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3-Bromomethyl-3-Oxetanemethanol

    • Product Name 3-Bromomethyl-3-Oxetanemethanol
    • Alias 3-(Bromomethyl)oxetan-3-yl)methanol
    • Einecs 'EINECS 695-221-3'
    • 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
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    Specifications

    HS Code

    321249

    Iupac Name 3-(Bromomethyl)oxetan-3-yl)methanol
    Molecular Formula C5H9BrO2
    Molecular Weight 181.03 g/mol
    Cas Number 145090-74-0
    Appearance Colorless to pale yellow liquid
    Density 1.65 g/cm³
    Solubility Soluble in most organic solvents
    Purity Typically ≥ 97%
    Canonical Smiles C1(COC1)(CO)CBr
    Inchi InChI=1S/C5H9BrO2/c6-1-5(2-7)3-8-4-5/h7H,1-4H2

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

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    Application of 3-Bromomethyl-3-Oxetanemethanol

    Applications of 3-Bromomethyl-3-Oxetanemethanol in Industrial Manufacturing

    3-Bromomethyl-3-oxetanemethanol serves as a key intermediate in multiple advanced industrial synthesis pathways. As an original manufacturer, we supply this compound to specialized sectors with strict demands for purity, consistency, and process compatibility. Below are main downstream industrial scenarios, formulation details, and compliance considerations for real-world use.

    1. Pharmaceutical Intermediate for β-Lactam Synthesis

    This compound acts as an effective building block for the manufacture of β-lactam antibiotics, such as cephalosporin derivatives. Synthetic chemists leverage its strained ring and primary alcohol functionality for regioselective reactions, enabling controlled formation of critical intermediates in regulated environments. Stringent quality and impurity control is essential from material reception through to reaction quenching.

    Industry compliance standards

    • ICH Q7 and Q11 on GMP for active pharmaceutical ingredients
    • US FDA 21 CFR Part 210/211
    • EU GMP EudraLex Volume 4
    • USP/NF for ingredient quality and impurity limits

    Typical usage ratio

    • Applied at 0.8–1.3 equivalents relative to core lactam substrates, depending on the batch size and targeted side-chain substitution.

    Downstream process integration

    • Introduced during the nucleophilic substitution or ring-opening esterification steps, under controlled alkali conditions, typically after initial acylation.

    Final product types

    • API intermediates for third- and fourth-generation cephalosporins
    • Synthetic penem scaffolds
    • Precursors to β-lactamase-resistant substances
    • Chemically defined reference standards for pharma QC labs

    2. Specialty Polymers and Cross-linking Agents

    Chemical processors incorporate this material into high-performance polymeric matrices where oxetane rings deliver increased hardness and cross-link density. The bromo group enables precision grafting onto backbone chains through alkylation or free-radical polymerization. Downstream quality control validates thorough incorporation and residual monomer clearance, especially for electronic and specialty adhesive sectors.

    Industry compliance standards

    • ISO 9001:2015 for manufacturing process control
    • IEC 61249 for electronic polymer raw materials
    • RoHS Directive (2011/65/EU) for hazardous substances restriction
    • UL 94 for flammability of plastic components

    Typical usage ratio

    • Used at 2–10% by mass for cross-linked copolymers; content adjusted based on cure kinetics and desired mechanical strength.

    Downstream process integration

    • Blended into prepolymer resin mix, then subjected to thermal or UV-induced curing where ring opening and bromine activation enable efficient network formation.

    Final product types

    • Photoresist resins for semiconductor lithography
    • Structural adhesives for automotive and aerospace assemblies
    • Circuit board encapsulants
    • High-durability optical coatings

    3. Fine Chemical Synthesis of Advanced Agrochemical Intermediates

    Synthesis units utilize this oxetane derivative in the construction of agrochemical building blocks, especially where three-membered rings impart increased metabolic stability and targeted activity. Chemistries seek controlled bromination, selective ring openness, and minimal generation of hazardous waste. Producers require full traceability of batch records and in-process yield validation.

