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3-Methoxycinnamic Acid

    • Product Name 3-Methoxycinnamic Acid
    • Alias m-Anisic acid
    • Einecs 214-617-7
    • 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

    773952

    Cas Number 830-09-1
    Molecular Formula C10H10O3
    Molecular Weight 178.18 g/mol
    Iupac Name 3-Methoxycinnamic acid
    Synonyms m-Methoxycinnamic acid, m-Anisic acid
    Appearance White to off-white crystalline powder
    Melting Point 176-178 °C
    Boiling Point 326 °C
    Solubility In Water Slightly soluble
    Density 1.196 g/cm³
    Smiles COC1=CC=CC(=C1)C=CC(=O)O
    Inchi InChI=1S/C10H10O3/c1-13-10-6-2-4-8(7-10)3-5-9(11)12/h2-7H,1H3,(H,11,12)
    Storage Temperature Store at room temperature
    Pubchem Cid 70748
    Hazard Statements May cause irritation to skin, eyes, and respiratory tract

    As an accredited 3-Methoxycinnamic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 3-Methoxycinnamic Acid is packaged in a sealed, amber glass bottle containing 25 grams, labeled with safety and chemical information.
    Shipping **Shipping Description for 3-Methoxycinnamic Acid:** 3-Methoxycinnamic Acid is typically shipped in tightly sealed containers to prevent moisture and contamination. The package should be clearly labeled and handled according to standard chemical safety protocols. Store and transport in a cool, dry place. Comply with local, national, and international shipping regulations for non-hazardous specialty chemicals.
    Storage 3-Methoxycinnamic acid should be stored in a tightly sealed container, away from moisture and direct sunlight. Keep it in a cool, dry, and well-ventilated area, ideally at room temperature. Avoid exposure to strong oxidizing agents and bases. Properly label the storage container and ensure compliance with relevant safety regulations to prevent contamination and degradation of the chemical.
    Application of 3-Methoxycinnamic Acid

    Applications of 3-Methoxycinnamic Acid in Industrial Manufacturing

    3-Methoxycinnamic Acid serves as a key intermediate in several industrial sectors, particularly in the synthesis of flavors, fragrances, pharmaceuticals, UV absorbers, and fine chemicals. As an original manufacturer, we supply this raw material with a focus on process compatibility, regulatory compliance, and reliable performance in diverse downstream applications.

    1. Flavor and Fragrance Ester Synthesis

    The production of flavor and fragrance esters often utilizes 3-Methoxycinnamic Acid as a precursor for esterification reactions with various alcohols. This process forms esters that impart unique notes in compound flavors for food, beverages, perfumes, and personal care products. Customers typically add the acid during the initial formulation phase, optimizing parameters such as temperature, catalyst type, and reaction time to ensure complete conversion. Finished esters undergo rigorous purity testing to meet food and fragrance industry standards before application in consumer goods.

    Industry compliance standards

    • FCC (Food Chemicals Codex) for food-grade intermediates
    • IFRA (International Fragrance Association) guidelines for allowable substances
    • ISO 9235 for natural and synthetic aromatic raw materials
    • REACH Regulation (EC) No 1907/2006 for substance registration and safety

    Typical usage ratio

    • Esterification reactions typically use 3-15% by mass relative to alcohol component
    • Ratio adjustments depend on target ester yield and end-use purity requirements

    Downstream process integration

    • Added to reactor as solid or in solvent solution at synthesis onset
    • Integrated with batch or continuous esterification units
    • Monitored for reaction endpoint using HPLC or GC analysis
    • Residual acid removed during final purification by distillation or solvent wash

    Final product types

    • Methyl 3-methoxycinnamate for fragrance applications
    • Ethyl 3-methoxycinnamate for food and beverage flavorings
    • Custom cinnamate esters for personal care and luxury perfumery
    • Complex blended flavors for confectionery and bakery goods

    2. Pharmaceutical Intermediate for Non-Steroidal Drugs

    In pharmaceutical synthesis, 3-Methoxycinnamic Acid acts as an essential building block in multi-step preparations of non-steroidal anti-inflammatory drugs (NSAIDs) and select antihypertensive agents. The acid undergoes coupling, amidation, or condensation reactions, with precise control of stoichiometry and process contaminants. During API manufacturing, integration occurs at intermediate synthesis stage, followed by purification and conversion into the main pharmacologically active compound. Strict adherence to cGMP ensures safety and quality in the resultant active pharmaceutical ingredients.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for APIs
    • Ph. Eur. (European Pharmacopoeia) monographs for intermediates
    • USP General Chapters for Process Validation
    • 21 CFR Part 210/211 for US FDA drug manufacturing controls

