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N-(4-Methoxybenzylidene)Aniline

    • Product Name N-(4-Methoxybenzylidene)Aniline
    • Alias N-(4-Methoxyphenylmethylene)aniline
    • Einecs 217-963-5
    • 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

    225768

    Iupac Name N-(4-Methoxybenzylidene)aniline
    Molecular Formula C14H13NO
    Molar Mass 211.26 g/mol
    Cas Number 5326-83-0
    Appearance Yellow crystalline solid
    Melting Point 82-84 °C
    Solubility In Water Insoluble
    Solubility In Organic Solvents Soluble in organic solvents like ethanol, ether, and chloroform
    Density 1.14 g/cm³
    Smiles COc1ccc(cc1)C=Nc2ccccc2
    Pubchem Cid 222748
    Chemical Class Schiff base

    As an accredited N-(4-Methoxybenzylidene)Aniline factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle containing 25 grams of **N-(4-Methoxybenzylidene)Aniline**, labeled with product name, hazard symbols, and handling instructions.
    Shipping N-(4-Methoxybenzylidene)aniline should be shipped in a tightly sealed container, protected from light and moisture. Use appropriate packaging to prevent breakage or leaks during transit. Ship at ambient temperature unless otherwise specified, and comply with local and international regulations regarding the transport of chemicals. Include relevant safety documentation.
    Storage Store **N-(4-Methoxybenzylidene)aniline** in a cool, dry, and well-ventilated area, away from sources of ignition and incompatible substances such as strong oxidizers and acids. Keep the container tightly closed when not in use, and protect it from direct sunlight and moisture. Use only with appropriate personal protective equipment in a chemical fume hood or similarly controlled environment.
    Application of N-(4-Methoxybenzylidene)Aniline

    Applications of N-(4-Methoxybenzylidene)Aniline in Industrial Manufacturing

    N-(4-Methoxybenzylidene)Aniline serves as a key intermediate in multiple specialty chemical sectors, supporting end-to-end production processes where precise chemical identity and tailored integration determine final product quality. Our manufacturing expertise ensures consistent batch performance and technical support for demanding industrial buyers.

    1. Intermediate for Organic Synthesis in Pharmaceutical Manufacturing

    Many pharmaceutical factories apply this compound as a pivotal building block during the synthesis of diverse active pharmaceutical ingredient (API) scaffolds. It enters production mainly as an intermediate in custom synthesis workflows, especially in the condensation and cyclization steps leading to selective heterocyclic products. Manufacturers ensure full traceability from batch release to final formulation, following validated synthetic routes and stringent impurity profiling for regulatory filing.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • USP General Chapter <823> for chemical intermediates
    • EU EudraLex Volume 4, Annex 2
    • ISO 9001:2015 Quality Management Systems

    Typical usage ratio

    • Integrated at 5–12% molar ratio based on specific reaction scheme and precursor reactivity profile. Labs adjust percentage to minimize side product formation and maximize yield under controlled temperature and pH.

    Downstream process integration

    • Introduced after initial condensation and before cyclization during batch or fed-batch reactor runs. Added directly to organic solvent media for controlled reaction with amines or aldehydes, ensuring homogenous dissolution.

    Final product types

    • API intermediates for CNS, oncology, or anti-infective drug molecules
    • Regulatory filing reference compounds used in preclinical trials
    • Building blocks for heterocyclic synthesis
    • Laboratory-grade reference standards

    2. Synthetic Dye and Pigment Precursor

    Producers of high-performance dyes integrate this raw material as a condensation agent in azo and Schiff base dye manufacturing. Its controlled methoxy substituent enhances chromophore stability, color fastness, and reactivity for specialty textile and printing inks. End-users maintain precise process control over temperature and pH to obtain target hues and consistent color intensity in scale-up runs.

    Industry compliance standards

    • OEKO-TEX® Standard 100 for textile chemicals
    • REACH Regulation (EC) No. 1907/2006 compliance for chemical safety
    • GHS labeling protocol under CLP Regulation (EC) No. 1272/2008
    • Quality control by ISO 17025-accredited labs

    Typical usage ratio

    • Used at 4–15% by weight of total dye batch, depending on pigment structure and depth of color strength required. Technicians regularly adjust amounts for lab scale versus continuous plant dye runs.

