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(S)-2-Bromo-3-Phenylpropionic Acid

    • Product Name (S)-2-Bromo-3-Phenylpropionic Acid
    • Alias (S)-(-)-Bromophenylacetic acid
    • Einecs 239-250-3
    • 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

    231792

    Product Name (S)-2-Bromo-3-Phenylpropionic Acid
    Cas Number 163763-80-0
    Molecular Formula C9H9BrO2
    Molecular Weight 229.07
    Appearance White to off-white solid
    Melting Point 106-109°C
    Optical Rotation [α]D20 -31° (c=1, MeOH)
    Purity Typically ≥98%
    Solubility Soluble in methanol, DMSO, and ethanol
    Smiles C1=CC=CC=C1CC(C(=O)O)Br
    Inchi InChI=1S/C9H9BrO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6H2,(H,11,12)/t8-/m0/s1

    As an accredited (S)-2-Bromo-3-Phenylpropionic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of (S)-2-Bromo-3-Phenylpropionic Acid

    Applications of (S)-2-Bromo-3-Phenylpropionic Acid in Industrial Manufacturing

    (S)-2-Bromo-3-Phenylpropionic Acid serves as a critical intermediate in several specialized industrial production chains. As a direct manufacturer, we outline below the distinct downstream applications across advanced pharmaceutical synthesis, agrochemical building blocks, chiral ligand production, and fine chemical manufacturing.

    1. Pharmaceutical API Synthesis: Chiral Intermediate for Antiepileptic Drugs

    Pharmaceutical producers use this material as a key chiral intermediate in the synthesis of enantiomerically pure active molecules, especially in the preparation of anticonvulsant agents such as Pregabalin. Its configuration ensures precise development of optically active compounds, critical for drug efficacy and regulatory compliance. During the synthesis, chemists employ it in multi-step procedures under strictly controlled conditions, focusing on chiral purity and minimal by-product formation. Integration into the process typically occurs after protection group introduction, allowing nucleophilic substitution and subsequent transformation through hydrogenation and coupling steps. Each batch undergoes quality checks for enantiomeric excess and residual bromine content to meet pharmaceutical standards before moving forward in the synthesis chain.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US Pharmacopeia (USP) standards – Section for chiral purity and related substances
    • European Pharmacopeia (Ph. Eur.) EudraLex Volume 4 – API manufacturing
    • FDA 21 CFR Part 211 for finished pharmaceuticals

    Typical usage ratio

    • 0.9 to 1.2 mole equivalents per target molecule, adjusted based on stoichiometric requirements and yield optimization

    Downstream process integration

    • Direct input after protection/deprotection sequence in multi-step API synthesis
    • Engaged in nucleophilic substitution to achieve required stereochemistry
    • Subjected to hydrogenolysis and Grignard reactions in subsequent steps
    • Interconnected with continuous flow reactors for large-volume production

    Final product types

    • Pregabalin (Lyrica) API
    • Intermediates for anticonvulsant agents
    • Chiral building blocks for proprietary small-molecule drugs
    • Research-grade active intermediates for CNS-focused pharmaceuticals

    2. Agrochemical Precursor: Synthesis of Phenylpropionic-based Herbicides

    Agrochemical manufacturers employ this raw material when synthesizing selective herbicide molecules, especially those relying on phenylpropionic acid scaffolds. Its chiral structure supports development of products with desired biological activity and minimal off-target effects. Production lines introduce it following structural modification of benzyl derivatives, utilizing halogen exchange and esterification under anhydrous conditions. Further functionalization leads to amide or ester herbicides applied in major cereal crop protection. Batch-to-batch consistency, residual solvent profile, and bromide content are tightly controlled to comply with agricultural chemical regulations.

