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3,4-Diisopropoxy-3-Cyclobutene-1,2-Dione

    • Product Name 3,4-Diisopropoxy-3-Cyclobutene-1,2-Dione
    • Alias DIBOD
    • Einecs 'EINECS 251-896-9'
    • 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

    977805

    Iupac Name 3,4-Diisopropoxycyclobut-3-ene-1,2-dione
    Molecular Formula C10H14O4
    Molecular Weight 198.22 g/mol
    Cas Number 51538-18-2
    Appearance White to off-white solid
    Melting Point 71-74°C
    Solubility Soluble in organic solvents (e.g., dichloromethane, chloroform)
    Smiles CC(C)OC1=C(C(=O)C1=O)OC(C)C
    Inchi InChI=1S/C10H14O4/c1-5(2)13-9-7(14-6(3)4)8(11)10(9)12/h5-6H,1-4H3

    As an accredited 3,4-Diisopropoxy-3-Cyclobutene-1,2-Dione factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle, 10 grams; tightly sealed with PTFE-lined cap, labeled with chemical name, purity, hazard symbols, and lot number.
    Shipping Shipping of 3,4-Diisopropoxy-3-Cyclobutene-1,2-Dione requires airtight, chemically compatible containers, protected from moisture, light, and extreme temperatures. Appropriate hazard labeling must be applied. Material Safety Data Sheets (MSDS) must accompany the shipment, and courier selection should comply with relevant chemical transportation regulations. Handle and transport as a potentially hazardous laboratory chemical.
    Storage 3,4-Diisopropoxy-3-cyclobutene-1,2-dione should be stored in a tightly sealed container, protected from moisture, heat, and direct sunlight. Keep it in a cool, dry, and well-ventilated area, away from incompatible substances such as strong oxidizers or acids. Proper labeling and secure shelving are important to prevent leaks or accidental contact. Always follow standard chemical storage safety protocols.
    Application of 3,4-Diisopropoxy-3-Cyclobutene-1,2-Dione

    Applications of 3,4-Diisopropoxy-3-Cyclobutene-1,2-Dione in Industrial Manufacturing

    3,4-Diisopropoxy-3-cyclobutene-1,2-dione serves as a specialized intermediate in fine chemical synthesis, where its distinctive structural motif finds application in several tightly defined industrial segments. Below we detail its established roles along with precise technical and regulatory parameters essential for formulation and process optimization in these advanced downstream sectors.

    1. Synthesis of Substituted Furandiones for Organic Electronics

    This compound participates as a key building block during the custom synthesis of substituted furandione derivatives, which function as essential precursors in the manufacture of small-molecule semiconductors and organic photovoltaic materials. Its rigid ring system and reactive diketone groups enable efficient construction of π-conjugated systems, supporting high charge-carrier mobility in organic electronic devices.

    Industry compliance standards

    • IEC 62899 (Printed Electronics)
    • RoHS 2011/65/EU (for downstream device restrictions)
    • Internal quality management per ISO 9001 during precursor synthesis

    Typical usage ratio

    • Employed at 5–15 mol% relative to the total monomer content in precursor coupling reactions; the exact ratio adjusted depending on the target electronic properties and precursor reactivity profile requested by downstream device manufacturers.

    Downstream process integration

    • Introduced during the condensation or cross-coupling step with electron-rich aryl substrates under inert gas conditions before further polymerization or purification.

    Final product types

    • Furandione-functionalized oligomers for OLEDs
    • Conjugated donor-acceptor materials for organic solar cells
    • Active semiconducting layers in logic transistors

    2. Manufacture of N-Heterocyclic Carbene Ligands for Homogeneous Catalysts

    As a cyclobutene-1,2-dione derivative, this material is integral for synthesizing specialized NHC ligands used in immobilized and solution-phase transition metal catalytic systems across pharmaceutical and polymerization catalysis. Its diketone structure allows for the introduction of sterically demanding groups that tune ligand reactivity and selectivity.

    Industry compliance standards

    • ISO 17034 (Reference Material Producers, purity for ligand materials)
    • REACH Regulation 1907/2006 (pre-registration for precursor chemicals)
    • ICH Q7 (Good Manufacturing Practice for active pharmaceutical ingredient raw materials in pharma catalysis usage)

    Typical usage ratio

    • Typically added at 1–4 weight% as a masked diketone precursor in ligand-forming reactions, with ratios fine-tuned based on catalyst loading and turnover requirements specified by pharma and specialty chemical clients.

