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Tert-Butyl 3-Bromopropionate

    • Product Name Tert-Butyl 3-Bromopropionate
    • Alias tert-butyl 3-bromopropanoate
    • Einecs 'EINECS 250-556-9'
    • 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
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    Specifications

    HS Code

    997323

    Product Name Tert-Butyl 3-Bromopropionate
    Chemical Formula C7H13BrO2
    Molecular Weight 209.08 g/mol
    Cas Number 22206-83-1
    Appearance Colorless to pale yellow liquid
    Boiling Point 173-175°C
    Density 1.189 g/mL at 25°C
    Refractive Index n20/D 1.431
    Purity Typically ≥98%
    Flash Point 68°C
    Solubility Insoluble in water; soluble in organic solvents
    Storage Conditions Store in a cool, dry place, tightly closed container
    Smiles CC(C)(C)OC(=O)CCBr
    Inchi Key KPMSUBXQKIEFLD-UHFFFAOYSA-N
    Usage Intermediate in organic synthesis

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

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    Application of Tert-Butyl 3-Bromopropionate

    Applications of Tert-Butyl 3-Bromopropionate in Industrial Manufacturing

    Tert-Butyl 3-Bromopropionate functions as a specialized intermediate in organic synthesis, particularly where controlled bromination and esterification characteristics are required for downstream processes. As an experienced manufacturer of this raw material, we supply to industries with strictly defined production parameters and regulatory frameworks. Below, we outline real-world industrial applications, highlighting sector-specific integration, compliance requisites, and final product details.

    1. Agrochemical Synthesis: Selective Herbicide Intermediate

    Leading agrochemical producers use this intermediate during the multistep synthesis of selective herbicides. Its unique bromoester structure enables precise alkylation in chain-extension reactions, directly supporting active ingredient core formation while preserving desired residue profiles necessary for agricultural applications.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products (FAO/WHO Manual, JMPS guidelines)
    • European Union Regulation (EC) No. 1107/2009 concerning the placing of plant protection products on the market
    • REACH Registration for chemical safety under ECHA
    • ISO 9001:2015 Certified Quality Management Systems in agrochemical manufacturing

    Typical usage ratio

    • 3–10% by mass relative to the total active ingredient batch, adjusted based on the alkylation stage and target molecule complexity

    Downstream process integration

    • Charged in the early to mid-stage steps of herbicide active synthesis, following initial benzene backbone formation and just before catalytic cyclization/ring closure

    Final product types

    • Pre-emergent and post-emergent selective herbicide actives (e.g., substituted phenoxyalkanoic acids, brominated herbicidal esters)
    • Emulsifiable concentrate and wettable powder herbicide formulations

    2. Pharmaceutical API Building Block: β-Blocker Precursor

    Leading pharma manufacturers employ this bromoester as a precursor during the synthesis of beta-blocker actives and other small-molecule APIs. The compound serves in esterification and nucleophilic substitution steps, delivering controlled functionalization necessary for regulated pharmaceutical process routes.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP-NF, EP (European Pharmacopoeia), and JP (Japanese Pharmacopoeia) monographs for beta-blockers/related substances
    • Current Good Manufacturing Practice (cGMP, CFR Title 21, Parts 210/211, USFDA)
    • Certificate of Suitability (CEP) to the pharmacopeia monograph (EDQM guidelines)

    Typical usage ratio

    • 1–5% by molar ratio relative to the nucleophile in the alkylating step, optimized for each API’s carbon skeleton and downstream purification yield

    Downstream process integration

    • Employed during multi-stage synthesis immediately before reduction or amidation steps, feeding into the formation of β-arylalkylamine backbones

    Final product types

    • Pharmaceutical active ingredients for cardiovascular medications (e.g., metoprolol, atenolol intermediates)
    • Finished oral solid dose and injectable pharmaceuticals

    3. Fine Chemical Synthesis: Aromatic Ester Modifier

    Producers of performance fine chemicals harness this material during the functional modification of aromatic esters for advanced polymer additives and specialty monomers. It’s valued where brominated esters enhance the reactivity and compatibility of target additives for downstream resin applications.