    Industry compliance standards

    • FAO and WHO Specifications for Plant Protection Products
    • REACH Regulation (EC) No 1907/2006 for registration and risk assessment
    • OECD Guidelines for the Testing of Chemicals (Section 2 – Effects on Biotic Systems)
    • China GB Standard GB/T 14093 for herbicide raw materials

    Typical usage ratio

    • 0.8 to 1.0 mole equivalent per ester or amide linkage, adjusted for by-product minimization during scale-up

    Downstream process integration

    • Added to the reaction mixture after benzyl derivative preparation
    • Processed through halogen exchange, followed by esterification or amidation
    • Participates in one-pot processes with in situ catalyst addition
    • Final purification via crystallization before formulation

    Final product types

    • Phenylpropionic-based selective herbicides
    • Amide and ester herbicide intermediates
    • Fine chemicals for crop growth regulators
    • Active formulations for field-ready agrochemical blends

    3. Chiral Ligand Manufacturing for Asymmetric Catalysis

    Producers of chiral ligands for catalytic applications utilize this compound as a feedstock for preparing enantioselective coordination complexes. Its asymmetric backbone forms the foundation for ligands used in hydrogenation, cross-coupling, and enantioselective addition reactions within fine chemical and specialty pharmaceutical sectors. Processing steps include bromination adjustment, ligand framework construction, and subsequent complexation with metal salts. The resulting ligands ensure high selectivity in catalytic reactors, supporting continuous improvement in yield and stereochemical fidelity in downstream processes.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems – Applied to chiral ligand production
    • GMP compliance for specialty chemical building blocks (as required for pharma use)
    • Chemical control standard GB/T 16483 (China) for chemical safety and composition
    • ASTM E2879 for analytical validation of chiral compounds

    Typical usage ratio

    • 1.0 mole equivalent in ligand backbone synthesis, with excess possible for driving completeness in batch operations

    Downstream process integration

    • Employed during initial backbone assembly
    • Reacted with protected amine or carboxylate derivatives for chiral functionality
    • Further processed through purification and precipitation steps prior to complexation
    • Ligand-metal coordination handled under inert conditions to preserve stereochemistry

    Final product types

    • Chiral ligands for homogeneous and heterogeneous catalysis
    • Auxiliaries for metal-catalyzed asymmetric transformations
    • Coordination complexes for fine chemical synthesis
    • High-purity ligand samples for process R&D

    4. Fine Chemicals: Synthesis of Aroma and Flavor Ingredient Intermediates

    Leading fine chemical producers apply this raw material as a chiral source for the creation of novel aroma and flavor intermediates used in food and fragrance industries. The compound enters production streams post-protection of functional groups, engaging in selective substitutions and coupling reactions to yield molecules with high olfactory purity and defined enantiomeric excess. Processing uses batch-controlled reactors, especially during esterification and side-chain modification. Output undergoes extensive GC-MS and optical rotation QC to ensure conformity with industry flavor and safety standards, supporting downstream blending in finished aroma compositions.

    Industry compliance standards

    • IFRA Standards for fragrance material safety
    • US FDA 21 CFR Part 172 (Food Additives Permitted for Direct Addition to Food)
    • EU Food Flavourings Regulation (EC) No 1334/2008
    • ISO 9001:2015 traceability for fine chemicals

    Typical usage ratio

    • 0.5 to 1.0 mole equivalent per finished intermediate, modified based on sensory evaluation and downstream blending requirements

    Downstream process integration

    • Used after functional group protection in the molecule assembly process
    • Processed through coupling or halogenation to build chiral intermediates for aroma creation
    • Subjected to purification by distillation and crystallization
    • Final blend added to base fragrance or food matrices

    Final product types

    • Chiral aroma intermediates for perfumery and flavors
    • Fine chemical additives for food enhancement
    • Synthetic building blocks for complex fragrance formulations
    • Flavor precursors for beverage and confectionery production
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    More Introduction

    Discovering (S)-2-Bromo-3-Phenylpropionic Acid: A Strong Tool for Fine Chemical Synthesis

    (S)-2-Bromo-3-Phenylpropionic Acid: More Than Just Another Building Block

    In the world of organic chemistry and pharmaceutical development, even small variations in molecular structure can steer research down entirely new paths. One example that stands out is (S)-2-Bromo-3-Phenylpropionic Acid. This compound offers something essential for those working in chiral synthesis and complex molecule development—a consistent source of stereochemical precision alongside a reactive bromoate handle. My first experience working with chiral bromo acids was eye-opening; the difference between racemic mixtures and enantiomerically pure compounds turned out to impact the biological response of an active molecule more deeply than I’d expected. (S)-2-Bromo-3-Phenylpropionic Acid forms part of the backbone of many experiments because of its clean enantiomeric ratio and defined chemical properties.