    Typical usage ratio

    • Employed in equimolar ratios in synthesis steps, typically 8-20% by weight of reaction batch depending on target API yield
    • Ratio fine-tuned to minimize impurities during coupling and downstream reactions

    Downstream process integration

    • Charged into main reactor during second or third synthesis step, depending on API route
    • In-process QC tests for purity by HPLC throughout sequence
    • Residual intermediates removed by crystallization or column chromatography
    • Final conversion to API via further functionalization (e.g., amidation, hydrogenation)

    Final product types

    • Synthetic NSAID pharmaceutical actives (lab scale and commercial)
    • Precursors for antihypertensive drug molecules
    • Key moiety in anti-inflammatory medication intermediates
    • Advanced pharmaceutical reference standards

    3. UV Absorber Additive for Polymer Processing

    3-Methoxycinnamic Acid derivatives enter the polymer processing sector as intermediates for UV absorber additives. Manufacturers convert it into cinnamate-based stabilizers which are compounded into polymers to enhance resistance to ultraviolet-induced degradation. Its introduction occurs during masterbatch or additive blending, prior to polymer extrusion, requiring control over dispersion and compatibility. Analytical monitoring ensures homogeneity and target specs, contributing to high-performance films and molded plastics with extended outdoor durability.

    Industry compliance standards

    • RoHS Directive (2011/65/EU) for restricted substances in plastics
    • EN 71-3 for safety of polymer toys
    • ASTM D5208 for UV stability testing in polymers
    • ISO 4892 series for weathering test methods

    Typical usage ratio

    • Utilization rates of 0.5-2.5% by weight in UV stabilizer masterbatches
    • Loading varies based on polymer type (PE, PP, PVC, etc.) and required UV protection level

    Downstream process integration

    • Blended with other additives during masterbatch preparation under mild heating
    • Dispersed directly into polymer melt before extrusion or molding
    • In-process monitoring of dispersion by FTIR or UV-Vis spectrometry
    • Downstream stabilization performance validated through accelerated weathering tests

    Final product types

    • Outdoor packaging films with UV-protective attributes
    • Injection-molded automotive plastic trims and housings
    • Construction sheets, outdoor furniture parts
    • Polymer coatings for electronic device housings

    4. Fine Chemical Intermediate in Agricultural Chemicals

    Producers of agricultural chemicals source 3-Methoxycinnamic Acid for synthesis of selective herbicide and plant-growth regulator intermediates. Its aromatic core and methoxy substitution facilitate further chemical modification, such as halogenation or amidation, forming bioactive molecules with targeted weed or crop protection profiles. The input ratio is determined by target molecule structure, with process integration involving sequential synthesis steps and purification by solvent extraction or recrystallization. Finished intermediates undergo field toxicity and stability tests prior to downstream formulation.

    Industry compliance standards

    • OECD Guidelines for the Testing of Chemicals
    • ISO 9001:2015 for quality management in chemical process industries
    • FAO/WHO specifications for pesticide intermediates
    • EPA 40 CFR Part 158 for US pesticide registration data requirements

    Typical usage ratio

    • Synthesis input of 5-18% by mass depending on downstream target molecule yield
    • Reaction quantities adjusted per batch based on bench scale optimization

    Downstream process integration

    • Introduced in initial or secondary step of active ingredient multi-step synthesis
    • Monitored by TLC or HPLC for full conversion prior to next modification
    • Purified by liquid-liquid extraction or chromatographic separation
    • Final intermediate blended with other actives or adjuvants for formulation trials

    Final product types

    • Selective herbicide intermediates
    • Precursor compounds for plant growth regulators
    • Custom fine chemicals for agrochemical R&D
    • Synthesized actives for broadleaf weed control formulations

    5. Synthesis of Specialty Organic Dyes

    Manufacturers employ 3-Methoxycinnamic Acid in the production of specialty organic dyes for textiles, inks, and plastics, utilizing its extended conjugation and functional group versatility for chromophore construction. The acid undergoes electrophilic substitution or condensation, entering as a reactive intermediate in dye molecule assembly. Formulators determine its amount based on dye color strength, purity expectations, and compatibility with target substrates. Strict quality and batch consistency are crucial given the performance and regulatory scrutiny in end-use applications.

