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4'-(Imidazol-1-Yl)Acetophenone

    • Product Name 4'-(Imidazol-1-Yl)Acetophenone
    • Alias Nsc74409
    • Einecs 254-726-3
    • 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
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    Specifications

    HS Code

    621716

    Chemical Name 4'-(Imidazol-1-Yl)Acetophenone
    Molecular Formula C11H10N2O
    Molecular Weight 186.21 g/mol
    Cas Number 49684-01-1
    Appearance White to off-white solid
    Melting Point 134-138°C
    Solubility Soluble in DMSO, methanol
    Smiles CC(=O)C1=CC=C(C=C1)N2C=CN=C2
    Purity Typically ≥98%
    Storage Conditions Store at 2-8°C, protected from light and moisture
    Synonyms 1-(4-Acetylphenyl)imidazole

    As an accredited 4'-(Imidazol-1-Yl)Acetophenone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White HDPE bottle with secure screw cap, labeled "4'-(Imidazol-1-Yl)Acetophenone, 25g," including hazard pictograms and batch information.
    Shipping 4'-(Imidazol-1-Yl)Acetophenone is shipped in a tightly sealed container under ambient or controlled conditions. Packaging complies with chemical safety regulations to prevent leaks or contamination. Standard shipping typically follows UN and IATA guidelines, ensuring proper labeling and documentation for safe transit. Expedite or temperature-controlled options may be available if required.
    Storage 4'-(Imidazol-1-yl)acetophenone should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area away from incompatible substances such as strong oxidizing agents. Protect it from light and moisture. Proper chemical storage protocols should be followed, with clear labeling, and it should be kept out of reach of unauthorized personnel.
    Application of 4'-(Imidazol-1-Yl)Acetophenone

    Applications of 4'-(Imidazol-1-Yl)Acetophenone in Industrial Manufacturing

    4'-(Imidazol-1-Yl)Acetophenone supports a range of high-value applications in the fine chemical industry. Its unique imidazole functional group and acetophenone backbone enable critical reactivity required by downstream manufacturers in pharmaceutical synthesis, photoinitiator manufacturing, specialty polymer production, and advanced agrochemical development. As an actual producer, we ensure this intermediate’s purity and reliability align with stringent industry requirements, directly benefiting large-scale industrial operations.

    1. Pharmaceutical Intermediates in Imidazole-Derivative APIs

    Pharmaceutical manufacturers incorporate this compound into the synthetic routes of imidazole-containing active pharmaceutical ingredients (APIs), especially antifungal and central nervous system therapeutics. Its structure acts as a key building block during the synthesis of complex heterocyclic pharmaceuticals, supporting efficient coupling and functional group transformations in controlled environments aligned with regulatory demands.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • United States Pharmacopeia (USP) General Chapters & Monographs
    • European Pharmacopoeia (Ph. Eur.) guidelines
    • China National Medical Products Administration (NMPA) Drug Intermediate Requirements

    Typical usage ratio

    • Typically 0.5–2.5 equivalent moles relative to the final API’s targeted reactive site in multistep synthesis; precisely adjusted based on reaction stoichiometry and yield optimization.

    Downstream process integration

    • Charged during the condensation or substitution stage leading to the core imidazole ring assembly, prior to purification and chiral separation.

    Final product types

    • Voriconazole API
    • Sertaconazole nitrate API
    • Other imidazole-based antifungal compounds
    • Advanced central nervous system modulators

    2. Photoinitiator Precursor for UV-Curing Systems

    Chemical companies employ this material as a critical intermediate in manufacturing specialty photoinitiators for UV-curable inks, coatings, adhesives, and 3D printing resins. Its ability to introduce both aromatic and imidazole moieties in the photoinitiator backbone enables strong absorption and rapid polymerization response, suiting these demanding downstream sectors.