    Industry compliance standards

    • REACH compliance for industrial use substances
    • ISO 14001:2015 Environmental Management in chemical synthesis facilities
    • OECD Guidelines for the Testing of Chemicals (applicable to polymer additive evaluation)
    • National legislation on hazardous substance handling (Germany’s Chemikaliengesetz, China’s Measures for Environmental Management of New Chemical Substances)

    Typical usage ratio

    • 0.5–3% relative to bulk aromatic backbone by weight, with precise addition determined by targeted degree of bromination and molecular weight of the starting ester

    Downstream process integration

    • Added post-initial esterification, serving as an alkylating agent prior to further derivatization or polymerization, often under controlled temperature and inert atmospheres

    Final product types

    • Polymeric dispersing agents, UV-absorbing additives for coatings and films
    • Specialty monomers for optoelectronic and high-performance resin manufacture

    4. Flavors & Fragrances: Intermediate in Musk Compound Synthesis

    Certified fragrance compound producers utilize this intermediate in the production of select synthetic musks and lactone-type aromatic substances. The chemical’s ester and bromo functionality provide the reactive handles necessary for multi-step condensation, cyclization, and subsequent purification yielding high-purity fragrance components.

    Industry compliance standards

    • International Fragrance Association (IFRA) Standards and Guidelines
    • EU Regulation (EC) No 1223/2009 on Cosmetic Products
    • ISO 22716:2007 Guidelines on Good Manufacturing Practices for cosmetics
    • REACH registration for fragrance ingredient chemicals

    Typical usage ratio

    • 0.3–2% of initial reaction mass, with the addition level selected based on the desired musk chain length and target olfactory note intensities

    Downstream process integration

    • Introduced prior to macro-lactonization and hydrogenation steps, enabling controlled construction of cyclic musk scaffolds

    Final product types

    • Synthetic musk compounds, macrocyclic fragrance lactones
    • Completed fragrance blends for personal care, detergents, and fine perfumes

    5. Electronic Chemicals: Precursor in Functionalized Monomer Synthesis

    Specialty electronics and advanced material suppliers deploy this intermediate during the synthesis of functionalized monomers for high-dielectric and photonic polymers. Its structure lends itself to use in precision alkylation, supporting laminated and chemically resistant substrate development in microelectronics.

    Industry compliance standards

    • SEMI Standards (Semiconductor Equipment and Materials International)
    • IEC 62474 Material Declaration for electrical and electronic products
    • RoHS Directive 2011/65/EU concerning the restriction of hazardous substances
    • ISO 9001:2015 Certified Quality Management for electronics chemical processing

    Typical usage ratio

    • 1–4% relative to total monomer batch mass, calibrated based on required dielectric properties and final copolymer characteristics

    Downstream process integration

    • Fed after base monomer preparation, immediately prior to controlled polycondensation or photo-induced polymerization reactions in anhydrous or inert systems

    Final product types

    • Photoresist resin intermediates, high-dielectric polymer monomers
    • Functionalized substrates and insulating layers for printed circuit boards and microelectronic componentry
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    More Introduction

    Introducing Tert-Butyl 3-Bromopropionate: A Closer Look at a Valuable Intermediate

    Meeting Industry Needs with Trusted Reliability

    In the world of specialty chemicals, consistent performance and clear utility count for a lot. Tert-Butyl 3-Bromopropionate has steadily found itself favored in research laboratories and scale-up operations across pharmaceutical, agrochemical, and fine chemical industries. At the heart of its appeal sits a combination of reactivity, stability, and selectivity that's hard to ignore for those synthesizing complex molecules. With a CAS number recognized by professionals worldwide, this compound presents a structure that strikes the right balance for alkylation and coupling processes that require a versatile and easy-to-handle intermediate.

