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2-Nitro-4-Methoxyaniline

    • Product Name 2-Nitro-4-Methoxyaniline
    • Alias 4-Methoxy-2-nitroaniline
    • Einecs 221-984-8
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    442955

    Iupac Name 2-nitro-4-methoxyaniline
    Cas Number 2261-54-9
    Molecular Formula C7H8N2O3
    Molecular Weight 168.15
    Appearance Yellow to orange solid
    Melting Point 98-102 °C
    Solubility In Water Slightly soluble
    Density 1.356 g/cm3 (estimated)
    Smiles COC1=CC=C(C=C1N)[N+](=O)[O-]
    Synonyms 2-Nitro-p-anisidine, 4-Methoxy-2-nitroaniline
    Pubchem Cid 13265

    As an accredited 2-Nitro-4-Methoxyaniline factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 100-gram amber glass bottle, tightly sealed, labeled "2-Nitro-4-Methoxyaniline," with hazard warnings, product code, and handling instructions.
    Shipping 2-Nitro-4-Methoxyaniline is shipped in tightly sealed containers, protected from light, moisture, and incompatible substances. It is classified as a hazardous chemical; appropriate labeling and documentation are required. Transport follows regulations for toxic and potentially harmful substances, ensuring safety for handlers and compliance with local, national, and international shipping laws.
    Storage 2-Nitro-4-methoxyaniline should be stored in a tightly closed container, in a cool, dry, and well-ventilated area away from incompatible substances such as strong oxidizers and acids. Keep away from sources of ignition and direct sunlight. Store at room temperature and ensure containment to prevent any environmental release. Label containers clearly and handle with appropriate personal protective equipment.
    Application of 2-Nitro-4-Methoxyaniline

    Applications of 2-Nitro-4-Methoxyaniline in Industrial Manufacturing

    2-Nitro-4-Methoxyaniline is a functional aromatic intermediate predominantly used by sector manufacturers engaged in specialty chemicals, dyes, and advanced materials. Its narrow yet critical downstream application ensures its effectiveness in producing colorants, performance polymers, and pharmaceutical intermediates, with each sector requiring precise formulation handling and strict adherence to compliance regulations. Below, we detail practical application environments with unique industry specifics and process characteristics.

    1. Azo and Disperse Dye Production

    2-Nitro-4-Methoxyaniline serves as a vital diazo component in synthesizing high-performance azo and disperse dyes, favored for their vibrant color stability and fastness requirements necessary in textile and polyester fiber treatment. The material undergoes typical diazotization and coupling sequences, where its substitution pattern enhances chromatic intensity and resistance to chemical washing. Dyes incorporating this molecule comply with global eco-textile demands and are subject to continuous manufacturing QC.

    Industry compliance standards

    • OEKO-TEX® Standard 100 Restricted Substances List (Annex 4)
    • ZDHC MRSL (Zero Discharge of Hazardous Chemicals Manufacturing Restricted Substances List)
    • REACH Regulation (EC) No 1907/2006 for dye intermediates
    • ISO 105-C10 (Textiles — Tests for colour fastness — Part C10)

    Typical usage ratio

    • 3–8% by total moles of amine component in dye intermediates; adjusted per color strength and target absorption profile

    Downstream process integration

    • Introduced post-nitration and reduction as a coupling base during the diazotization step, followed by azo coupling to generate designated chromophores

    Final product types

    • Reactive dyes for cellulosic textiles
    • Disperse dyes for polyester yarns
    • High-lightfast pigment dispersions for technical fabrics
    • Digital textile printing ink concentrates

    2. Manufacture of Polymer Additives

    This intermediate is used in the synthesis of specialty antioxidants and UV absorbers destined for high-performance engineering plastics and coatings, where para-methoxyaniline chemistry imparts specific electron density to aromatic core structures. By incorporating this compound in the construction of hindered amine light stabilizers and phenolic antioxidants, formulators target enhanced durability for polymers exposed to weathering and thermal cycling, routinely subjected to service-life validation protocols.

    Industry compliance standards

    • UL 94 (Standard for Safety of Flammability of Plastic Materials)
    • ISO 9001:2015 certified QC for additive purity
    • RoHS Directive 2011/65/EU limitations on hazardous substances
    • ASTM D6280 (Standard Specification for Unsaturated Polyesters)

    Typical usage ratio

    • 0.5–2.5% weight basis of additive pre-polymer reactants, determined by test method ASTM D7869 UV stability

    Downstream process integration

    • Reacted with specific aliphatic and aromatic carbonyls during polymer additive synthesis prior to plastic compounding and masterbatch extrusion

    Final product types

    • UV-stabilized engineering thermoplastics (e.g., polycarbonate, polyamide compounds)
    • Outdoor-use powder coatings
    • Transparent packaging films with oxidative stability
    • Antioxidant masterbatches for fiber and molded goods

