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(S)-3-Bromo-Alpha-Methylbenzyl Alcohol

    • Product Name (S)-3-Bromo-Alpha-Methylbenzyl Alcohol
    • Alias (S)-3-Bromo-1-phenyl-2-propanol
    • Einecs 629-822-0
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    726116

    Chemical Name (S)-3-Bromo-Alpha-Methylbenzyl Alcohol
    Molecular Formula C8H9BrO
    Molecular Weight 201.06 g/mol
    Cas Number 148150-81-8
    Appearance Colorless to pale yellow liquid
    Optical Rotation [α]D20 = +13° (c=1, CHCl3)
    Purity Typically ≥ 98%
    Boiling Point No reliable data (decomposes)
    Melting Point No reliable data (liquid at room temp)
    Density 1.43 g/mL at 25°C
    Refractive Index n20/D 1.579
    Smiles C[C@H](CO)C1=CC(=CC=C1)Br
    Solubility Slightly soluble in water, soluble in organic solvents

    As an accredited (S)-3-Bromo-Alpha-Methylbenzyl Alcohol 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)-3-Bromo-Alpha-Methylbenzyl Alcohol

    Applications of (S)-3-Bromo-Alpha-Methylbenzyl Alcohol in Industrial Manufacturing

    As a manufacturer of (S)-3-Bromo-Alpha-Methylbenzyl Alcohol, we provide this chiral intermediate for advanced synthesis applications across regulated specialty chemical sectors. Below, we detail its established industrial roles, with specifications aligning to downstream requirements in pharmaceutical, agrochemical, and specialty material production.

    1. Chiral Intermediate in Beta-Blocker API Synthesis

    Beta-blocker production demands the precise integration of optically pure chiral building blocks. Our material supports the synthesis of key side chains for APIs including levobetaxolol and bisoprolol, facilitating enantioselective coupling steps. Manufacturers integrate it in multi-step organic synthesis, following strict GMP and pharmacopoeia standards to ensure reproducibility and product purity in compliance with global pharmaceutical markets.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • USP, EP, JP monographs for beta-blocker APIs
    • FDA 21 CFR Parts 210/211 for finished pharmaceuticals
    • Ph. Eur. 2039: Chiral Purity Specifications

    Typical usage ratio

    • 0.8 to 1.2 molar equivalents, calculated based on target API chiral side chain requirements
    • Adjustments guided by the desired yield and optical purity outcomes in enantioselective synthesis

    Downstream process integration

    • Early-stage chiral resolution and coupling for side chain elongation
    • Appears as the nucleophilic alcohol in Mitsunobu or esterification steps
    • Deprotection and purification prior to downstream coupling or amidation

    Final product types

    • Levobetaxolol hydrochloride API
    • Bisoprolol fumarate API
    • Other optically pure beta-blocker intermediates

    2. Key Building Block in Agrochemical Fungicide Synthesis

    (S)-3-Bromo-Alpha-Methylbenzyl Alcohol serves as a crucial intermediate during the assembly of chiral fungicide actives such as (S)-fenpropidin and related piperidine-based compounds. Agrochemical manufacturers rely on its high enantiomeric excess to maintain strict residue and impurity controls, complying with international pesticide registration and safety limits. The alcohol group introduces chiral centers at early synthetic stages, influencing both bioactivity and regulatory approval success rates.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice (GLP)
    • EU Regulation (EC) No 1107/2009: Plant Protection Products
    • EPA FIFRA requirements for active ingredient synthesis
    • FAO/WHO pesticide specifications (JMPS)

    Typical usage ratio

    • 1.0 to 1.5 molar equivalents per chiral end-group formed in target actives
    • Ratio adjusted based on process impurities and conversion efficiency

    Downstream process integration

    • Initial chiral backbone construction via nucleophilic substitution or Grignard addition
    • Bromine functionality used in subsequent cross-coupling for molecular diversification
    • Final processing often includes hydrogenation and salt formation