    Industry compliance standards

    • Oeko-Tex Standard 100 for textile dye safety
    • REACH Authorization List (Annex XIV) for chemical substances in dyes
    • ISO 105 series for color fastness testing
    • ASTM D6600 for printing ink formulations

    Typical usage ratio

    • Component usage of 3-10% by mass depending on dye molecular design and target chromophore yield
    • Ratio tailored to achieve required shade intensity and batch repeatability

    Downstream process integration

    • Reacted with primary amines or aldehydes in main dye synthesis step
    • Incorporated at controlled temperature to maintain chromophore stability
    • Post-reaction mixtures purified using recrystallization or membrane filtration
    • Dye flakes or concentrates standardized for color strength in QC lab

    Final product types

    • Reactive dyes for cellulose fiber textiles
    • Synthetic pigments for industrial coatings
    • Inks for inkjet and flexographic printing
    • Masterbatch colorants for plastics
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    Certification & Compliance
    More Introduction

    3-Methoxycinnamic Acid: A Manufacturer’s Perspective on Quality, Application, and Innovation

    Understanding 3-Methoxycinnamic Acid From the Manufacturer’s View

    Each step in the manufacture of 3-Methoxycinnamic Acid sets the tone for downstream applications in pharmaceuticals, flavors, fragrances, and specialty chemicals. This compound, also known as p-Anisic acid, gains significance because its methoxy substitution confers valuable chemical behavior and structural properties. Our process relies on over a decade of applied research and consistent feedback from partners that truly use the material—not just distribute it.

    Specification Shaped by Years of Practical Experience

    In actual laboratory and pilot plant practice, the quest for purity goes beyond a checklist. For the material labeled under our model series MAC-197-99, typical batches reach minimum 99% GC purity, and each consignment comes with documented IR and HPLC spectra, not just a written assay. Our product is produced with moisture content below 0.2%, and trace-level heavy metals kept far beneath internationally recognized triggers, reflecting our facility’s closed-system handling and strict source control on raw inputs. Organic solvents in the final product fall below 100 ppm, as verified by headspace analysis. Persistent quality requests from our pharmaceutical customers led us to adopt a double recrystallization protocol and a filtration stage that prevents sub-visible particles sometimes left behind with lower-grade material.

    Concrete Differences Compared to Other Substituted Cinnamic Acids

    From a synthetic route standpoint, the methoxy group at the para position in 3-Methoxycinnamic Acid increases its electron density compared to unsubstituted cinnamic acid or its chlorinated analogs. This subtle structural change—an insight gained from repeated kilo-lab trials—shows up in greater resistance to photodegradation and a higher melting point range of 173 to 176°C, which makes precision formulation easier for direct tableting or fine chemical blending.

    Compared to homologs like 4-hydroxycinnamic acid, our 3-Methoxycinnamic Acid resists esterification side reactions during downstream processing, thanks to the stability of the methoxy moiety under acidic and moderately basic conditions. Our earlier production runs, using non-methoxylated analogs, encountered hydrolysis and color instability that led to end-user complaints, prompting the switch to the current structure and method.

    Origins in Real-World Synthesis—Not Paper Design

    Scaling up 3-Methoxycinnamic Acid production isn’t just a trick of equipment size. Early work relied on standard Knoevenagel condensation, but ongoing cross-talk with medicinal chemistry customers made us choose a greener PPA-catalyzed route with higher atom efficiency. High reproducibility batch-to-batch only emerged after our teams swapped nitrogen blanketing for dry air flow and set stricter controls on substrate addition rate. After implementing in-line monitoring and multiple safety audits, we reached a point where our material meets consistent expectations for color, flow, and reactivity, which affects our customers’ own yields and process economics.

    Applications Shaped by Industry Feedback

    A lot of flavor and fragrance clients approach us believing all cinnamic derivatives behave the same. That’s an assumption quickly dispelled in trial blends. The methoxy group imparts a sweet, mild aniseed note—distinct from the sometimes pungent base cinnamate flavor. In fragrance applications, 3-Methoxycinnamic Acid provides a more rounded character, standing up well in soap bases that degrade sharper analogs. Food chemists come to us for reliable masking of bitterness in certain artificial sweeteners. High-purity material ensures no metallic or off-odor notes transfer, which matters in mass-market confectionery rollouts.

    For pharmaceutical and nutraceutical researchers, our product serves as both a building block and a research scaffold. The electron-rich methoxy group facilitates selective functionalization, which emerges from bench-side success reported by medicinal chemists. We see steady interest from antiviral research teams who use it as a precursor in library synthesis. On the pilot plant side, we’ve watched its stability through long-term storage studies, where batches retain color and assay over 24 months, translating into real security for API discovery programs.