    3. Intermediate for Active Pharmaceutical Ingredient (API) Synthesis

    Due to its defined reactivity and substitution pattern, the chemical is selectively used in multi-step custom synthesis pathways during the development of certain pharmaceutical intermediates such as nitroaniline-derived pharmacophores. This function includes controlled reduction and acylation protocols, where 2-Nitro-4-Methoxyaniline contributes to core scaffolds in advanced small-molecule preparations, subject to stringent impurity and traceability requirements to support downstream regulatory filings.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice Guidance for Active Pharmaceutical Ingredients
    • USP 36/NF 31 standards for intermediate purity
    • Ph. Eur. (European Pharmacopoeia) monographs for related intermediates
    • FDA 21 CFR Part 211–Current Good Manufacturing Practice for Finished Pharmaceuticals

    Typical usage ratio

    • Amount precisely determined by stoichiometry in specific route (0.7–1.2 molar equivalents per batch step); verified through validated HPLC tracking

    Downstream process integration

    • Employed following protection/deprotection of active aromatic groups, entering amidation, reduction, or condensation steps within multi-stage API synthesis routes

    Final product types

    • Batch intermediates for antihypertensive or antidiabetic medicines
    • Nitroaniline scaffold compounds in drug screening
    • Regulatory-filed API starting materials
    • Clinical research chemicals for custom pharmaceutical development

    4. Synthesis of Photographic Chemicals

    In the specialty chemicals sector, 2-Nitro-4-Methoxyaniline acts as a nucleus for preparing color couplers and developer auxiliaries essential in traditional silver halide photographic emulsion processes. Its specific substitution mitigates undesirable side reactions during high-sensitivity emulsion exposure, and manufacturers value this intermediate’s effect on tone reproduction and color accuracy during photo development.

    Industry compliance standards

    • ISO 18902:2020 Imaging materials — Processed photographic films, plates and papers
    • ANSI IT9.2-1998 (Imaging Materials Stability)
    • EN 14055:2002 (Photographic chemicals — Photographic color processing solutions)
    • Individual customer QC and batch traceability documentation systems

    Typical usage ratio

    • 2–6% based on weight of total developer/coupler premix; ratios modified according to required color depth in end-use application

    Downstream process integration

    • Integrated as a key reactant in closed-system batch reactions forming coupler molecules, then included into photo developer concentrates before final emulsion blending

    Final product types

    • Color negative and reversal (slide) film developers
    • Multicolor paper processing chemicals
    • Digital mini-lab print processing cartridges
    • Archival-grade imaging chemical sets
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    Certification & Compliance
    More Introduction

    2-Nitro-4-Methoxyaniline: A Manufacturer’s Perspective on a Crucial Fine Chemical

    An Introduction Shaped by Experience

    2-Nitro-4-Methoxyaniline stands out in the world of specialty intermediates. Over the years, we’ve come to know this compound not simply by its chemical structure or reactivity, but by the impact it creates as it moves through each stage of our production chain and then outward into the industries that rely on it. Our experience as a chemical producer has underscored how essential a reliable supply of finely crafted nitroanilines is for the downstream synthesis of dyes, pharmaceuticals, and specialty polymers. Facing these demands head-on, we have refined every step of our process to provide a consistent, high-purity product that meets the nuanced requirements of our collaborators both locally and abroad.

    Setting the Standard with Focused Production

    Manufacturing 2-Nitro-4-Methoxyaniline requires more than a simple recipe. This isn’t an area where shortcuts work. Our facilities allow us to manage every stage, starting from raw material inspection through nitration and methylation, all the way to filtration and drying. Rigorous monitoring of temperature, pressure, and reaction kinetics form the backbone of each batch. The pale yellow to orange-brown crystalline powder that leaves our plant does not come about by accident. It is the outcome of precision and accumulated knowledge. We frequently calibrate our analytical equipment against trusted standards, not just because it is required, but because even small variations in impurity levels or moisture content can result in unexpected downstream problems for users formulating sensitive organic syntheses.

    Attention to crystal morphology has also taught us lessons that data sheets often overlook. Particles that flow easily and resist caking during storage keep production downtime to a minimum not only for us but for our customers. Years back, after experiencing certain storage stability issues—product hardening under humid conditions and subsequent dosing inaccuracies—we adopted a rigorous moisture-control protocol. This commitment is not just about technical bragging rights; inaccurate addition rates in a pharmaceutical synthesis run can render a week’s work unusable. Losses like that are simply unacceptable when people’s livelihoods and supply chains depend on the product’s reliability.