    Downstream process integration

    • Used during ligand precursor synthesis, reacting with amine-bearing aromatic units under controlled temperature to produce ligand scaffolds for subsequent metalation and catalyst formulation steps.

    Final product types

    • Transition metal-NHC complexes for hydrogenation and C–C bond-forming catalysis
    • Polymerization catalyst pre-cursors for specialty polyolefins
    • Chiral ligand libraries for pharmaceutical process development

    3. Specialty Dye and Pigment Intermediate for High-Performance Coatings

    The material’s diketone functionality is used to prepare advanced diketopyrrolopyrrole (DPP) pigment cores through a condensation route. These pigments, derived from highly pure cyclobutene diones, impart superior stability and chromaticity in high-end architectural and automotive coating formulations.

    Industry compliance standards

    • EN 71-3 (Toy Safety, for downstream pigment migration in coatings)
    • ISO 12944-6 (Paints and varnishes—Protective paint systems)
    • GMP for pigment intermediates in food-contact coatings as required by customer end-use

    Typical usage ratio

    • Blended at 10–18 mol% in condensation reactions with aromatic nitriles, the actual loading defined by target pigment yield, hue characteristics, and formulation viscosity constraints set by downstream paint manufacturers.

    Downstream process integration

    • Undergoes high-temperature batch or continuous condensation as an early-stage precursor, followed by quenching, milling, and washing to isolate pure pigment intermediates for subsequent finishing steps.

    Final product types

    • High-fastness organic pigments for powder coatings
    • Colorants for automotive OEM and refinish coatings
    • Special effect and high-chroma pigments in architectural applications

    4. Building Block in Agrochemical Active Ingredient Synthesis

    The cyclobutenedione moiety enables the formation of agrochemical actives with ring-fused diketone structures, supporting the synthesis of broad-spectrum herbicide and fungicide molecules designed for field application stability. Downstream formulators value tight control of impurity profiles and consistent reactivity during large-scale manufacturing.

    Industry compliance standards

    • FAO Specifications for Plant Protection Products
    • ISO 9001 for production traceability and batch quality control
    • Local EPA registration standards for downstream active substance approval

    Typical usage ratio

    • Ranges from 7–14 mol% of the total active intermediate batch, with the ratio modified based on desired product yield, downstream purification efficiency, and regulatory requirements on residual starting material.

    Downstream process integration

    • Charged at the initial condensation stage with appropriate nucleophiles before cyclization and hydrolysis in semi-batch reactors; process monitored by in-line HPLC to ensure compliance with impurity limits.

    Final product types

    • Dione-derived herbicide active ingredients for cereal crop protection
    • Ring-fused diketone fungicides for broad-spectrum application
    • Intermediate storage concentrates for agrochemical formulation

    5. Advanced Photoinitiator Intermediates for UV-Curable Polymers

    Industrial formulators incorporate this highly functionalized material in the development of photoinitiator precursor compounds used in UV-cure resin and ink applications. Its electron-deficient structure underpins synthesis of molecular fragments that enable rapid cross-linking under UV exposure while minimizing yellowing or process-derived artifacts.

    Industry compliance standards

    • REACH–registered for safe handling of photoinitiator raw materials
    • ISO 28219 (Aerospace adhesives, relevant to downstream adhesives and coatings)
    • FDA 21 CFR 175.300 (Resinous and polymeric coatings for indirect food contact where required)

    Typical usage ratio

    • Usually deployed at 3–7% by weight in formulation-scale reactions for photoinitiator synthesis; the optimal level varies for ink versus hard coating end uses and is based on performance test panels and migratory residue analyses.

    Downstream process integration

    • Combined with aromatic amines in controlled anhydrous condensation, followed by purification for downstream oligomer or photoinitiator formulation blending.