    Final product types

    • (S)-Fenpropidin technical concentrate
    • Piperidine-based fungicide active ingredients
    • Chiral herbicide or insecticide actives

    3. Intermediate for Chiral Fragrance Ingredient Manufacturing

    Leading fragrance compound producers use (S)-3-Bromo-Alpha-Methylbenzyl Alcohol when crafting chiral alcohols and aldehydes that impart complex olfactory notes in premium perfumes and flavors. By introducing a defined stereocenter early in the synthesis, downstream chiral integrity is preserved in high-value aromatic ingredients. Manufacturers observe IFRA safety and quality requirements, especially for products destined for personal care and fine fragrance sectors.

    Industry compliance standards

    • IFRA Code of Practice for fragrance ingredient manufacturing
    • EU REACH Regulation 1907/2006 for chemical safety
    • ISO 9235: Natural aromatic raw materials definitions for synthesis-based ingredients
    • Cosmetic Regulation (EC) No 1223/2009 for finished products

    Typical usage ratio

    • 0.2 to 0.5 molar equivalents per key chiral fragrance molecule
    • Ratio tuned for targeted olfactory strength and synthetic conversion rate

    Downstream process integration

    • Initial alkylation or bromination with aromatics to establish chiral core
    • Subsequent oxidation or reduction to reach specific alcohol or aldehyde targets
    • Chiral separation and refinement before blending into fragrance oil bases

    Final product types

    • Chiral alcohols for fine fragrances (e.g., (S)-citronellol derivatives)
    • Complex aldehydes for premium perfumery bases
    • Flavor and aroma intermediates for F&F houses

    4. Advanced Intermediate for Custom Pharmaceutical Building Block Manufacture

    Custom synthesis operations in pharmaceutical manufacturing utilize this chiral alcohol to generate non-standard building blocks for investigational or orphan drug APIs. Production often involves stepwise transformations—such as asymmetric hydrogenation, oxidation, or cross-coupling—subject to strict batch release and traceability procedures. The integration supports clients operating under advanced research or pilot GMP protocols.

    Industry compliance standards

    • cGMP compliance for custom and pilot-scale synthesis (ICH Q11)
    • Customer-specific quality agreements (QAA)
    • ISO 9001:2015 for chemical manufacturing facilities
    • Synthetic pathway validation reports per FDA and EMA guidance

    Typical usage ratio

    • 1.0 molar equivalent as primary chiral input in custom scaffold synthesis
    • Adjustments per unique target structure and required stereoselectivity

    Downstream process integration

    • Stereoselective transformation steps, including selective derivatization and functional group interconversion
    • Entry typically after the initial aromatic functionalization
    • Final purification and QC prior to delivery for drug substance synthesis

    Final product types

    • Custom chiral pharmaceutical intermediates
    • Building blocks for preclinical or clinical stage NCE APIs
    • Investigational drug candidates incorporating chiral motifs

    5. Chiral Modifier in Advanced Material Synthesis

    Specialty materials manufacturers incorporate (S)-3-Bromo-Alpha-Methylbenzyl Alcohol into the fabrication of chiral ligands and organocatalysts for enantioselective polymerizations and asymmetric catalysis. By precisely controlling the addition at designated steps, operators influence selectivity and performance profiles of advanced catalyst systems used in fine chemical and specialty polymer industries, meeting stringent internal QC and client specification protocols.