    Downstream process integration

    • Added during diazo coupling or aldehyde condensation steps prior to thermal curing. Introduced post-sulfonation but before final isolation and purification from mother liquor.

    Final product types

    • AZO and Schiff base textile dyes
    • Inkjet and offset printing pigments
    • Polymer color concentrates
    • Decorative industrial coatings

    3. Ligand in Organometallic Catalyst Synthesis

    Specialty catalyst producers employ this compound as a ligand precursor for the formation of transition metal complexes. Its imine functionality and methoxy group allow fine-tuning of electronic and steric effects for tailored catalyst performance in polymerization and selective hydrogenation. Strict analytical verification ensures metal-ligand complex integrity and batch-to-batch reproducibility.

    Industry compliance standards

    • ISO 9001:2015 for catalyst manufacturing
    • Responsible Care® program for chemical industry stewardship
    • Chemical Management System (CMS) for catalyst makers
    • TSE/BSE statement for non-animal origin materials

    Typical usage ratio

    • Employed at 1–8% molar equivalent relative to metal precursor, adjusted to balance catalytic activity and stability according to desired selectivity.

    Downstream process integration

    • Dosed during chelation or ligand-exchange phases in catalyst synthesis. Batched in solvent prior to controlled addition of transition-metal salts under inert atmosphere.

    Final product types

    • Palladium or nickel-based hydrogenation catalysts
    • Olefin polymerization catalysts
    • Fine chemical synthesis catalysts
    • Custom laboratory research complexes

    4. Stabilizer Intermediate in Epoxy Resin Manufacturing

    Epoxy resin manufacturers use this precursor in the modification of curing agents aiming to improve thermal, chemical, and UV stability in high-performance resins. The raw material participates in pre-curing additive processes where structural modifications directly transfer to end-use performance, particularly for electronics, automotive, and aviation composites.

    Industry compliance standards

    • IEC 61249-2-21 for materials in printed circuit boards
    • RoHS Directive 2011/65/EU for hazardous substance restriction
    • ISO 14001:2015 Environmental Management for manufacturing facilities
    • UL 94 V-0 Flammability Standard (where applicable to resin system)

    Typical usage ratio

    • Applied at 2–6% by weight as a co-monomer or chain-extender versus total resin matrix. Adjusted up or down in pilot trials based on targeted glass transition temperature and crosslinking density.

    Downstream process integration

    • Formulated during masterbatch blending prior to main reactive extrusion. Incorporated with epoxy oligomers and hardeners for uniform distribution, then advanced through heating and vacuum degassing steps.

    Final product types

    • Thermoset composite pre-pregs
    • Electronic encapsulation compounds
    • Automotive structural adhesives
    • Aerospace-grade laminates
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    Certification & Compliance
    More Introduction

    Understanding the Value of N-(4-Methoxybenzylidene)Aniline in Specialized Chemistry

    Every step in chemical production ties back to real-world application and customer expectation. N-(4-Methoxybenzylidene)Aniline, often identified in the market with model number MBZA-01, stands out as a specialty building block in organic synthesis. At our manufacturing site, the process to prepare this compound focuses on batch consistency, reliable purity, and minimal residual solvents. Reactions run under close supervision, with particular care during the condensation of 4-methoxybenzaldehyde and aniline, which gives high-purity product with a well-controlled crystalline form.

    Getting to Know the Compound

    This chemical, also recognized by its other name, p-anisylidene aniline, forms a yellow to orange crystalline solid. We check the melting point — typically between 103 and 105°C — and make sure all lots meet the expected profile before shipment. Our quality control group relies on NMR and HPLC, not just to ensure benchmarks, but also to confirm no unexpected isomers or side-products sneak through. More advanced analytics, like LC-MS, support the everyday QA task but also help troubleshoot rare production hiccups.

    The structure, anchored by the methoxy group in the para position, means researchers find it helpful in developing ligands for coordination chemistry, model systems for organic electronic materials, and precursors in dye chemistry. In our line of work, this compound draws steady interest from academic labs and R&D teams in specialty polymers. No matter the end-use, buyers look for a sample that measures up lot after lot.

    Why N-(4-Methoxybenzylidene)Aniline Gets Chosen

    Synthetic chemists talk about scaffolds that unlock new series of compounds with minimal fuss. Here, the N-(4-Methoxybenzylidene)Aniline framework becomes a core player. The electron-donating methoxy group on the benzaldehyde ring shifts electron density and sometimes changes reactivity trends compared to unsubstituted benzylidene anilines, 4-nitro substitutes, or halogenated isomers. Researchers find this exact combination less prone to polymerization under normal storage while staying reactive in common reactions like reductions, cyclizations, and cross-couplings.