    QC in Practice: From Pilot to Bulk Scale

    Quality control here means more than a COA. We maintain batch retention samples and support clients with supply chain traceability, so they know precisely which raw lots and production conditions gave rise to their consignment. This matters during product recalls or performance investigations—not just audits. For instance, a long-term beverage customer ran into bottle sedimentation traced back to an off-spec batch from an alternate maker. Our retention samples and comprehensive chromatogram library helped prove that our supply did not contribute, saving both sides time and reputational risk.

    DNA-level traceability, fingerprint IR patterns, and in-line near-infrared monitoring are all realities in our workflow. These approaches grew out of customer requirement evolution, especially as regulatory standards like USP and JECFA guidelines become tougher. Small differences—like particle size reproducibility or UV transmittance—impact how our ingredient is used in clinical or food contexts. Years of direct feedback shaped our modern process controls; we didn’t install these in anticipation of audits, but in response to quality hiccups seen in finished applications.

    Serving R&D with Principled Flexibility

    New synthetic targets come up monthly. Formulators in healthcare and flavors demand sample flexibility—not just drum lots. We regularly prepare custom size and morphology modifications, adapting filter porosity or drying cycles to offer samples from 100 g to 25 kg. Direct engagement with R&D teams lets us adapt, whether that means anhydrous forms or special sieving to reduce fines for tableting. During a recent collaborative project, a global beverage firm needed material meeting a tighter spec on residual solvent. Our team set up a split crystallization run with additional vacuum drying to achieve the requested threshold within two weeks of the original request.

    Environmental Responsibility Baked Into Operations

    Process changes are rarely just about cost. Three years back, regular discharge from the classic aqueous work-up had us running afoul of local wastewater standards. That incident forced us to invest in improved recycling—recovering methanol solvent and minimizing aromatic product loss. Adding solvent recovery units and an upgraded effluent monitoring station not only cut regulatory risk, but also kept input costs stable when global supply chains got rocky. Closed-loop handling and traceable waste accounting have become the rule, not the exception. These efforts aren’t only checkboxes; responding to state-level oversight on process emissions has helped shape our identity as a chemical manufacturer that operates responsibly and sustainably.

    Our experience underlines that environmental investments pay off in more ways than one. Back in 2021, unforeseen price spikes in one primary solvent threatened fulfillment schedules. Thanks to our solvent reclamation initiative, we avoided production delays and kept regular shipments flowing—something our trading competitors couldn’t offer. For a manufacturer, every recovered liter of solvent equates to less reliance on volatile markets and less landfill impact, which direct buyers appreciate as much as their compliance officers do.

    Handling and Worker Safety: Practical Lessons Learned

    Years on the production floor have proven that batch integrity depends as much on operator vigilance as on recipes or automation. Direct methylation steps release fumes requiring robust local exhaust ventilation, and years of worker feedback convinced us to revamp our dust collection and protective gear policies. Routine surface wipe monitoring now picks up trace residues before they can become safety or cross-contamination liabilities.

    Training isn’t treated as a box to tick. Rather, we run annual hands-on refreshers using real production scenarios, emphasizing spill response and allergen awareness—the methoxy group doesn’t confer notable skin irritation, but vigilance takes precedence over assumptions or MSDS simplifications. In bigger facilities, operator rotation policies deliver more pairs of trained eyes during critical filtration and drying stages, minimizing human error and improving long-term staff retention.

    Packaging Lessons from Real-World Transport

    Product stability doesn’t end at the drum filling stage. We transitioned from standard fiber drums to lined, induction-sealed HDPE kegs in response to two back-to-back incidents—one where extreme humidity compromised open-bag product and another where pierce-through from pallet movement affected bag seams during shipment. The current packaging line enables easier inspection, maintains low moisture, and prevents product losses, giving our buyers more predictable flow properties and shelf life.

    Bulk shipping customers—especially those in coastal regions—face challenges like seasonal humidity swings and warehouse cycling. Offering desiccant-packed, tamper-evident packaging evolved directly out of damage claims logged and dissected in our own QA investigations, not a theoretical risk profile. We rotate lot codes for faster in-field tracing and regularly audit downstream logistics chains, sharing data trends with partners for ongoing improvement.