    Industry compliance standards

    • ISO 9001:2015 Quality Management System
    • In-house process validation and traceability SOPs
    • REACH-compliant raw material sourcing
    • Controlled substance precursor documentation (as per local laws)

    Typical usage ratio

    • 0.05 to 0.15 weight equivalents in ligand or catalyst complex preparation
    • Generally optimized via iterative batch evaluation and QCT

    Downstream process integration

    • Ligand coupling to metallic centers during early catalyst synthesis
    • Direct incorporation into functionalized polymer scaffolds
    • Pre-catalyst generation prior to downstream polymerization or catalysis stages

    Final product types

    • Chiral organometallic catalysts for asymmetric synthesis
    • Enantioselective polymerization additives
    • High-performance specialty polymers with chiral architecture
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    More Introduction

    (S)-3-Bromo-Alpha-Methylbenzyl Alcohol: Bringing Precision to Modern Synthesis

    For chemists working on complex synthesis jobs, it’s not the big, headline-grabbing reactants that command the most attention—it’s the intermediates that bridge crucial molecular steps. (S)-3-Bromo-Alpha-Methylbenzyl Alcohol fits neatly into this landscape. At first glance, you’ve got a colorless or perhaps faintly yellowish liquid, but behind its appearance lies a model molecule with clear purpose and character. This compound stands out for labs needing chiral building blocks for pharmaceutical intermediates or specialty chemicals.

    Getting Hands-On With Chiral Alcohols

    There’s nothing quite like the demands of asymmetric synthesis. Many of the drugs we take rely on a single, correct enantiomer of a molecule, not its mirror image. As any medicinal chemist will tell you, the human body can be frustratingly picky; an active pharmaceutical ingredient might work wonders in one chiral form but trigger unwanted side effects—or no effect at all—in the other. (S)-3-Bromo-Alpha-Methylbenzyl Alcohol shines here. Its stereochemistry, that clear S-configuration, gives organic synthesis experts the freedom to craft molecules with precision. Add the bromine at the meta position and you’ve got reactivity at hand; there’s a handle for all sorts of substitutions, couplings, or downstream modifications.

    Specifications and Purity Under Real-World Conditions

    The lab tests never stop at theory. Anyone who’s handled enantioselective synthesis can tell you contamination or racemization torpedoes results faster than any other mistake. What makes (S)-3-Bromo-Alpha-Methylbenzyl Alcohol practical is the high enantiomeric excess you’ll typically find—though method and supplier play roles. My own experience tells me: even a small slip in optical purity throws projects off schedule, so the best batches stand out for both optical rotation and minimal impurities. Typical lots come in liquid form, with densities and refractive indices holding steady in standard physical ranges, which matters when scaling up or trying to control yields.

    It’s easy to overlook simple stats, but purity and enantiomeric excess define the difference between a week well spent and one filled with repetition. You might see HPLC or GC reports alongside shipments; don’t ignore them. Any outlier peak is an invitation for costly troubleshooting. Labs producing active pharmaceutical ingredients or prepping advanced intermediates for agrochemicals put a premium on these metrics, and for good reason.

    Usage in Advanced Synthesis: Why This Alcohol Means More Than Its Name

    The use cases for (S)-3-Bromo-Alpha-Methylbenzyl Alcohol run broad, but one application always jumps out: prepping chiral ligands or side chains in complex molecules. In the realm of medicinal chemistry, the need for tight structural control never ends. The presence of the bromo group lets synthetic chemists pull off cross-coupling reactions that other alcohols simply can’t touch. Suzuki-Miyaura or Heck reactions—pillars of organic chemistry—often use these aryl bromides as starting points. When you’re building a molecule that needs a strategically placed methyl or bromo group, or you’re using enantioselective enzymes that only “see” one configuration, compromising isn’t an option.

    From my own work, any project that pushes for regio- or stereo-selective outcomes quickly rewards investment in quality intermediates. Chiral bromo alcohols have anchored the synthesis of selective enzyme inhibitors, custom catalysts, and even the side chains of amphiphilic molecules meant for drug delivery experiments. The reliable deployment of this material has reduced purification headaches in multiple campaigns; fewer diastereomers mean less time at the prep column.

    Comparing Alternatives in the Lab

    Chemists reaching for enantiopure bromo-methylbenzyl alcohols have choices, but not all drop into a synthesis with equal grace. The meta-bromo group distinguishes (S)-3-Bromo-Alpha-Methylbenzyl Alcohol from other positional isomers or even from para-bromo analogs. Each serves its own purpose, but meta orientation opens doors for select transformations. Compared to racemic versions, you avoid tedious chiral separation and the inevitable product waste it brings. Pure (R)-enantiomers can fit other projects with mirrored biological activities, but both commands similar scrutiny on purity and source.