    Why Purity and Stereochemistry Matter so Much

    In fields like medicinal chemistry, the specific stereochemistry (in this case, the (S)-enantiomer) sets this acid apart. Enantiomers often perform differently in biological systems—a truism confirmed repeatedly in both the lab and published studies. For example, one enantiomer may unlock a desired therapeutic effect, while its mirror image might produce no effect or even be harmful. Reliable sources of (S)-2-Bromo-3-Phenylpropionic Acid, purified to high standards, allow chemists to avoid guesswork and ensure tighter control over end-product activity. Having spent long months troubleshooting failed syntheses due to impure starting materials, it’s clear that attention to optical purity sets high-quality chemicals apart. Only material with optimal enantiomeric excess gives the clear results critical for real-world applications.

    The Details: Model, Structure, and Chemical Features

    The molecular formula for (S)-2-Bromo-3-Phenylpropionic Acid—C9H9BrO2—reminds me how such simple arrangements can support complex workflows. The structure consists of a three-carbon acid backbone, a bromine atom at carbon-2, and a phenyl group at carbon-3. The (S) designation marks its stereochemistry, so the spatial arrangement matters. For example, efforts in asymmetric synthesis often rely on access to such building blocks, which can participate in further reactions without scrambling their handedness. This acid arrives as a crystalline white solid, typically stable under standard conditions, and dissolves in common organic solvents. From a bench chemist's standpoint, solid-state storage prevents headaches like volatility or quick oxidation. Even now, seeing NMR or HPLC results confirming a clean single enantiomer brings a small thrill—every experiment deserves such confidence.

    Reacting as a Nucleophile and Electrophile: Versatility in Research

    Years working with organic transformations taught me to value reagents that do more than one job. (S)-2-Bromo-3-Phenylpropionic Acid features a reactive alpha-bromide, offering a handle for nucleophilic substitution and coupling reactions. In practice, this makes the compound ideal for constructing new carbon-carbon or carbon-heteroatom bonds, especially under mild conditions. I’ve seen researchers use it to introduce both aromatic and aliphatic partners, expanding its reach from pharmaceutical intermediates to agrochemical prototypes. Its carboxylic acid group accommodates further activation for amide coupling or ester formation, letting synthetic plans shift gears mid-stream if a better strategy emerges. Products like this save time often lost searching for compatible starting points—clear, reproducible chemistry streamlines does the hard work.

    Distinct from the Racemic Mixture—A Real Source of Precision

    Some ask why (S)-2-Bromo-3-Phenylpropionic Acid offers more than its racemic cousin. Mixing both enantiomers may seem harmless, but every developed drug (from simple analgesics to high-profile anticancer agents) reinforces the lesson that the wrong stereochemistry can derail safety or activity. In my experience, academic and industrial labs are right to avoid the racemate when possible. Analytical methods like chiral chromatography or optical rotation measurements nail down the difference, yet reliable commercial (S)-samples skip several purification steps in the lab. Using the (S)-form delivers the same starting point for every project, freeing time and budget for testing hypotheses, not troubleshooting synthesis.

    Serving Synthetic Chemistry, Material Science, and Beyond

    Synthetic routes seeking new pharmaceuticals, catalysts, or even specialty polymers often begin with a bromo acid like (S)-2-Bromo-3-Phenylpropionic Acid. Synthesis teams rely on it for constructing alpha-aryl carbon centers that resist racemization. In peptide science, derivatization enables researchers to probe enzyme selectivity. Screening campaigns in medicinal chemistry lean on its optical activity to screen vast libraries of compounds. My own projects using (S)-2-Bromo-3-Phenylpropionic Acid benefited from its minimal side reactions and the ease of introducing new substituents. The wide variety of end-use sectors means the same bottle could see use in a pharmaceuticals group, fragrance R&D, or even academic organocatalysis. This adaptability keeps research focused on molecule design, not chemical sourcing or excessive purification.