    Final product types

    • Photoinitiator blends for UV-cure inks
    • Photoactive resin additives for electronics encapsulation
    • High-clarity UV-cure coatings for industrial and consumer electronics
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    Certification & Compliance
    More Introduction

    Introducing 3,4-Diisopropoxy-3-Cyclobutene-1,2-Dione: Direct from Our Manufacturing Line

    Understanding the Chemistry Behind Our Product

    Every molecule tells a story rooted in decisions made on the production floor, in the lab, and at the drawing board. 3,4-Diisopropoxy-3-cyclobutene-1,2-dione, with its tight framework and unique oxydione structure, stands out in the world of specialty intermediates. Our facility values the clarity that precision brings at each step, and this compound offers a distinctive balance between rigidity and reactivity thanks to the strained cyclobutene ring and its strategic diisopropoxy functional groups. Experience on the line shows that this structure isn’t just chemistry jargon—it's the secret behind steadfast performance in complex synthesis settings.

    Our product goes through strict quality checks, each lot matching the expected physical characteristics, including crystalline form, melting point range, and purity usually above 98% as verified by NMR and HPLC. This verifies it against the requirements of advanced synthesis and reinforces our reputation for accuracy. Over years of hands-on work, we've learned that nuanced shifts in raw material sources, purification methods, or reaction conditions can tip the balance in yield and consistency. This awareness drives us to keep an eye on the entire process, starting with reagent quality and continuing through the final filtration.

    Why the Structure Matters in Chemical Manufacturing

    The compact four-membered ring makes the backbone of 3,4-diisopropoxy-3-cyclobutene-1,2-dione notably strained, which sets up the compound for efficient participation in cycloaddition and ring-opening transformations. A little flexibility in functionalization comes from those isopropoxy groups on positions 3 and 4—they both shield and influence the reactivity of the molecule, making it a prime candidate for creating diverse scaffolds in advanced organic synthesis.

    Process chemists value this compound as a building block for a range of high-value targets, especially when constructing fused ring systems or exploring new medicinal chemistry leads. We regularly see it used to introduce dione functionality into more elaborate backbone systems—something not easily tackled with simpler alpha-diones or cyclobutenediones without those isopropoxy protective groups. These modifications open doors to new reaction pathways without unhelpful byproducts that plague older approaches.

    Our practical exposure to scale-up has highlighted another feature: the compound displays an enviable level of stability, resisting air and ambient moisture better than similar cyclic ketones or enol ethers. This makes life a little easier on downstream users and cuts back on special storage requirements in regular handling, from R&D trays to pilot reactors. The sometimes overlooked benefit of reduced volatility and diminished odor means a tidier, safer workspace, appreciated by chemists who've juggled less forgiving intermediates.

    Specification and Batch Consistency

    Drawing from years on the production floor, we've come to treat reproducibility as the backbone of trust. Each lot receives individual analysis with clearly documented purity and performance data. Specific gravity and refractive index checks line up with structural expectations, not just because the textbook says so, but after repeated, hard-earned verification. A regular series of physical and chemical purity checks—standardized by our team and refined with customer feedback—remind us that nothing replaces hands-on attention to every single batch.

    On larger runs, differences in exotherm profiles and crystallization behaviors reveal subtle shifts in mother liquor composition, making real-time adjustment crucial. Experience with this compound has shown that these adjustments can make all the difference between a smooth filtration and an awkward, chunky batch. By keeping a record of each batch’s quirks, especially around solvent choices and reaction concentrations, we've tightened our process year after year. This practical insight supersedes textbook wisdom—there’s always something to learn with new scale, new demands, and new ideas from partners.

    Real-World Usage and Application Benefits

    Demand for 3,4-diisopropoxy-3-cyclobutene-1,2-dione has grown steadily from the specialty synthesis labs working on novel heterocycles and pharmaceutically relevant building blocks. In medicinal chemistry, where time to result and flexibility of synthetic routes matter, teams count on this compound to build out complex cores using Diels-Alder or Michael addition strategies. Over the years, we’ve seen orders from both big-name research groups and agile contract development teams working under tough project deadlines.

    The diisopropoxy substitution delivers two practical advantages recognized by chemists in the trenches: first, enhanced selectivity in many functionalization jobs that would otherwise run into side reactions, and second, modulated reactivity that matches the complex needs of scale-up for active pharmaceutical ingredient synthesis. Compared to more basic cyclobutene dione derivatives, ours performs with cleaner conversions and easier downstream purification, translating to saved hours in the lab and less solvent per kilo of product.