    Specifications that Matter to Chemists

    The structure of Tert-Butyl 3-Bromopropionate, featuring a tert-butyl ester and a bromine atom three carbons away, gives chemists multiple routes for functionalization. I’ve seen this molecular scaffold used in a lab where options are everything. Instead of trapping teams into narrow synthetic pathways or exposing them to excessive side reactions, this substance invites innovation yet lets you keep projects under control. Available in colorless to pale yellow liquid form and offering a boiling point around 70–71°C at reduced pressure, it lends itself to routine handling in standard organic synthesis environments.

    Each batch typically comes with high purity levels—often above 97%—to support reproducible experiments and smooth scale-ups. That’s more than a comfort; it’s an essential for labs juggling tight project deadlines or regulatory demands. Instead of facing troublesome impurities that throw off yields or lead to tough-to-spot by-products, teams get a tool that supports progress without constant worry about surprises in the flask. Stability under typical storage and transport conditions means stocks don’t degrade quickly, which has proved especially valuable for teams who order in bulk for multi-step syntheses.

    How Tert-Butyl 3-Bromopropionate Stands Out

    I’ve worked with plenty of alkyl halides, but few bring the same practical range as tert-butyl 3-bromopropionate, especially for modifying carbon chains. While regular 3-bromopropionic acid offers similar reactivity, the tert-butyl group blocks the acid, letting researchers add or modify sections of a molecule without triggering unwanted side reactions upstream. Labs looking to introduce a protected ester can run more dependable reactions—particularly carbon–carbon couplings or substitutions—without having to backtrack and fix mistakes caused by too-reactive functional groups clashing. That’s a lesson I saw learned the hard way: switching to the tert-butyl ester form smoothed out a project plagued by messy NMRs and inconsistent purity.

    Other commonly used bromopropionate derivatives, such as methyl or ethyl esters, show less steric hindrance, making them better for fast reactivity but more prone to hydrolysis or other degradation under typical workup conditions. Tert-butyl's bulk shields the core structure while remaining amenable to easy removal under acidic conditions. Labs benefit from flexibility: keep the protecting group during difficult steps, then strip it off when needed, typically using common acids like trifluoroacetic or hydrochloric. There’s no need for exotic reagents or draconian conditions, which suits both commercial outfits and academic teams working on a shoestring budget. Less waste, less rework, and more time to focus on actual discovery.

    Where This Compound Makes an Impact

    Lab teams aiming for new drug candidates or the next generation of crop protectants have come to rely on practical tools, not just theoretical advances. Tert-Butyl 3-Bromopropionate is a staple when building beta-amino acid frameworks, peptidomimetics, or substituting key positions on complex heterocycles. The bromine atom offers a good leaving group for nucleophilic substitution reactions, meaning chemists can introduce various nucleophiles—from alkoxides to amines—with less risk of side products mucking up the process. Skilled hands can use this intermediate to string together longer, more elaborate molecules with fewer bottlenecks and a shorter synthesis timeline.

    A good example comes from medicinal chemistry projects where a protected ester survives several steps under basic, neutral, or mildly acidic conditions. After the dust settles and the key fragment has been installed, the tert-butyl group gives way to the free acid, ready for further modifications or biological testing. Contrast this with less robust protecting groups, and it’s easy to see the extra cost and time that can pile up if rework becomes necessary. I’ve seen entire medicinal chemistry campaigns pivot toward tert-butyl esters after earlier attempts hit snags with decomposition or rearrangement.

    The Value of Consistency in Scale-Up

    Moving from bench-top experiments to hundred-gram or kilogram-scale production tests every choice a chemist makes in the early days. For scale-ups, batch-to-batch consistency and manageable safety profiles top the list of must-haves. Tert-Butyl 3-Bromopropionate stands out as a reliable building block in this context. The compound typically comes stabilized and free from excessive volatility. Handling is straightforward using standard chemical-resistant gloves and eye protection.