    Industry compliance standards

    • ISO 9001 Quality Management for Chemical Manufacturing
    • Registration, Evaluation, Authorisation and Restriction of Chemicals (REACH) compliance for additives in the EU
    • ASTM D7767-17 Standard Guide for UV/EB-Curable Oligomers and Monomers
    • FDA 21 CFR 175.300 (if used for indirect food contact applications)

    Typical usage ratio

    • Common precursor ratios range from 0.3%–1% by weight in photoinitiator blend formulations; the proportion depends on end-use cure speed and depth requirements.

    Downstream process integration

    • Introduced during the condensation or Friedel-Crafts acylation step in photoinitiator synthesis, coupling with other phenyl-imidazole derivatives or ketone donors.

    Final product types

    • Photoinitiators for UV-curable printing inks
    • UV-cured wood and plastic coatings
    • 3D printer resin initiators
    • Specialty adhesives for microelectronics

    3. Specialty Polymer Synthesis for Functional Materials

    Polymer manufacturers leverage the compound’s reactivity to integrate imidazole functionalities into specialty resins, engineering plastics, and membrane materials. These features impart ionic conductivity, thermal resistance, and catalytic behavior vital for next-generation battery binders, proton exchange membranes, and filtration systems used by various industrial clients.

    Industry compliance standards

    • ISO 14001 Environmental Management for Polymer Plants
    • GB/T 33309-2016 for Imidazole-based Polymer Additives in China
    • REACH Annex XVII for polymer chemicals in EEA markets
    • UL 94 Flammability Standard for finished plastics

    Typical usage ratio

    • In most applications, added at 1–10% molar ratio to monomer feedstock, with specific proportions dictated by desired conductivity and crosslinking density.

    Downstream process integration

    • Fed into in-situ polymerization or grafting reactors with monomers/polyols, enabling covalent bonding of imidazole side chains during chain growth.

    Final product types

    • Polyimidazole membranes for fuel cell stacks
    • Ionic conductive resins for lithium battery separators
    • Functionalized filtration membranes
    • Thermally resistant engineering plastics

    4. Agrochemical Intermediate for Fungicide Synthesis

    Agrochemical formulators incorporate this raw material during the assembling of modern imidazole-containing fungicidal actives. Its utility lies in introducing imidazole pharmacophores within the synthetic pathway, specifically tailoring molecules for broad-spectrum and systemic crop protection products, primarily targeting cereal and specialty crop disease management.

    Industry compliance standards

    • FAO/WHO Joint Meeting on Pesticide Specifications (JMPS) for technical materials
    • China ICAMA pesticide intermediate registration
    • US EPA Pesticide Ingredients Registration 40 CFR Part 180
    • ISO 9001-based quality assurance for agrochemical synthesis

    Typical usage ratio

    • Introduced at 0.8–2.2 equivalents in the coupling stage, balanced according to the target fungicide moiety and side chain reactivity, ensuring complete conversion during scale-up.

    Downstream process integration

    • Reacted during the intermediate condensation step ahead of chlorination or esterification; subsequent batch distillation and purification prepare the technical active for formulation.

    Final product types

    • Prothioconazole technical
    • Epoxiconazole intermediates
    • Formulated broad-spectrum crop fungicide actives
    • Seed treatment ingredients
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    Certification & Compliance
    More Introduction

    4'-(Imidazol-1-Yl)Acetophenone: A Manufacturer’s Perspective on a Reliable Building Block

    Developing functional and robust chemical intermediates takes a blend of attention to detail, strict process management, and a deep understanding of the way molecular structure steers downstream performance. For years, 4'-(Imidazol-1-Yl)Acetophenone has earned its place as a preferred building block in our pipeline because it strikes a rare balance between reactivity and selectivity, standing out from other options in the acetophenone family. Our experience in manufacturing, scaling up, and supplying this compound reveals some important lessons worth sharing with users of heterocyclic intermediates.