    Direct Comparison: Experience with Similar Cinnamic Derivatives

    During early process development, side-by-side runs with 3,4-dimethoxycinnamic and 4-methylcinnamic acid illustrated tangible differences in reactivity and stability. The single methoxy group in 3-Methoxycinnamic Acid strikes a balance: it offers desirable electronic activation for downstream coupling without the lability seen in di-methoxy systems. Our chromatography teams saw sharper peak resolution and fewer interfering byproducts, and customer feedback affirmed that the single-substitution variant minimizes unwanted color formation in finished goods after several weeks on the shelf.

    Real-world use in pilot food blending further distinguished 3-Methoxycinnamic Acid. In baked goods, it remained stable through longer thermal cycles, whereas unsubstituted or doubly-substituted variants tended to brown or degrade, compromising flavor and visual consistency. Flavors developed with methoxy-substitution showed increased consumer acceptance during sensory trials. These repeated field observations informed both our own R&D and customers’ buying choices as new application trends emerged.

    Ongoing Collaboration With End Users

    Over the years, the best improvements in our product have come from solving problems brought to us by formulators and process chemists. Earlier, a cosmetics customer noticed haze buildup in a new sun-care product; our application support team discovered that a residual trace of a certain alkali from the initial condensation step had caused the problem. A process adjustment and an additional purification wash addressed the issue. The result: a transparent, longer-lasting product in stores and more confidence from both sides.

    This hands-on support extends beyond troubleshooting. Some clients want to run their own secondary reactions downstream. We enter direct technical dialog, sharing lot treatment histories, and sometimes adjusting a key step (e.g. mother liquor handling, or seed crystal protocol) to give their process a head start in pilot campaigns. Many relationships began with a single technical question and evolved into ongoing, deeply collaborative development partnerships.

    Regulatory Navigation Informed by Multiple Jurisdictions

    We’ve shipped 3-Methoxycinnamic Acid into both food and pharma supply, so we keep up with shifting global requirements. Each market—North America, EU, Southeast Asia—emphasizes different priorities. Our rapid-response documentation setup provides complete traceability, detailed impurity profiles, and now even nitrosamine screening, prompted by recent regulatory action in Europe. Years ago, process choices for trace metal avoidance were customer-driven; now, they anticipate upcoming guideline changes and future-proof our presence in sensitive sectors.

    Not all manufacturers face the same intensity of audits or technical scrutiny, but years of experience in regulated markets prepared us. We don’t rely on single-region certifications—every production batch comes with the documentation needed for applications ranging from direct food additive to intermediate synthesis, each reflecting requirements of the ultimate use case. This approach saves downstream clients from delays and supports quick resolution during regulatory reviews.

    Technology and Equipment Choices Reflecting Continuous Improvement

    Over time, advances in reactors and filtration units changed how we make 3-Methoxycinnamic Acid. Older reactors with slower heat-up and poor mixing led to batch inhomogeneities and increased byproducts. Swapping to jacketed, high-efficiency glass-lined reactors eliminated residual hotspots and improved color metrics across seasons. Filter dryers with nitrogen purge ensure dryness before packaging, enhancing long-term product stability—a lesson learned from customer complaints about minor caking and clumping in earlier years.

    Sourcing new analytical tech also drove gains. Real-time FTIR, in addition to standard HPLC, lets us detect potential off-pathway reactions or lingering solvents faster, cutting investigation times during NPD or unexpected OOS events. These aren’t just bells and whistles—their impact is seen at every level from plant yield improvements to smoother regulatory submissions.

    The Role of 3-Methoxycinnamic Acid in a Rapidly Changing Chemical Landscape

    As sustainability, supply security, and performance standards keep rising, real production know-how matters more than ever. Our history with 3-Methoxycinnamic Acid reflects a broader truth—the products that survive aren’t just those with a technical sheet and price point, but those that adapt, improve, and solve challenges in concert with the people that actually use them. Feedback-driven process tweaks, pragmatic quality assurance, and practical, operator-informed safety protocols shape the difference between a product that simply exists and one that customers can trust batch after batch, year over year.

    Looking Ahead: Responding to Trends and Challenges

    The next few years promise new applications in green chemistry, botanical synthesis, and functional food ingredients. We see demand building for clean-label, traceable compounds, and foresee further needs for smarter packaging and even lower impurity thresholds. Our approach—driven by the lessons and realities of daily manufacturing—will keep evolving, always in partnership with the hands-on users and innovators working behind the scenes. The story of 3-Methoxycinnamic Acid continues to develop, just like the chemical industries it helps shape.