    Within the general class of benzyl alcohols, not all substitutions are created equal. A para or ortho bromine shifts reactivity, sometimes dramatically. Even base-catalyzed reactions behave differently due to steric effects. Anyone who’s run a series of couplings or reductions on bromo-aromatic alcohols sees quickly how meta substitution influences both product distribution and ease of isolation. The S-enantiomer matches enzyme or receptor chirality in drug discovery screens where the opposite hand won’t fit or function. In practical terms, this translates into higher yields, cleaner progressions, and less double-checking of stereochemical outcomes.

    Real Lab Experience Beats Theory

    Most seasoned organic chemists rely less on theoretical predictions and more on lived experience. I remember a project that called for a specific chiral brominated intermediate, and the only available batch delivered less than 95% enantiomeric excess. Even after extra purification, downstream reactions lagged, and final bioassays showed blunted activity profiles. Switching to a supplier offering higher optical purity, the results practically fixed themselves; cleaner chromatography, brighter NMR spectra, satisfying matches of final compound rotation. There’s no substitute for this kind of difference, especially as you scale to multi-gram or pilot batches.

    Those working in early-stage research might get away with lower purity or broader enantiomer mixes, but serious pharmaceutical, fine chemical, or even advanced material science pushes—everything calls for unwavering specifications. Streamlining from the start avoids a cascade of QC issues and regulatory headaches down the line. I’ve seen multi-market projects trip up solely on the back of intermediate quality, losing weeks—and trust—which are hard to reclaim.

    Supporting Evidence for (S)-3-Bromo-Alpha-Methylbenzyl Alcohol’s Utility

    The science speaks for itself. Numerous peer-reviewed studies quote chiral bromo benzylic alcohols as key waypoints in building both small molecule drugs and complex natural products. Synthetic methods rely on their unique blend of reactivity (thanks to the bromine) and chiral induction (thanks to that alpha-methyl center with its stereochemistry). Medications targeting neurological or cardiovascular receptors often require structurally akin fragments, where both the position of functional groups and the precise stereochemistry mean the difference between activity and inactivity.

    Take a look through current research: researchers have leveraged (S)-3-Bromo-Alpha-Methylbenzyl Alcohol as a precursor for non-natural amino acid synthesis, as a backbone in synthons for advanced ligands, and as a versatile starting material for combinatorial chemistry libraries. The merit comes not from clever marketing, but from repeatable, scalable outcomes in countless settings. Labs running multi-step syntheses find themselves returning to reliable reagents like this one because failures in these steps escalate both cost and downtime.

    Potential Issues: Handling, Regulation, and Sourcing

    It pays to keep safety and stability front of mind. While not inherently hazardous on its own, brominated intermediates such as this alcohol demand good lab technique. Spills stick around; halogenated solvents and intermediates often bring stricter disposal requirements. Experience tells me a small lapse in storage quality—leaving a cap ajar, failing to refrigerate—can degrade sensitive batches, with the impact showing up not in the first reaction but several steps down the line. That’s rarely a lesson you forget after single-use flops.

    Regulatory trends grow stricter each year. Pharmaceutical and biotech labs, in particular, juggle incoming audits and paperwork on traceability. Documentation tracks batch number, storage conditions, and even the identity of the technician who handled the bottle. Staying on top of this paperwork is part of keeping a well-run operation in today’s climate. Relying on reputable suppliers known for consistency helps avoid drama, but some labs choose to synthesize batches in-house to own quality decision points directly.