    Production Insights: How Consistency Shapes Outcomes

    Each batch starts from carefully selected raw materials. We keep close tabs on moisture content and impurity levels in every incoming lot—small shifts at this stage can compromise purity at the finish line, especially in compounds like 4'-(Imidazol-1-Yl)Acetophenone where the imidazole ring is fused through N-alkylation. Choosing the right catalyst and optimizing the solvent system gives reproducible yields and minimizes byproduct formation, especially troublesome phenolic or unreacted acetophenone species. After isolating the product, drying under vacuum removes residual solvents that could disrupt later reactions or lead to color changes in the finished material.

    We measure success not just by meeting purity benchmarks, but by achieving batch-to-batch stability. A growing fraction of our customers use this intermediate in pharmaceutical synthesis and electronic materials, so minor variances in functional group integrity or moisture level can ripple into downstream problems. Repeated crystal structure verification and chromatographic profiling help us catch subtle failures that might not show up in a generic purity test. Over time, protocols have been refined: for instance, avoiding certain solvent residues prevents potential side reactions during subsequent substitution at the carbonyl or imidazole positions.

    What Makes 4'-(Imidazol-1-Yl)Acetophenone Special?

    Within the world of functionalized acetophenones, not every structure brings the same toolkit to synthetic problems. Adding an imidazolyl group at the para position opens unique pathways. It’s this electron-rich ring that enables chemists to reach into new reactivity, especially in the assembly of heterocyclic scaffolds or in the formation of complex ligands that require both aromatic and basic nitrogen functionality.

    In application, we’ve seen the compound used as a starting material for kinase inhibitor libraries and as a precursor for assembling biologically active molecules with imidazole-derived pharmacophores. Several years ago, a research partner reported greatly improved yields in a benzimidazole synthesis project when using our material as a key intermediate, compared to an ortho-substituted variant. The para-imidazole configuration ensures lower steric hindrance, so the acetyl function remains open to further transformation or selective protection.

    Another area that sets it apart is its ability to serve both as an electrophilic and nucleophilic participant. You can hook it up in cross-coupling schemes, form metal complexes for catalysis, or elaborate the acetyl side chain with tailor-made substitutions. Many options in the acetophenone family don’t play so nicely with such diverse reactivity, especially when the substituent is less electron donating or locked at a more hindered site.

    Specifications and Analytical Demands

    While there isn’t a single rulebook, buyers usually prioritize confirmed chemical structure, high assay value, low water content, and consistent solid form. In our process, these targets shape every analytical decision. Starting with NMR, we screen each lot for complete substitution at the imidazole site, checking for ghost peaks from unreacted acetophenone or isomeric side products. We supplement this with HPLC analysis, running both reverse-phase and normal-phase methods to separate and quantify trace byproducts or decomposition impurities.

    Solid-state properties matter, too. It’s one thing to reach 99% purity on a chromatogram, but another to have material that handles well on a production line. Dustiness leads to losses and cleaning headaches, while variable particle size distribution can wreck dosing accuracy in automated feeders. For this reason, we developed a drying and recrystallization cycle tailored to this compound’s solubility profile, producing a free-flowing, off-white crystalline powder. Customers who formulate solid dispersions or pelletize active ingredients say this improves process reliability compared to earlier lots with stickier or greasy textures.

    Usage Patterns and Feedback from Industry

    On the application front, the bulk of 4'-(Imidazol-1-Yl)Acetophenone demand now comes from pharmaceutical R&D and fine chemical synthesis. Medicinal chemists turn to it for constructing advanced intermediates that feature both aromatic and imidazole units—a motif common in antifungals, antineoplastics, and enzyme inhibitors. The positioning of the imidazole ring often enables straightforward elaboration, supporting both Suzuki and Buchwald–Hartwig cross-couplings, carbonyl reductions, or nucleophilic aromatic substitutions.