    For sites committed to best practices, straightforward quality control checking—such as NMR and GC analysis—puts confidence within reach. Data over the years supports a stable impurity profile that streamlines paperwork for regulatory filings and process validation in both pharma and agrochemical settings. Many manufacturers have optimized the purification and packaging steps to avoid contamination, which matters when teams cannot afford time lost to troubleshooting or re-sourcing mid-campaign.

    Comparing with Other Intermediates

    Some may debate the merits of tert-butyl versus methyl or ethyl esters in the bromopropionate family. From personal experience, the methyl analog participates in faster reactions, but ends up yielding to hydrolysis or transesterification when conditions heat up or when teams can’t strictly control pH. The ethyl version, long used for certain coupling reactions, falls between methyl and tert-butyl for both stability and ease of deprotection. I’ve worked through enough failed syntheses to appreciate retiring the methyl or ethyl options in favor of tert-butyl for stubborn or multi-step targets.

    There’s also a safety perspective. Using tert-butyl 3-bromopropionate over more hazardous or volatile alkylating agents limits exposure risk and fire hazards. Teams in teaching labs or new manufacturing plants tend to favor compounds with a documented history of reliable performance and a predictable hazard profile instead of rolling the dice with more reactive or less-studied substances. In my experience training new chemists, providing them with substances that minimize risk translates directly to fewer mistakes, less panic, and smoother project timelines.

    Solutions for More Sustainable Chemistry

    Everywhere from university start-ups to large pharmaceutical companies, attention has shifted to greener, safer chemistry. Tert-butyl 3-bromopropionate fits into this movement by offering a manageable environmental profile when disposed of properly. Its chemical robustness reduces the number of process steps lost to unforeseen breakdowns, keeping waste lower than with more finicky intermediates. Groups in my own network have reported improved solvent recovery and less resource drain on chromatography when using this compound compared to less-stable alternatives.

    Some of the more forward-thinking supplier groups are adopting recycling protocols, ensuring that unused material is recovered and that residual waste is neutralized before disposal. Producers sticking with older, less stable intermediates may find themselves spending more on regulatory compliance or hazardous waste management, which eats into R&D budgets and limits environmental stewardship. Switching to compounds like tert-butyl 3-bromopropionate can become an easy win on both safety and sustainability, especially if the long-term savings are factored into the budgeting stage.

    Factors That Drive Choice in Research and Development

    Chemistry research rarely unfolds in straight lines. Most discoveries spring from incremental progress—one well-chosen intermediate at a time. Anyone planning a complex multi-step synthesis can testify that picking the right protected intermediate early decides whether you finish on time or get bogged down in troubleshooting and cleanup. Tert-butyl 3-bromopropionate gives teams breathing room to focus on the science instead of constantly worrying about reagent shelf life, obscure side products, or costly purification.

    Hands-on users report that switching to this compound reduces headaches associated with downstream processing and purification. Analytical teams find it easier to track and quantify process impurities using routine NMR or HPLC runs, avoiding the rarely-welcome surprises that crop up after long workups. Yields come up and repeat runs stay within expected margins, which in turn makes process validation less painful when it comes time to move an experimental batch toward regulatory approval.

    Adapting to Newer Trends in Medicinal Chemistry

    A rush of innovation in drug discovery programs is calling for intermediates that can be handled by both experienced chemists and those new to the bench. Tert-butyl 3-bromopropionate offers this accessibility, inviting researchers to go after more ambitious targets with less risk of error. Its protecting group can get a project across the finish line in medicinal chemistry, even for those working long hours or learning as they go.

    Pharma teams experimenting with novel fragments to support better efficacy or new drug-like properties increasingly rely on building blocks that offer mild deprotection methods. The tert-butyl group meets this need, giving up its hold cleanly in presence of acid—often simpler than alternatives that require more drastic or less environmentally friendly conditions.