    Purity Is Not Negotiable

    The draw of 2-Nitro-4-Methoxyaniline for synthesizers often revolves around purity. Trace contaminants, like unreacted starting materials or minor byproducts of nitration, can act as catalytic poisons or side-reaction triggers in follow-up chemistry. In the past, feedback from a long-term customer flagged an issue: a stubborn byproduct with UV absorbance nearly identical to the main product. Solving this wasn’t just about tweaking a single step. It meant revisiting our raw material qualifications, reviewing every transfer line for possible cross-contamination, and even adjusting our crystallization protocols.

    With a product like this, purity is measured in the difference between 99.0% and 99.9%. That last decimal makes a difference in high-end azo dye synthesis. Out of hundreds of lots, only those that meet this stringent requirement leave our facility. The lesson is clear: no one downstream wants to troubleshoot reactor fouling or color variations in finished dyes. By the time a problem has emerged during a large-scale coupling reaction or pilot run, it’s too late.

    Understanding the Value for Application

    2-Nitro-4-Methoxyaniline is often cast as a mere starting block, overshadowed by the final brilliance of finished dyes or the complexity of pharmaceutical actives. Yet, its choice as a starting material in certain azo dyes is not arbitrary. The methoxy group at the para position tunes the electron density of the aniline ring, which provides a unique reactivity pattern. Dye houses and pharmaceutical companies need this precise reactivity to achieve sharp colorfastness or targeted bioactivity. The compound’s high degree of substitution also serves a regulatory purpose—finished materials built from it often carry lower residual toxicity than those derived from less substituted nitroanilines.

    Not all chemical uses reveal themselves on paper. We have seen applications open up in agricultural chemicals, where the balance between electron-withdrawing and electron-donating features in the molecule determines selectivity and toxicity toward target species. Certain crop protection compounds have only become accessible or economically viable with the consistent availability of this intermediate. For developers in these sectors, delayed or unreliable deliveries hold up field testing and launch timelines—pressures that we have experienced along with our partners, and which we work to avoid through a robust stock management system.

    Differences from Other Nitroanilines

    Comparison with sibling nitroanilines, like 4-nitroaniline or 2-nitroaniline, highlights how small changes can steer major differences in application. 2-Nitro-4-Methoxyaniline’s simultaneous substitution with both a nitro and a methoxy group changes its chemical behavior dramatically. The methoxy group increases solubility in organic solvents and often leads to distinct crystallization behavior. In downstream couplings, this difference means process yields and product purities are typically much improved. Older formulations reliant on unsubstituted nitroanilines have long required tricky process controls to limit tar formation and color impurities—problems we have seen disappear as partners shift to the more predictable outcomes offered by our product.

    Unlike less substituted analogs, 2-Nitro-4-Methoxyaniline serves as a reliable scaffold for dye chemists focused on vibrant, lightfast tones across textile and printing applications. We’ve worked in lockstep with formulators who regularly stress-test new batches against international standards for colorfastness. The outcome of this partnership is a library of batch records and technical bulletins, but, more importantly, a degree of confidence for formula developers.

    Niche Applications Call for Consistent Quality

    Certain specialty applications in modern materials science demand narrow particle size distributions and minimal heavy metal content. The push toward higher standards in electronics and functional coatings is unmistakable. We have responded by expanding in-house quality controls. Instead of spot-checking just the end product, our lab now actively monitors key intermediates during the process. This strategy paid off last year when we preemptively identified a minor batch inconsistency before shipment. The recall that didn’t have to happen saved our clients time and maintained trust in our partnership.

    Regulatory pressure has also raised expectations on trace levels of unwanted side products. The spotlight now falls on trace formaldehyde, chlorine, and sulfur content. Our commitment has led to investment in better instrumentation: next-generation GC, LC-MS, and ion chromatography now form the backbone of our quality systems. These investments have given us—and our customers—a competitive edge. Product recalls linked to unexpected reactivity or trace contamination remain virtually absent from our operational record.

    Impact on Downstream Innovation

    A reliable source of 2-Nitro-4-Methoxyaniline makes industrial innovation easier and more predictable. Companies developing next-generation polymers, colorants, or pharmaceuticals look to us less for mere supply and more for technical partnership. A few years ago, a customer approached us looking to scale up a novel OLED precursor using our product. Their brief experiment in the lab environment went smoothly, but issues appeared at the hundred-kilo scale. Instead of simply adjusting shipping time or packaging, we worked together to synchronize batch sizes and optimize handling protocols. The solution called for joint trial runs with real-time feedback—a hands-on approach that often gets lost in an era of online commodity exchanges.

    We also inherit the responsibility of education. Some downstream users, especially those new to nitro compound handling, wrestle with optimizing storage for shelf-life or minimizing the risk of dust generation. Sharing experience and best practices—like using lined drums or nitrogen-blanketed packaging—can be just as vital as the chemical itself. This forward sharing benefits not only our direct customers, but also others in their networks who rely on a stable stream of intermediates to keep production on track.