    We have worked alongside customers integrating the compound into pilot-scale runs for both proprietary and generic API synthesis. In these settings, every gram counts and process interruptions are costly. Consistent melting range proved important for those using bulk crystallization purification steps; even slight changes in particle morphology required new filtration protocols. Recently, we helped one group optimize their step economy in a three-stage sequence; by switching from a meta- to the para-imidazole configuration, their overall yield rose by more than 18%, thanks to easier downstream separations and higher coupling efficiency.

    An emerging trend comes from specialty polymers and advanced materials research. The imidazole’s ability to coordinate with transition metals and stabilize electronic states in polymers broadens the appeal of our product beyond classic organic synthesis. Research groups probing electroactive or photonic materials report improved conductivity profiles with substituents in the para position, compared to more traditional methyl or bromo analogs of acetophenone. Drawing on feedback like this, we’ve tuned our purification cycle to meet the low metal content thresholds these users require, as even trace iron or copper can disrupt the electronic properties of final materials.

    How Does It Compare with Other Acetophenone Derivatives?

    Not every acetophenone derivatives is built equally. Some users aim to splice in imidazole at other positions—ortho and meta variants are sometimes easier to synthesize, but they often limit reactivity and trap steric bulk near the ketone, which complicates many protection or deprotection steps. Our internal screening and customer case studies both show that para substitution boosts accessibility, giving more robust yields for further nucleophilic or electrophilic attack at the carbonyl or ring.

    Standard acetophenones with alkyl or halogen substituents lack the basic nitrogen functionality of the imidazole ring, limiting their use in metal-ligand chemistry or target-specific pharmacophore synthesis. We’ve been asked to compare our offering with 4-bromo and 4-methoxyacetophenone—frequently used in other transformations. In practice, the imidazole group in our product opens more synthetic channels, especially in heterocycle assembly or catalysis. Several customers switched over due to cleaner reaction profiles, as the imidazole can both donate and accept hydrogen bonds, making it friendlier to a broad range of transformations and crystal engineering projects.

    We also observe that the electronic properties of the imidazole ring help stabilize key reaction intermediates, reducing the tendency for overreactions or side-product build-up. For example, sulfonation and nitration chemistries run more predictably with our compound compared to unsubstituted acetophenone. As batch sizes scale and downstream demands tighten, these differences magnify—a fact we learned firsthand after collaborating with API manufacturers shifting to kilogram-scale runs.

    Challenges in Scaling Up and the Solutions We've Found

    Scale-up brings its own headaches, even for a molecule that behaves well in the lab. Early attempts at producing 4'-(Imidazol-1-Yl)Acetophenone in 100-liter reactors uncovered problems that only emerge above bench scales. For instance, the exothermicity of N-alkylation tends to create hot spots, risking hydrolysis or charring if not managed tightly. We adopted segmented reagent addition and real-time calorimetry to flatten out the temperature swings. These process tweaks not only protected yield but also curbed the formation of colored impurities, which had been a tough nut to crack in larger vessels.

    Solvent recycling raised another challenge. Imidazole’s affinity for certain solvents forced us to experiment with washing and stripping protocols so our downstream purification streams wouldn’t become bottlenecks. A switch to a higher volatility solvent at the final wash step let us pull out the last traces of both impurities and water more efficiently. Quality metrics improved, and material handling sped up in the finishing area.

    Finally, supply chain bottlenecks for imidazole itself occasionally threatened delivery timelines. Over the years, we invested in redundant sourcing and pre-qualified alternate suppliers, sometimes holding extra buffer stock ahead of scheduled campaigns. Good relationships with bulk imidazole producers and a willingness to tweak synthesis timing let us meet delivery commitments, even during demand surges or transport slowdowns.

    Practical Handling and Storage: Avoiding Pitfalls

    Downstream users sometimes overlook the quirks of working with functionalized acetophenones. We’ve found that 4'-(Imidazol-1-Yl)Acetophenone keeps best in tightly sealed, low humidity environments—moisture triggers slow hydrolysis over time and encourages the formation of byproducts that can foil high-precision pharmaceutical workflows. For drum or bagged deliveries, triple-layer liners paired with desiccant pouches prove the most effective safeguard. Some customers once stored material near strong bases and then noticed color changes and reactivity loss; since then, we share detailed storage advice in every shipment.