    Industry compliance standards

    • FAO/WHO specifications on pesticide technical materials
    • ISO 17025-accredited in-house or third-party QC
    • REACH (EC 1907/2006) requirements for substance registration
    • GLP (Good Laboratory Practice) standards for R&D work

    Typical usage ratio

    • Usually added at 1–2.5 molar equivalents in stepwise alkylation or cyclization reactions; adjustments based on molecular scaffold design and downstream formulation needs.

    Downstream process integration

    • Dosed in reaction vessels alongside key nitrile or amine precursors; integration occurs during early intermediate stage before final esterification, followed by solvent extraction and purification.

    Final product types

    • Intermediates for systemic and contact herbicides
    • Precursors to fungicides in the oxetane-carbamate class
    • Building blocks for next-generation insecticide scaffolds
    • Custom agri-biotech screening compounds

    4. Research-Grade Reagent in Medicinal Chemistry Development

    Academic and corporate medicinal chemistry groups rely on this oxetane derivative as a strategic scaffold for structure–activity relationship (SAR) studies. The strained ring system generates unique three-dimensional pharmacophores, supporting hit-to-lead optimization in drug discovery. Material traceability, low impurity profiles, and documented analytical support are expected for consistent research reproducibility.

    Industry compliance standards

    • ISO 13485 for quality management in laboratory reagent supply
    • GLP for preclinical research
    • NIH and EU grant requirements for registered substance sourcing
    • ACS Reagent Chemicals reference purity for laboratory use

    Typical usage ratio

    • Applied in micro-scale syntheses from 0.05 to 0.5 mmol per reaction, with scaling based on target library throughput and instrument configuration.

    Downstream process integration

    • Added at the functionalization stage during parallel synthesis, often as a core scaffold after building block coupling, followed by purification via flash chromatography or preparative HPLC.

    Final product types

    • Molecular probe libraries for bioactivity screening
    • Candidate lead compounds for early-stage pharma discovery
    • Reference standards for analytical method validation
    • Isotopically labeled research reagents (with further modification)
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    More Introduction

    Introducing 3-Bromomethyl-3-Oxetanemethanol: Redefining Chemical Building Blocks

    A New Approach to Complex Chemistry

    Chemists always seek compounds that make syntheses more reliable and efficient. 3-Bromomethyl-3-Oxetanemethanol stands out as a tool for researchers and manufacturers who value versatility and precision in their workflows. With a molecular formula of C5H9BrO2, a molecular weight of about 181.03 g/mol, and the structural peculiarity of its oxetane ring, this molecule brings new options to anyone involved in organic transformations, drug discovery, and advanced materials science. Working in research myself, I often look for reagents that add value instead of making things more complicated, and I find that compounds like this one often make the difference.

    Why the Structure Matters

    Every seasoned chemist knows that the smallest changes in molecular architecture can reopen pathways thought closed. 3-Bromomethyl-3-Oxetanemethanol owes much of its importance to the built-in strain of the oxetane ring, which encourages ring-opening reactions under conditions that normally leave typical ethers untouched. I appreciate how the bromomethyl group brings its own reactivity, allowing for further elaboration, while the hydroxymethyl branch can serve as a versatile handle for functionalization. Unlike simple diols or unstrained epoxides, compounds like this one invite synthetic creativity.

    Applications That Go Beyond the Lab

    One major use of 3-Bromomethyl-3-Oxetanemethanol comes in laying the groundwork for pharmaceutical intermediates. Its oxetane ring often shows up in modern medicinal chemistry. Why? Because the ring resists easy metabolic breakdown and can tune pharmacokinetic properties in unpredictable, sometimes highly desirable, ways. In my time collaborating with medicinal chemists, they frequently tested oxetane derivatives to improve solubility, metabolic stability, or even change a compound’s overall shape to slip past biological barriers. This compound has broadened the available vocabulary when making small molecules with purpose.