    We receive direct feedback that downstream users appreciate less fouling of equipment—fewer tarry residues, less aggressive solvent washing, shorter agitation cycles. That’s not just an academic bonus; in any contract or in-house development setting, it means tighter schedules and cleaner processes. Over time, this adds up to sizable savings and more reliable timelines, something we have watched become more important in today’s fast-paced R&D world as projects pivot rapidly between lead ideas.

    Beyond pharma and specialty chemicals, we’ve supplied this product to materials chemists running experiments on new organoelectronic materials, where electron-rich motifs are needed. Our data suggests greater batch-to-batch uniformity in these sensitive applications compared to off-the-shelf alternatives, thanks to scrupulous solvent management, glassware selection, and temperature control during our proprietary crystallization process.

    Direct Comparison to Alternatives

    Not all cyclobutene-based diones earn the same trust from bench scientists. Compounds lacking the diisopropoxy groups typically show less selectivity and often require more elaborate protection and deprotection strategies downstream. That adds significant steps, cost, and potential regulatory headaches, especially in pharmaceutical work. Lower-grade or unprotected cyclobutene-diones also tend to break down more readily during longer storage or repeated sampling, which leads to headaches over stock management and product loss.

    In our own head-to-head trials—prompted by customer requests to troubleshoot troublesome reactions or switch suppliers in mid-project—the distinct benefits of our 3,4-diisopropoxy-3-cyclobutene-1,2-dione become clear. Fewer side products, crisper NMR spectra, and shorter downstream purification steps make for a smoother project flow. Returns from partners on bulk batches often cite “ease of handling” and “predictable performance,” echoing the lessons we draw from years of direct production and shipment.

    Less technically rich cyclobutene diones flood commodity lists, but project after project, our higher standards strike the balance between creative freedom for chemists and manageable risks for operations. The compound’s reduced volatility acts as a further differentiator. In contrast, many alternatives risk stockroom loss by simple evaporation, causing weight drift and rejected batches before usage even begins. This feedback loop has nudged us to further dial in packaging and storage formats tailored specifically for longer shelf life and ease of access on busy benches.

    What Sets Our Approach Apart in Manufacture

    Our team has remained closely involved with process development, learning from every kilogram that leaves the plant. Early on, we realized that attention paid to precursor quality, solvent trace contaminants, and crystallization technique had outsized effects on final batch consistency. Over time, we swapped out glassware for specialized reaction vessels to avoid leaching and fine-tuned our work-up sequence. Even a small shift in the agitation profile at certain points has proven to alter crystallinity, which has downstream impact not often caught in casual inspection but critically important for blending or further reaction.

    By responding to order feedback and iterative improvement, we secured tighter batch reproducibility. Detailed logging of each run, combined with our own records of how materials behave, enables both quick fixes to unexpected issues and a broader knowledge base that continually sharpens our operation.

    Direct relationships with end-user chemists matter. Users let us know, unfiltered, what works and what causes bottlenecks in their benches and reactors. For instance, some users push the concentration of their reactions right up to material handling limits. We've adapted by tweaking our drying and granulation process to reduce dustiness and improve flow, making for more predictable weighing and easier scale-up.

    Safety, Environmental Responsibility, and Operator Well-Being

    Each substance produced brings safety implications—and responsibility for stewardship starts before shipment leaves our gates. Our plant engineers and safety officers have worked closely together on process hazard assessments specific to our 3,4-diisopropoxy-3-cyclobutene-1,2-dione production. Unlike traditional alpha-diketones and simpler cyclobutene diones, our product profile indicates reduced acute inhalation risk and less aggressive reactivity toward ambient moisture, based on in-house and external testing.

    Operators handling this intermediate receive targeted safety briefings on exposure reduction methods—grounded in actual risk data from plant incidents and monitored exposures, not just regulatory tables. The lower volatility and cleaner crystallization profile mean that standard nitrile gloves and regular lab coats suffice, provided basic good practices are followed. From an environmental standpoint, we’ve worked to minimize high-boiling, persistent solvent residues in waste streams, working with local partners in responsible waste processing. Direct experience with a handful of alternative syntheses led our team to recommend the current process on practical and green chemistry grounds.