    Handling and dosage accuracy also matter. A free-flowing, non-caking product reduces clean-up time and product loss. Years of refinement in our crystallization step optimized not only purity but also particle morphology to withstand long shipments, warehouse cycles, and tough processing environments. Bulk users pushing hundreds of kilos per batch need to keep product loss below a fraction of a percent—not just for cost, but to avoid compliance trouble in regulated environments. Our QC teams routinely audit samples after simulated transport and storage, confirming both chemical integrity and physical flow.

    Integrating with Customer Processes

    Feedback doesn’t only flow from us to our buyers; it shapes every manufacturing improvement we’ve made in over a decade working with 4'-(Imidazol-1-Yl)Acetophenone. Some companies want lots in kilogram increments, others work in multi-ton campaigns. One API producer found that switching from a larger average particle size to a finer cut improved blending and shortened reaction dissolution times by nearly a quarter. In response, we adjusted screen mesh size and filter choice. Similar tweaks followed requests to chase down specific trace metals or limit organic solvent residues below stricter global regulations. Each time, these requests led to small but important upgrades in the way the product gets made, cleaned, and shipped.

    Adapting to changing environmental and regulatory expectations remains a constant background task. A decade ago, solvent selection and energy use during drying received little scrutiny; today, customers want assurances that neither emissions nor residual volatiles will sideline their compliance efforts. Our engineering team researched new dryer designs and solvent filters, reducing our own waste by more than 35% over three years, and providing cleaner material that passes registration in multiple jurisdictions. The learning curve stays steep, but results pay off in smoother audits and faster customer clearance for pilot and production-use batches.

    Looking Forward: Opportunities and Ongoing Improvements

    As more chemical industries pursue functionalized building blocks for precision synthesis, materials science, and drug discovery, demand for reliable, highly characterized intermediates like 4'-(Imidazol-1-Yl)Acetophenone grows year over year. Each new use uncovers nuances in product handling, supply, or downstream requirements. Users pushing boundaries in photonics or bioconjugation chemistry raise questions about less common impurities, alternative crystal forms, or even tailored particle size. We see each as an invitation to keep improving.

    Our continuing goal centers on bridging what lab-scale innovation makes possible with what production users need every day: stable, predictable, and unfussy intermediates. Every step of our process—from choosing raw materials to fine-tuning drying times—has grown out of years spent on the line, troubleshooting side reactions, chasing down hard-to-detect contaminants, and collaborating with customers under real-world production pressures. We update protocols not just to meet the latest published method, but to solve the subtler problems that arise at scale: minimizing dust, balancing purity with yield, achieving trace metal control while keeping throughput up.

    We keep investing in analytical upgrades, staff training, and environmental controls to ensure tomorrow’s batches stay ahead of evolving expectations. Every improvement traces its origin to feedback from those who actually use what we make; trends in pharmaceutical process design and specialties like organometallic catalysis shape not only what we make, but how we make it.

    Final Thoughts on the Value of Focused Manufacturing

    Years of producing 4'-(Imidazol-1-Yl)Acetophenone have taught us that downstream success starts upstream, in every detail of material selection, process tuning, and customer communication. The right intermediate must deliver not just chemical purity, but also consistent performance through every analytical, handling, and processing step. Every story from our customers—those hitting higher yields, running fewer purifications, or shaving minutes off cycle times—reaffirms our approach.

    Making a difference with one key intermediate isn’t about chasing flashy trends or cutting corners for short-term gain. It’s about steadily solving problems: hitting the mark on purity, controlling tricky impurities, delivering every order on schedule, and tuning process steps to the needs of evolving science. The collaboration between chemical maker and user builds both trust and technology. With every batch shipped, we deepen the expertise that lets users push the frontier of what’s possible—one molecule at a time.