    Materials science also draws on this oxetane derivative for polyaddition chemistry and as a bridging group in the design of advanced polymers. The presence of both a reactive bromide and a hydroxyl offers two footholds for attaching new chemical functionalities. I remember when my group explored the creation of light-responsive polymers: using molecules like 3-Bromomethyl-3-Oxetanemethanol, we accessed new materials with tuneable mechanical properties and better resistance to degradation.

    Comparing to Similar Chemicals

    Many might ask, why reach for 3-Bromomethyl-3-Oxetanemethanol instead of more familiar small-ring ethers? The oxetane ring sits squarely between the three-membered epoxides and larger cyclic ethers, offering a different balance of ring strain and reactivity. Epoxides run the risk of overreactivity and can sometimes suffer from unwanted side reactions, especially with sensitive groups nearby. Tetrahydrofuran and related rings behave more moderately but lack the reactivity needed for some ring-opening strategies favored in modern synthetic chemistry. The unique arrangement in 3-Bromomethyl-3-Oxetanemethanol provides a sweet spot.

    Halomethyl small rings are not new, but bromomethyl oxetanes present a gentler reactivity profile than their chlorinated counterparts. Chloromethyl analogs can be too aggressive, leading to side products or poor yields when sensitive functionalities are present. Bromine brings manageable reactivity—high enough to make key bonds but controllable enough for the hands-on chemist to steer outcomes with confidence.

    Challenges Worth Noting

    No chemical offers freedom from trade-offs. 3-Bromomethyl-3-Oxetanemethanol’s strengths—its strained oxetane ring and bifunctional character—come with certain limitations. That ring strain pushes the molecule toward instability under acidic or strongly nucleophilic conditions. In my work, I learned caution is essential when scaling up reactions; small quantities behave as expected, but kilogram batches may show unexpected exotherms or subtle decomposition. Storage should respect its sensitivity to light and moisture, ideally in amber bottles or under inert gas, to prevent loss of material or surprise breakdown.

    Toxicity also requires attention. Halogenated compounds can bring risks if handled without care, and skin contact or inhalation should never be taken lightly. Material safety data from published studies confirms that gloves, fume hoods, and eye protection reduce the risks. Academic labs sometimes cut corners, but professional environments prioritize safe handling protocols. Awareness fosters responsible innovation.

    Current Research and Real-World Impact

    Academic and industrial teams have deepened the exploration of oxetane derivatives in the past decade. As drug resistance challenges pharmaceutical companies, chemical diversity becomes a cornerstone of new therapeutic candidates. I’ve observed colleagues chase oxetane-containing scaffolds to offset existing liabilities in established drug frameworks, such as poor metabolic profiles or intractable solubility. Reports in peer-reviewed journals highlight the successful use of 3-Bromomethyl-3-Oxetanemethanol in crafting kinase inhibitors, viral protease blockers, and imaging agents with improved in vivo lifetimes.

    Beyond health sciences, this compound also shows value in manufacturing specialty resins and high-performance coatings. Its dual functional groups help anchor additives that resist weathering or chemical assault, which is a benefit for electronics, automotive, and aerospace sectors. I remember technicians looking for something that would promote crosslinking at moderate temperatures but not fall apart during high-temperature processing; this molecule offers that stability window.

    Why Real Experience Matters

    Talking about chemical reagents often drifts toward the abstract. In reality, successful research never relies solely on the purity or promise of a reagent, but on how it integrates into a working process. My years at the bench taught me that real value comes from using compounds that absorb stress and irregularities in routine operations. 3-Bromomethyl-3-Oxetanemethanol earns its place because it tends to behave as expected and offers opportunities for novel reactivity.

