those pursuing innovative pyridinium-based drugs, ease of N-oxide reduction opens custom functionalization windows unavailable through other ester derivatives.

    Demand in agricultural chemistry grows as researchers develop new classes of crop protection agents based on heterocyclic scaffolds. Here, the N-oxide serves a dual role: increasing the water solubility of precursor blends and enhancing the specific uptake in plant tissue. We have fielded countless technical requests: adjusting micronization to sprayable powders, modifying solvent blends for better dispersion, and even tweaking crystal habit for improved stability during long-term storage in humid regions. Only through a blend of listening and laboratory adjustment can a manufacturer fully serve this market.

    The fine-chemical industry navigates a mix of pressures—regulatory scrutiny, scale-up unpredictability, and price sensitivity. Our experience balancing these challenges with the demand for reliable, low-impurity N-oxide intermediates shapes our whole approach. We support custom projects that develop new synthetic routes, providing early-stage feedback on possible cross-reactivities or by-product formation. Chemists working with our product have reported improved selectivity in cross-coupling and fewer purification cycles, evidence that material quality amplifies process outcomes.

    Product Evolution and Innovation

    As we look deeper into optimizing production, our lab teams experiment with greener oxidizers, aiming for both cost reduction and reduced environmental footprint. Oxygen, under carefully controlled pressure and temperature with a copper catalyst system, brought down heavy metal waste by over 95 percent. While this path introduces challenging control parameters, everyone involved agrees it builds capacity for future scale.

    We share these innovations directly with select partners, inviting chemists to review pilot-scale batches and offer hands-on critique before shifting our plant-wide protocols. If a test batch demonstrates performance issues, our team works swiftly to identify cause—adjusting flow rates, changing reactor materials, or modifying drying protocols. Years ago, a batch failed water sensitivity testing due to excess trace acetic acid. We traced this back to a supplier change in ethanol feedstock, which led us to invest in more robust incoming inspection processes. This event shifted thinking inside our company: quality assurance begins long before the first reaction flask sees pyridine.

    Batch documentation is now digitized and shared with authorized client contacts—showing chromatographic traces, moisture readings, and spectroscopic confirmation. Some researchers want detailed pathways for impurity profile analysis; others focus only on the bulk outcome. We respond to both, learning more each time a partner brings in feedback from their own analytical labs. These exchanges sharpen our understanding not just of current needs, but of emerging research trends that will shape product specifications for years ahead.

    We also maintain direct communication with regulators and compliance bodies, updating process documentation to reflect evolving expectations. Audits are seen as opportunities rather than threats—each question opens a door to improvement. We have introduced online environmental controls at the plant, tracking and reporting solvent usage and emissions during each production campaign. Meeting legal requirements takes investment and energy, but it also distinguishes our products in a marketplace where responsibility and traceability shape purchasing decisions.

    Supporting Research and Technical Partnerships

    Long-term relationships with major academic groups and industrial leaders drive our understanding of breakthrough applications. By supplying research-grade material alongside full analytical profiles and technical support, we help accelerate project timelines. In return, the insights gained on how product crystallinity, impurity traces, or moisture pick-up affect downstream results feed back into our process pipeline.

    Our technical team visits customer sites, exploring real-world scenarios where 4-pyridinecarboxylic acid ethyl ester 1-oxide performs differently from similar compounds. In cross-coupling applications, for example, subtle differences in batch drying parameters change catalytic turnover or product selectivity. In one collaboration, a research team exploring novel ligands for metal-catalyzed C-N coupling realized a ten percent yield improvement by switching to a higher-purity N-oxide lot. These stories give substance to what might otherwise remain abstract talk about quality control and process control.

    Learning from both successes and failures shapes our recommendations. Not every innovation finds a market, but every experiment improves our baseline product. We have watched competitors promote N-oxide compounds based on inflated purity claims, only for users to encounter unanticipated stability issues. Each time, these events reaffirm our commitment to honest communication about chemical performance—what works, what doesn’t, and why consistency matters.

    Continuous Improvement and Future Outlook

    By investing in plant upgrades and personnel training, we stay ahead of the curve on both compliance and technical capability. Feedback loops between bench chemists and production operators drive most real improvement. Recently, the adoption of automated titration and inline IR detectors enabled us to catch minor product shifts mid-process, before they reach the final vessel. Everyone, from line operators to plant managers, shares responsibility for documenting and analyzing every deviation—no matter how minor.

    A focus on continuous improvement often puts us at odds with those seeking the lowest-cost supplier. Price pressure exists in every market, but the cost of failure or substandard performance in client operations far outweighs modest material savings. Experienced partners recognize that value derives from reliability, communication, and willingness to address outlier challenges. Our production teams hold weekly meetings to review not only what went right, but which batch anomalies could signal process drift. Such vigilance underpins the trust that our clients place in us.

    In the near future, we plan to expand both analytical capability and pilot scale, aiming to serve emerging markets for N-oxide analogs in energy storage and advanced material sectors. Early findings suggest that this compound’s functional group can play a role in designing redox-active coatings and ionic liquids. For clients navigating such uncharted territory, close support and willingness to share knowledge are as important as material itself. Industry never stands still, and neither do we.

    Shared Success: A Manufacturer's View

    Making and distributing 4-pyridinecarboxylic acid ethyl ester 1-oxide remains a craft shaped by both discipline and practicality. Every kilogram reflects hard-won skill by plant staff, patient attention to detail from process engineers, and a spirit of collaboration with customers who drive us to raise our own standards. In our experience, direct partnership outperforms speculation or distant reselling. By listening, refining, and openly communicating both setbacks and advances, manufacturers like us can empower researchers and industrial chemists alike.

    The world of fine chemicals often hides the practical stories that make reliable products possible. We regard every challenge met and every solution delivered as another building block for shared industry progress. As markets and applications shift, our core philosophy remains unchanged: put skill, experience, and honesty at the center of production, and the results speak for themselves.