    I’ve seen the learning curve flatten for newer lab staff using this compound. Those just out of university found it easier to master new synthetic techniques with a more forgiving intermediate. Less time lost on “what went wrong” and more time spent on optimizing steps brought better project morale and, ultimately, more solid scientific gains.

    Sourcing for Reliability and Confidence

    Research chemistry depends on trust in the supply chain as much as on technical skill. Teams needing tert-butyl 3-bromopropionate usually weigh questions of purity, documentation, storage stability, and batch size flexibility. While global chemical supply chains remain stretched in some areas, this compound’s popularity means it can be sourced from reputable suppliers with minimal risk of delays or variability.

    Supplier vetting becomes less of a worry for those picking this intermediate: documentation, including safety sheets and batch analysis, are widely available, satisfying audit and compliance departments. For project managers juggling timelines and tight resources, confidence in the input stream frees up bandwidth for problem-solving and creative planning.

    Cost Considerations and Competitive Edge

    Cost shapes nearly every decision in the chemical industry, especially during early R&D and pilot production. Tert-butyl 3-bromopropionate doesn’t always rank as the cheapest option by weight, but several teams have cut overall spend thanks to fewer failed runs and more forgiving workups. In manufacturing, time equals money, and less time troubleshooting means more cycles completed within quarter.

    Market data from recent years shows that switching to tert-butyl-protected intermediates improved throughput and reduced seasonal procurement disruptions. In one notable case, a contract research group pivoted entire project portfolios after seeing yield increases that paid for the switch several times over. With supply chain headaches common in recent years, that kind of reliability counts for a lot.

    Facilitating Research Across Sectors

    From new antibiotics to next-generation crop treatments, advances in modern chemistry increasingly center on efficiency, reliability, and regulatory compliance. Tert-butyl 3-bromopropionate touches all these point. For university consortia and start-ups alike, the chance to use a proven intermediate can make or break the early phases of a project. Grant deadlines and investor milestones rarely wait for a second chance, highlighting the value of smart up-front choices.

    Start-ups racing to secure intellectual property or move quickly from the bench to clinical trial supplies find that project delays multiply when basic intermediates create bottlenecks. Choosing a robust, easy-to-handle building block gives room to maneuver and helps stretch funding further. As the industry’s experience base with tert-butyl 3-bromopropionate grows, new applications from peptide chemistry to sustainable polymer synthesis are coming online, underscoring the compound’s adaptability.

    Supporting Safe and Responsible Use

    No chemical is without risk. Previous projects have underscored the importance of respecting safe handling and disposal protocols for halogenated and ester-containing compounds. Standard laboratory practice, including fume hoods and appropriate protective gear, goes a long way toward preventing exposure. For teams without in-house expertise, training new staff and reviewing updated material safety data sheets helps ensure that nothing is left to chance.

    Waste minimization strategies—such as solvent recovery and use of acid scavengers for deprotection steps—add an extra layer of safety and environmental responsibility. Companies making the switch to tert-butyl 3-bromopropionate often report a drop in hazardous incident reports and a smoother compliance path with waste management audits.

    Forging Ahead: Why This Intermediate Remains Relevant

    Every year brings a tide of new reagents and alternative synthetic strategies, but some compounds stay relevant through adaptability and a proven track record. Tert-butyl 3-bromopropionate has earned its place as a go-to intermediate for chemists dealing with complex targets and constrained budgets. Its unique combination of reactivity, protection, and manageability brings value to settings ranging from university research groups to commercial manufacturing plants.

    In my own work, choosing tert-butyl 3-bromopropionate simplified difficult retrosyntheses and turned potential stumbling blocks into straightforward, repeatable workflows. Its utility comes not just from chemical properties, but from years of unglamorous, successful use across many teams. As the drive for greener chemistry and more standardized manufacturing continues, those proven, reliable intermediates become even more valuable.