    Every synthetic challenge starts with asking: what is the wild card in this sequence? With this chemical, the options for manipulating the core skeleton of a molecule expand. Sometimes that means a last-minute solution to an intractable problem, other times it’s the foundation of a new synthetic route. This adaptability bolsters confidence in tackling unexplored chemical spaces.

    Potential Solutions to Current Challenges

    Concerns about safety and stability lead to improvements in chemical handling and design. The chemical industry responds to the hazards of strained, halogenated molecules through tightly controlled processes—improved packaging, automated dispensing systems, and real-time monitoring of bulk reactions all limit risk. In my experience, commitment to continuous education forms the backbone of chemical safety. Workshops and hands-on training reinforce the right habits, so that powerful reagents like 3-Bromomethyl-3-Oxetanemethanol serve as tools and not as liabilities.

    Another area warranting attention involves waste management. Halogenated byproducts present disposal concerns, so responsible users embrace greener practices. Working alongside environmental engineers, I’ve seen how catalytic processes, solvent recovery systems, and the push for high atom economy bring down both waste and costs. By developing more selective synthetic routes—using milder reagents, efficient filtration, or real-time analytics—teams have managed to keep processes lean and compliant with regulations.

    Supply, Purity, and Reproducibility

    No one likes surprises in the hood. Reliable access to consistent, high-purity samples of 3-Bromomethyl-3-Oxetanemethanol supports good science and scale-up efforts. In multi-step syntheses, impurities can throw a wrench into sequence selectivity or final product yields. Over the years, I found suppliers solidify their reputation not through price alone, but through batch-to-batch reliability. Characterization by NMR, HPLC, and GC-MS confirms lot quality, and transparent documentation lets researchers spend more time troubleshooting their hypotheses rather than their starting materials. This approach saves time and builds confidence across an entire team.

    Working in a lab where robust procurement is routine, I’ve benefited from documented chain-of-custody for critical reagents. For those rolling out a new process or expanding production, robust quality assurance becomes as important as the chemistry itself. Supply disruptions quickly translate to lost effort, but strong supplier relationships and well-documented inventories minimize those bad surprises.

    The Broader Scientific Context

    While at first glance it seems like just another small organic molecule, 3-Bromomethyl-3-Oxetanemethanol represents the intersection of innovation and necessity. Synthetic strategy constantly evolves, and new chemical entities arise from small shifts in base building blocks. Oxetane chemistry, once considered esoteric, now underpins breakthroughs across disciplines. From small-molecule pharmaceuticals to polymers with tailored function, the ready availability of advanced oxetanes deepens the bench of tools available to modern chemists.

    Successful innovation requires not only access to new building blocks, but also a thoughtful approach to risk, regulation, and environmental impact. As the chemical landscape shifts, molecules like this one mark the transition to a more selective, sustainable, and effective era of chemical manufacturing and discovery. I have seen firsthand the productivity boost that stems from straightforward, reliable access to such intermediates, and I am always curious to see what new applications will emerge as researchers continue to explore what these oxetane derivatives can do.

    Conclusion: A Catalyst for Progress

    Chemistry is an industry of progress built by individuals who strive for better solutions and safer practices. 3-Bromomethyl-3-Oxetanemethanol will keep finding new roles because it offers a blend of reactivity and functional utility that resonates across many research and development programs. Its unique oxetane core delivers novel reactivity. The bromomethyl and hydroxymethyl handles allow for precise molecular tailoring, supporting everything from agile research to scale-up and manufacturing.

    Efforts to master its challenges, from safe handling to efficient waste management, pay off with more robust and effective processes. Widespread adoption will depend on both the successes within early-adopting labs and the willingness to share insights on best practices. Speaking from experience, a diverse reagent cabinet empowers researchers to ask better questions and deliver on new ideas. 3-Bromomethyl-3-Oxetanemethanol fills a unique niche in this expanding toolbox and fits well with today’s expectations around safety, sustainability, and methodical innovation.