    Our plant’s batches register purity results above 99% by HPLC, and water content under 0.2%. These factors matter since color formers used in thermal paper or ink precursors cannot carry off-notes or degrade on the shelf. Long experience tells us to pay attention to packing technique, crystal habit, and moisture scavenging – each factor plays a role during downline processing at customer sites.

    Walking Through the Production Process

    On the plant floor, we use jacketed glass reactors for the entire reaction sequence. Cooling controls exotherms, so the final material forms without unwanted byproducts. Skilled operators handle direct filtration, using filter aids only when necessary to prevent contamination. Mother liquor recycling gets managed carefully, since solvents used here sometimes pick up trace byproducts that must be removed before reuse. Each step has been tuned over years to cut down on yield losses and waste handling headaches. Production never hits 100% theoretical, but consistently lands above 90% isolated, crystalline product.

    Downstream, drying and sieving get compressed into a tight window to avoid picking up atmospheric moisture. Some customers demand extra-fine grades, so after initial sieving and pack-out, we keep extra micronization equipment available. Our team prefers to ship in double-lined, fiberboard drums sealed under nitrogen purge, especially for export orders landing in humid regions.

    Comparing Against Similar Products

    There’s no shortage of Schiff-base products in the market, and not every variant stands up to bench scrutiny. N-(4-Methoxybenzylidene)Aniline’s main competitors are products based on 4-chlorobenzylidene aniline, 4-bromobenzylidene aniline, and unmodified benzylidene aniline. Each one plays a distinct role in synthesis. For instance, introducing halogens instead of a methoxy group usually hardens the crystal and can cut solubility in some solvents. These structural shifts alter reaction rates or byproduct profiles—impacting downstream chemistry for end-users.

    Over years of trial and error, we have found that the methoxy derivative keeps a good blend of solubility and reactivity. Formulators working on dye intermediates find colors emerging with greater purity versus the chloro-analogs. In research on nonlinear optics, the electron-donating nature of the methoxy group shifts spectral properties into ranges that piqued interest for organic semiconductors. Contrast this with the parent benzylidene aniline, which lacks comparable solubility and gives less reliable yields of some heterocyclizations in the hands of less experienced chemists.

    Real-World Applications and User Experiences

    Labs making specialty dyes or advanced functional materials keep returning to N-(4-Methoxybenzylidene)Aniline because it proves flexible in scale and easy to work up. In color former synthesis, for thermal paper and carbonless forms, this compound enables batches with vibrant, reproducible shades. Production chemists at plants pressing large runs value the reproducibility—not only in bulk properties but also in the absence of batch-to-batch odor or hue variability.

    Research centers involved in developing molecular electronics and sensors often relay how readily this compound functionalizes under standard conditions. Many derivatives start with this building block, especially where substitution on the aniline nitrogen boosts surface affinity or confers new conductive features. Feedback from the field often leads to tweaks in our process. At one point, a run of product showed unsatisfactory performance in a customer’s solvent matrix; our technical team shadowed the application, identified trace-level metal ions as the culprit, and implemented a second recrystallization step to head off repeat issues.

    Such stories directly drive our attention to logistics. High-value materials can see vast differences in integrity depending on shipping mode and storage. As manufacturers, we know that controlling temperature swings, reducing exposure to UV, and careful bag-in-drum sealing make or break product reliability once it leaves our gate. The journey from feedstock to final user shapes every practical decision along the way.

    Specification Isn’t the Whole Story

    Paper data tells only part of the narrative. Depending on customer need, we have prepared grades fit for both broad screening and fine, application-specific work. Some clients take the base grade and run it as-supplied; others require extensive pre-checks and custom repackaging. Regulatory context varies—a research purpose in Japan might require only COA trace verification, whereas a US partner might need full DMF documentation and trace impurity reporting.

    Across many projects, we find the stability profile of our N-(4-Methoxybenzylidene)Aniline makes it an underrated performer. While old literature sometimes points to air-sensitivity or possible oxidation, routine checks show negligible degradation under normal lab and warehouse conditions. Samples stored over months retain crystal integrity and do not yellow or lose titer. Our advice for storage stays simple: keep well-sealed and away from extremes in direct sunlight or heat.