    An Invaluable Reference Material

    Quality control and method validation often demand reference compounds. (S)-2-Bromo-3-Phenylpropionic Acid, well-defined in both structure and stereochemistry, frequently serves as a calibration or internal standard in chiral HPLC runs. I recall wrestling with chiral separations during student days—the clarity gained from having the right reference on hand made data much more convincing. Analysts relying on crystal-clear retention times or accurate enantiomeric excess calculations will recognize the peace of mind this brings. Without reliable, well-characterized standards, even top-tier analytical equipment can generate misleading data. Many researchers return to this compound not just for synthesis, but for tracking system suitability from project start to finish.

    Safe Handling Still Matters—Even for Bench-Ready Compounds

    Despite the stability of (S)-2-Bromo-3-Phenylpropionic Acid under typical lab conditions, respecting proper handling protocols ensures good lab practice and personal safety. In my experience, gloves and eye protection protect against accidental contact, given the low but nontrivial toxicity of bromo acids. Laboratory ventilation limits bromine vapor risk—something I learned early after a mild irritation episode during careless weighing. Even the best products benefit from mindful users. Proper waste stream management avoids halogenated organic buildup, supporting safe, sustainable operation in labs of every size. Over time, those fundamental habits keep operations smooth, tests reliable, and chemists healthy.

    Comparing to Competing Substrates—More Than the Sum of Its Parts

    It’s tempting to substitute one bromo acid for another in multi-step synthesis, but choices often shape project timelines. (S)-2-Bromo-3-Phenylpropionic Acid brings together two features—stereochemistry and functional reactivity—often not easy to find together at high purity. Some building blocks offer halogenation but lack enantiomeric definition, ending up as racemic mixtures. Others deliver the right stereochemistry but replace bromine with less versatile leaving groups, closing off certain synthetic strategies. In real-world research, the combination offered here answers both challenges. Many colleagues have shared frustration with alternatives that stall key transformations or introduce analytical uncertainties.

    Supporting Asymmetric Synthesis at Scale

    Pharmaceutical process chemists spend huge effort finding pathways compatible with bulk synthesis. (S)-2-Bromo-3-Phenylpropionic Acid stands out for its help in constructing chiral cores with high yield and low risk of racemization. I’ve worked on projects scaling from milligram bench samples to kilo-scale demonstration, where availability of enantiopure building blocks saves months in re-optimization, regulatory reporting, and cost forecasting. Each time a multi-step campaign falters, a reliable single-enantiomer intermediate prevents the need for costly separation or chiral resolution downstream. Its straightforward storage and handling keep the focus on synthesis rather than supplier logistics.

    The Human Side—Reducing Stress and Building Research Momentum

    Everyone who has run long experiments knows the toll uncertain materials take on morale. Chasing unexpected byproducts or poor enantiomeric outcomes eats hours and dampens team energy. Being able to reach for a bottle of repute—where purity, stereochemistry, and labeling are certain—takes some stress out of demanding projects. Within my own research groups, shared trust in foundational reagents sped up group progress and reduced arguments. With reliable intermediates, debates centered on molecule design, not troubleshooting poor outcomes. Investing in trusted chemical building blocks buys peace of mind as much as it buys research progress.

    Navigating Regulations and Data Integrity

    Modern research lives and dies by traceability and regulatory expectation. (S)-2-Bromo-3-Phenylpropionic Acid, from reliable suppliers, typically comes with detailed certificates of analysis, batch traceability, and supporting spectroscopic data. I have seen inspections scrutinize raw material sourcing, and a clear record of single-enantiomer origin can prove the difference between approval and costly retesting. This depth of accompanying documentation allows project managers to stand behind their results and demonstrate compliance efficiently. Even smaller academic groups benefit from peace of mind, knowing supply chain uncertainty won’t throw doubt on hard-won findings.