    Environmental Perspective: Cleaner Synthesis and Better Effluent Management

    Continuous improvement isn’t only about meeting technical specifications. Environmental performance factors into every decision. Years ago, we ran open-batch nitrations with significant solvent use and volatile emissions. These legacy methods belonged to an earlier era where regulatory scrutiny was lighter and energy costs were low. That world hasn’t existed for a long time. We’ve invested heavily to transition to closed-system reactors with solvent recovery loops and efficient heat management. These changes minimize fugitive emissions and reduce the amount of post-reaction handling required.

    Effluent management has become one of the defining operational challenges for a plant producing nitro and methoxy-substituted aromatics. The world watches for signs that chemical makers care for their surroundings; this isn’t just regulatory compliance but a reputational issue. We have moved to advanced oxidation processes, reducing the chemical and biological oxygen demand of our wastewater. This transition is more than a technical upgrade. It’s a recognition of our role as community partners, responsible for the consequences of what we produce and what leaves our plant, even after our product is shipped far downstream.

    Supply Chain and Security of Supply

    Chemical manufacturing has faced significant supply challenges in recent years. Raw material disruptions, logistics gridlock, and shifting trade regulations all conspire to threaten the stability our customers expect. We address these risks head-on by diversifying our supplier base and investing in strategic buffer stocks of key inputs. We’ve learned from experience—reacting to a single contributor outage or force majeure event is faster and less disruptive for those who anticipate rather than react to shortages.

    Seasonal demand profiles vary significantly by region and industry. Our historical production data, matched to customer ordering patterns, allow us to anticipate surges and adjust batch scheduling proactively. Customers have commented that our ability to provide reliable forecasts and backup lots reduces the stress that often accompanies key project launches.

    Safety and Operational Reliability

    Handling and shipping aromatic nitro compounds brings with it an unbroken need for vigilance. Over-pressurization risks during nitration and dust hazards during grinding and packing must be managed closely. Our teams receive regular practical training on combustible dust management, confined-space entry, and appropriate chemical response. We’ve implemented real-world drills with input from both our own operational safety committee and external authorities. Our zero-lost-time-incident record sets an operational benchmark we’re determined to maintain.

    We also recognize that occupational exposure thresholds for nitroaromatic compounds continue to tighten—a trend that often outpaces regulatory timelines. Rather than waiting for external enforcement, we regularly review workplace air monitoring data and update our personal protective protocols. Some years ago, an early-detection fume hood alarm averted what might have become a serious incident. Since then, we’ve increased our investment in process automation and robust secondary containment for all high-risk operations, especially around the filtration and drying steps.

    Collaborative Problem Solving

    We have found that some of the best insights for improving quality and efficiency do not come from textbooks but through open dialogue with end-users, raw material producers, and technical support teams. This spirit of partnership has helped us solve vexing synthesis problems and quickly recover from supply interruptions. Sharing customer feedback—both positive and honest criticism—throughout our operation ensures that every department, from R&D to logistics, stays focused on practical outcomes.

    Over the years, feedback loops established with users of 2-Nitro-4-Methoxyaniline have prevented a host of problems. Early notification of a shipment delay enabled a customer to adjust production schedules without downstream disruption. In another case, batch-to-batch color variation prompted a thorough investigation into storage conditions along the transit route, leading to new recommendations for temperature control during long-haul deliveries. Each episode informs a culture built on responsiveness and continuous improvement, rather than a static, one-size-fits-all approach.

    Future Outlook and Continuous Improvement

    Manufacturing fine chemicals like 2-Nitro-4-Methoxyaniline is not a static business. Each year throws up new technical, regulatory, and commercial challenges. Demand for tighter impurity profiles, higher reliability, and environmentally responsible production forces us to adapt and evolve. Investments in plant upgrades, waste minimization, greener synthetic routes, and in-house analytics represent not only compliance with present regulations but a pre-emptive step toward a future where chemical production must do more with less.

    Looking ahead, we see opportunities to further reduce the environmental impact of this molecule’s production through solvent substitution and process intensification. Our current research investigates enzymatic methods for selective nitration and greener oxidants. We are committed to keeping stakeholders informed about concrete progress, not abstract aspirations. As new uses for 2-Nitro-4-Methoxyaniline arise in advanced materials and biologically active molecules, our responsibility extends to ensuring that every kilogram we deliver is traceable, safe, and manufactured with care.

    Building quality and sustainability into our production process for 2-Nitro-4-Methoxyaniline is not just a business goal—it's a reflection of what our customers, employees, and communities expect. The trust placed in us by users downstream is never taken for granted. By managing supply chains, investing in technology, collaborating on problem-solving, and prioritizing environmental stewardship, we strive to lead by example and support the continued progress of the industries that rely on this remarkable compound.