    Meeting Modern Demands—Quality, Scale, and Support Tracks

    Over time, customer expectations have sharpened, especially in terms of process transparency, sustainability, and downstream safety. To meet rising demands, we source raw 4-methoxybenzaldehyde and aniline directly from audited producers, each supplying batches with full chain-of-custody information. Tight cooperation between our analytical lab and production department ensures no surprises reach customers, and corrective action plans lock in as soon as any deviation snaps up on the radar.

    Another part of the manufacturing experience revolves around scaling. R&D lots rarely show the minor issues that creep in during kilogram or tonnage runs; runaway exotherms, inconsistent filtration, and unpredictable solvent retention have all surfaced before. Our experience comes from walking through each stage—managing safety controls during up-scaling, re-validating purity and moisture specs after every scale jump, and holding unambiguous records.

    Ongoing communication with end-users also helps us keep products relevant. For example, a polymer lab looking to introduce reactive handles into a cross-linked network reached out about low-residual water tolerances. Our batch documentation and custom drying protocols clinched the project, earning repeat business after their pilot line passed internal QA without incident.

    The Learning Curve—Handling Challenges and Seeking Solutions

    Nobody stays in chemical manufacturing without investing in the learning loop. Some hurdles look technical—unexpected byproducts that defy standard purification, inconsistent color development during scale-up, small but costly trace metal residues. Others spring up in packaging, export documentation, or hazard labeling. Each challenge drives fresh rounds of protocol review.

    Supply chain volatility stands as a constant reality. Even slight kinks in raw material logistics throw off delivery schedules and, at times, the molecular weight distribution or optical clarity of the final product. To hedge risks, we keep buffer stocks and run side-by-side comparison of each vendor’s lots well before full-scale introduction. Many times, those efforts have saved downstream partners from hitting a production snag.

    Cutting waste and boosting overall yield means not just fine-tuning the chemistry. It also means spotting the first traces of batch off-notes and stopping a run to check source materials or fresh process tanks. We rely routinely on cross-lab round robins, where results get checked against both former lots and parallel experimental runs in packaging, reactivity, and storage.

    Environmental Impact And Safety Considerations

    Manufacturing specialty compounds like N-(4-Methoxybenzylidene)Aniline calls for active engagement with environmental management. Waste solvents get collected, recycled where feasible, and tracked for downstream handling—no batch releases without full documentation. We run low-water, low-energy syntheses and continually work to minimize halogenated byproduct burden in wastewater.

    Worker safety remains top priority. While the compound itself does not raise acute toxicity alarms in small quantities, the precursor anilines require robust controls. We train staff in PPE use, track air monitor data, and encourage preventive maintenance on all vent scrubbers and process seals. Customers benefit from full traceability and complete SDS backing, so hazards are understood at every stage.

    Opportunities for Future Innovation

    Interest in functionalized organic frameworks has brought new attention to products like N-(4-Methoxybenzylidene)Aniline. As more labs focus on smart materials, organic photovoltaic cells, or advanced sensing platforms, the relevance expands. On our end, we have begun pilot studies into custom-derivatized versions—adding substitution on the aniline ring, swapping out the methoxy pattern, or coupling to polymers with controlled architectures.

    Automated process feedback and AI-driven analytics make it feasible to target even tighter purity, lower impurity profiles, and optimized process economics. To us, the compound offers a window into broader market shifts: smaller-batch, higher-value specialty chemicals serving a new generation of materials research.

    Final Thoughts From the Factory Floor

    Chemical manufacturing never slows down. Batch after batch, feedback from partnerships—industrial plant to academic bench—drives our approach. N-(4-Methoxybenzylidene)Aniline proves its value across lines of specialty synthesis, pigment and dye preparation, and advanced research in new materials. Years of direct engagement tell the story: consistent product, clear analytics, and rapid response to issues matter more than promotional language or generic spec sheets.

    Every decision, from raw material sourcing through final QC check, rides on earned experience. That shapes the compound delivered, and ultimately the project it supports. Our conviction does not spring from marketing speak but from thousands of kilograms run, ton upon ton packed, and a track record built from genuine production challenges and solutions. Facing new problems, we welcome collaboration and technical exchange, understanding that the great work in labs worldwide often hinges on the batch-to-batch dependability we aim to deliver.