    We keep close tabs on packaging integrity over storage and transit, favoring materials known to keep the compound dry while resisting breakage through repeated handling. By tracking temperature and humidity profiles through shipment, we’ve gotten feedback from customers thousands of miles away that product still meets all critical benchmarks on arrival—a small but real testament to daily, detail-driven quality management.

    Supporting Customers in Advanced Synthesis

    From the production floor, it makes sense to keep supplier and customer close. Regular, two-way communication lets application specialists and production engineers swap ideas, speeding up troubleshooting and inspiring process refinements neither side sees alone. In supporting customers navigating challenging synthetic sequences with 3,4-diisopropoxy-3-cyclobutene-1,2-dione, our team often suggests fine-tuned reaction parameters or alternative solvents based on lessons from parallel projects and our own trial-and-error.

    Sometimes, these tweaks mean introducing a slightly adjusted crystallization regime, helping a partner lab clear up a batch that would otherwise carry forward low-level impurities. At larger scales, optimizing the exact batch splitting routine improves throughput and ensures uninterrupted project delivery. These are not abstract concepts—they grow out of hard-won experience. Such exchanges mean fewer surprises, more data-backed solutions, and faster transitions from small-batch trials to pilot plant success.

    Having worked through enough last-minute requests, our operations team knows the value of flexible lead times and rapid, direct response. Advanced intermediates like 3,4-diisopropoxy-3-cyclobutene-1,2-dione rarely follow neat schedules, especially in high-stakes pharma campaigns. We've set contingency capacity aside—a habit learned from decades of nimble responses to urgent project pivots or delayed regulatory clearances.

    Collaborative Troubleshooting and Continuous Improvement

    Reliable supply is about more than shipping out product in boxes. Our team treats every complaint or request for adjustment as feedback to sharpen the edge of our process. Once, a recurring complaint about unpredictable clumping during storage nudged us to revise our drying protocol and boost operator vigilance during packaging. This picked up more than a dozen batches previously heading for red-tag status and returned them to “green” in internal QC checks. Over time, these tweaks reduce out-of-spec shipments and reinforce mutual confidence with our customers.

    Partnerships with academic and pharmaceutical method developers have led to process refinements—occasionally basing small process changes on a single mass spectrometer reading or a spectrum anomaly reported by a university partner. Anomalies that initially looked like outliers sometimes become the spark for a whole round of internal process improvement. It’s never rote, always a matter of paying close attention and being willing to use every data point as a potential lesson to implement.

    Challenges in Scaling, Solutions in Production Practice

    The greatest challenge in bringing 3,4-diisopropoxy-3-cyclobutene-1,2-dione to market at various scales lies in balancing reactivity and stability. Large-batch synthesis represents more than just scaling up glassware or vessels. Early attempts taught us that barely perceptible differences in heat dissipation and agitation could shift product quality, especially for a strained and functionally dense molecule like this. Over time, small design changes in reactor baffles and jacketed vessel controls helped us reign in these swings. Cooler, tightly controlled crystallization gave superior physical stability, and post-filtration drying with proprietary flow settings now delivers a consistently easy-to-handle product.

    Process bottlenecks occasionally point back to tiny details: a stickier-than-expected filter cake or an unexpectedly slow dissolution during finished product redissolving checks. These events led us to hold regular cross-department forums—engineers, R&D, and plant workers all at the same table—where “what didn’t work” is as useful as “what did.” This has built a culture of humility and shared improvement, which translates directly into how customers experience the finished product.

    Looking Forward: Reliability and Value in Specialty Chemistry

    Every batch of 3,4-diisopropoxy-3-cyclobutene-1,2-dione we manufacture reflects years of learning, a dedicated team’s effort, and a drive toward continuous, measurable improvement. Our position as a direct manufacturer means we stay tuned to every change—chemical, procedural, or logistical—that flows from raw materials right through to customer applications. As demands shift and new synthetic targets emerge, we keep learning, adapting, and refining, never settling for “good enough” when there’s a better way on the horizon.

    At the core, a product like this doesn’t simply move from plant to package to bench—it carries with it the fingerprints of every operator, chemist, and engineer who shaped its journey. Each kilogram shipped reflects a network of small, daily choices and a history of lived experience with one purpose: to support the next generation of breakthroughs in chemistry with consistency, honesty, and a commitment to doing things right the first time, every time.