    Solutions and Paths Forward

    Modern labs deal best with challenges by keeping things adaptable. Sourcing comes first: partnering only with vendors who supply solid Certificates of Analysis, transparent HPLC traces, and enantiomeric excess data. Whenever I’ve tried to cut corners on this step, it comes back to bite later—insist on seeing supporting analytics before purchase. Once received, a habit of quick, confirmatory NMR and chiral HPLC tests on arrival keeps surprises at bay; machines don’t always tell the full story, but they beat guesswork.

    For bulk users, building stock management systems with clear, tracked usage logs makes a difference in both regulatory compliance and lab morale. A single lost bottle or poorly tracked batch can cascade into costly rework. In research contexts, it’s smart to set aside small reserved samples from each lot; later troubleshooting benefits from a return to the original material for direct analysis. Where sensitive chemistry is involved—ones that need pristine alcohol starting materials—additional steps, such as low-temperature storage or using nitrogen to blanket containers, can prolong shelf life and reactivity confidence.

    For those with the resources, in-house synthesis offers control, though it splits time and labor from discovering or optimizing your end product. In practice, most groups choose carefully vetted commercial products, focusing internal expertise on research and development instead of raw material manufacture. Sharing experiences—both successes and pain points—with peer labs accelerates standards: some of the most helpful tips come not from published protocols, but from the informal networks that tie together the everyday working chemists across companies and academic settings.

    Current Trends and Ongoing Developments

    Interest keeps growing in green chemistry and sustainable synthesis. Although brominated compounds raise concerns for environmental persistence, many suppliers now offer options with reduced process waste or greener solvents. If you value these factors, some research suggests that the next generation of production will lean on biocatalysis or alternative halogenation methods that cut down on hazardous byproducts. I’ve seen nascent programs adopt these greener processes, not only to reduce compliance risk but also to attract partnerships in industries—like pharmaceuticals—where sustainability talk holds funding power.

    Relevance Beyond the Bench

    The importance of (S)-3-Bromo-Alpha-Methylbenzyl Alcohol shows up not just in the synthetic lab but downstream, wherever precise molecular design shapes product quality, efficacy, or safety. Drug discovery, new materials, and fine chemical synthesis all benefit when the foundational building blocks come with clear provenance and unambiguous stereochemistry. That reliability speeds up projects and controls budgets, as missed yields and failed scale-ups are expensive lessons.

    Students cutting their teeth on organic synthesis learn early how such intermediates make all the difference. Getting familiar with the quirks—stability, storage, reactivity—pays lasting dividends. For professionals further along, the ability to choose and work confidently with materials like (S)-3-Bromo-Alpha-Methylbenzyl Alcohol signals expertise: a track record in selecting the right tool for demanding projects.

    Fact-Based Decision Making in Synthesis

    Experienced chemists crave data, not conjecture. Analytical support, open batch history, and published case studies create the sort of evidence scientists need to trust an intermediate. The market rewards suppliers who offer traceability at every point, and with synthetic chemistry’s push towards scale-up and compliance, this resource becomes even more valuable. Selection of (S)-3-Bromo-Alpha-Methylbenzyl Alcohol on merit, not just catalog availability, means a higher chance of downstream success.

    Where the need for new therapies, sustainable catalysts, or selective materials grows, compounds like this alcohol are more than just expendable tools—they’re strategic partners in the development process. If your lab is running into bottlenecks on chiral purity or specific molecular modifications, odds are the answer lies with sourcing and handling, rather than protocol tweaks. Sometimes success is as simple as starting with a better bottle of a familiar intermediate.

    The Takeaway for Working Chemists and Students Alike

    Good outcomes in synthesis start months earlier than most appreciate. The choice to use (S)-3-Bromo-Alpha-Methylbenzyl Alcohol reflects a lab culture that values foresight—thinking ahead about what each step in a process contributes to the end result. Dependable, high-purity, well-characterized reagents mean fewer failures, happier teams, and a better shot at producing molecules that do exactly what they’re supposed to. As new chemical challenges surface across industries, partners who can bring expert-handled building blocks to the table set everyone up for a smoother, more productive journey.