    Solving Problems through Innovation and Community

    Sourcing and using quality intermediates like (S)-2-Bromo-3-Phenylpropionic Acid supports bigger ideas, from green chemistry initiatives to collaborative drug discovery programs. By shortening synthetic routes and lowering risk of unpredictable side reactions, labs can spend more energy tackling high-value challenges—think of screening new chiral catalysts, exploring bioactive chemical space, or pioneering environmentally friendly technologies. Over the years, I’ve seen success often trace back to a handful of reliable core reagents, which allow groups to share and build on each other’s work seamlessly. Rather than seeing routine reagents as routine obstacles, valuing the subtleties of structure and purity creates the space for real breakthroughs.

    A Practical Gateway to Chiral Technology

    Projects targeting next-generation pharmaceuticals or functional molecules start with the basics, yet often the bottleneck lies in early steps. (S)-2-Bromo-3-Phenylpropionic Acid answers the call for a versatile, enantiopure, and robust starting point, letting both beginners and experts build new molecules with predictability. In my view, the lessons drawn from years in the lab—trust the purity, check the certificate, invest in the right suppliers—apply as much here as anywhere. Reliable access to cornerstone compounds doesn’t just help today’s reactions; it empowers tomorrow’s discoveries.

    Looking Ahead: Where Research Might Take This Versatile Acid

    Turning the spotlight to future prospects, (S)-2-Bromo-3-Phenylpropionic Acid continues to support researchers as they tackle new therapeutic targets, invent novel materials, or unravel the mysteries of stereochemistry in biology. With the gradual move toward greener chemistry, the search for efficient, low-waste processes rewards intermediates that minimize steps and maximize selectivity. I’ve noticed increased demand for reagents that enable asymmetric catalysis, as many pharmaceutical syntheses now favor atom economy and scalability along with optical purity. Consistent, well-performing building blocks play a big role in these advances, providing critical support for ambitious projects and reducing wasted resources from irreproducible or impure inputs.

    Community Expertise and Real-World Experience

    Much of what makes a reagent trusted comes from years of shared experience—across academic papers, industry case studies, and hands-on feedback from working chemists. Stories circulate about which brands or lots delivered the cleanest product or enabled the biggest yield jump in a tough synthesis. (S)-2-Bromo-3-Phenylpropionic Acid’s reputation reflects repeatable performance in many contexts, and peer researchers use those stories to build their own success. My own most reliable syntheses often started from similarly respected intermediates, letting effort focus on creative steps rather than rebuilding old ground. This sort of practical trust builds chemistry—it doesn’t just keep the lights on; it sparks the next idea.

    Smart Strategies: Making the Most of this Versatile Intermediate

    Effective use of (S)-2-Bromo-3-Phenylpropionic Acid starts with informed planning. Teams that keep detailed reaction logs, follow current application notes, and engage with supplier technical support often squeeze more value from each bottle. In my teams, reviewing recent literature before launching a new project unclogs roadblocks and reveals tricks—like optimal solvents or the best conditions for coupling, which help sidestep repetitive trial-and-error. Shared protocols within a group cement best practices, as new hires or collaborators quickly learn from prior challenges and triumphs, reducing setbacks and expanding what the team can accomplish.

    Looking for Solutions: Addressing Supply, Sustainability, and Future Needs

    With global demand for high-quality chiral building blocks climbing, product consistency and responsible supply chains matter more than ever. Production rooted in robust synthetic methods avoids batch-to-batch variation. Supplier engagement with responsible halogen management contributes to safer, cleaner manufacturing—something researchers themselves increasingly value. My personal hope is for specialty chemical manufacturers to push transparency, resource efficiency, and third-party certification further, protecting both end-users and the environment. Institutions can support long-term supply reliability by forming stable partnerships and sharing forecasts, stabilizing the market and reducing the risk of critical shortages during peak demand.

    Bringing it All Together—The Cornerstone of Confident Chemistry

    No matter the ultimate target—therapeutic, technological, or academic—progress depends on foundational choices. Deciding on (S)-2-Bromo-3-Phenylpropionic Acid means choosing a tool shaped by industry feedback, proven laboratory performance, and a hard-won respect for stereochemical integrity. In dozens of real-world projects, such careful choices have spelled the difference between stalled attempts and breakthrough syntheses. My years among glassware and spectra have built steady appreciation for such reliable intermediates. Succeeding in the modern, fast-moving landscape of chemistry depends on returning to the basics, and that means securing the right starting points on which all else is built.