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3-Bromo-2-Methylbenzyl Alcohol

    • Product Name 3-Bromo-2-Methylbenzyl Alcohol
    • Alias 3-Bromo-o-tolylmethanol
    • Einecs 624-538-1
    • 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

    280336

    Cas Number 5356-71-2
    Molecular Formula C8H9BrO
    Molecular Weight 201.06 g/mol
    Iupac Name 3-bromo-2-methylbenzyl alcohol
    Appearance Colorless to pale yellow liquid
    Boiling Point Approx. 280-282°C at 760 mmHg
    Density 1.48 g/cm³ (approximate)
    Refractive Index 1.589 (approximate)
    Purity Typically ≥98%
    Solubility Slightly soluble in water; soluble in organic solvents
    Smiles CC1=C(C=CC(=C1)Br)CO
    Inchi InChI=1S/C8H9BrO/c1-6-7(5-10)3-2-4-8(6)9/h2-4,10H,5H2,1H3
    Synonyms α-Hydroxymethyl-3-bromo-2-methylbenzene
    Storage Conditions Store at 2-8°C, protected from light and moisture

    As an accredited 3-Bromo-2-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 3-Bromo-2-Methylbenzyl Alcohol

    Applications of 3-Bromo-2-Methylbenzyl Alcohol in Industrial Manufacturing

    As a direct manufacturer, we supply 3-Bromo-2-Methylbenzyl Alcohol to select industries where its unique structural properties enable crucial transformations, especially in the synthesis of complex organic molecules. Applications concentrate in active pharmaceutical ingredients, specialty agrochemicals, advanced material intermediates, and fine fragrance synthesis. Below, we outline precise use cases reflecting real manufacturing scenarios, including integration specifics, quality compliance, industrial blending ratios, and the resulting end goods.

    1. Pharmaceutical Intermediates for Anti-Infective APIs

    Pharmaceutical facilities integrate this material as an alkylation building block in the multi-step synthesis of certain second-generation cephalosporin and macrolide antibiotic intermediates. The benzylic alcohol group participates in selective protection-deprotection steps, providing required reactivity during functional moiety attachment while minimizing unwanted side reactions. Stringent purity and trace impurity controls demand strict adherence to pharmacopoeial guidelines and dedicated GMP processing environments to ensure patient safety through the lifecycle of the active ingredient.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) / United States Pharmacopeia (USP) raw material monographs
    • 21 CFR Part 210/211 for finished pharmaceuticals
    • WHO Prequalification Production Standards

    Typical usage ratio

    • 0.8–2.5 molar equivalents per key substrate; dosage varies depending on desired alkylation or protection/deprotection sequence complexity and impurity profile

    Downstream process integration

    • Used during early or mid-stage nucleophilic substitution, alkylation, or protective group introduction; followed by purification and further derivatization prior to final API assembly

    Final product types

    • API intermediates for injectables and oral anti-infective drugs (e.g., cephalosporins, macrolides)

    2. Synthesis of Agrochemical Active Ingredient Precursors

    Crop protection manufacturers rely on this compound as a specialty intermediate within the custom synthesis routes of brominated phenol-based herbicides and select fungicides. Its brominated aromatic ring grants significant reactivity for subsequent halogen exchange, Grignard reagent transformation, or coupling with heterocyclic partners, enabling the precise construction of active motifs targeting weed and fungal resistance. Continuous batch or semi-batch operation ensures process control and adherence to international safety and residue limits.

    Industry compliance standards

    • FAO/WHO Specifications and Evaluations for Agricultural Pesticides
    • REACH (EC 1907/2006) and CLP (EC 1272/2008) substance registration and hazard labeling
    • ISO 9001 and ISO 14001 management protocols
    • US EPA TSCA Inventory Listing Requirements

    Typical usage ratio

    • 3–7% weight/weight of total reaction mass when preparing crop protection intermediate lots; ratio depends on downstream target molecular structure and projected conversion yield

    Downstream process integration

    • Charged at the nucleophilic substitution/coupling stage, often following in situ activation; processed through further halogen exchange or condensation prior to product isolation

    Final product types

    • Technical-grade herbicide actives (e.g., brominated phenoxy acids)
    • Fungicide precursors with tailored aromatic scaffolds

    3. Fine Chemical Building Blocks for OLED Material Precursors

    Manufacturers of organic electroluminescent materials employ this compound as a functionalized benzylic alcohol to construct highly pure small molecules with precise electronic properties for OLED applications. The bromine substituent enables selective Suzuki or Buchwald-Hartwig couplings, guiding site-specific arylation critical in the generation of light-emitting layers, while the methyl-benzyl alcohol configuration introduces tailored solubility and film-forming advantages. Controlled processes and electronic grade purification protocols ensure compatibility with opto-electronic fabrication demands.

    Industry compliance standards

    • RoHS EU Directive 2011/65/EU for electronics chemicals
    • ISO 9001:2015 quality management for electronic materials
    • International Electrotechnical Commission (IEC) specifications for material purity
    • SEMI C3 standards for high-purity chemicals

    Typical usage ratio

    • 1.2–1.6 equivalents as coupling partner per aryl halide substrate; ratio adjusted for desired substitution pattern and minimal residual metal content in final compound

    Downstream process integration

    • Added during cross-coupling or etherification steps, followed by purification through column chromatography or recrystallization to electronic grade

    Final product types

    • Monomeric and oligomeric OLED emitter and host materials
    • Hole transport and electron injection layer precursors

    4. Scent Ingredient Synthesis for Fine Fragrances

    Aromatics producers utilize this raw material in the multi-step preparation of high-value phenolic and benzyl alcohol derivatives, anchoring custom fragrance ingredient development. Its unique substitution pattern supports targeted Friedel-Crafts reactions or etherifications with select fatty alcohols, generating molecular complexity and well-defined olfactory notes used in niche perfume bases. Downstream integration demands batch-wise tracking, stabilizer addition, and adherence to international IFRA and cosmetics quality guidelines.

    Industry compliance standards

    • IFRA (International Fragrance Association) Standards for ingredient purity and safe use profiles
    • Cosmetic Regulation (EC) No 1223/2009
    • ISO 22716 Cosmetics — Good Manufacturing Practices
    • IND (US FDA) and SCCS guidelines for cosmetic ingredient safety

    Typical usage ratio

    • 4–10% as a reaction precursor with specific aromatics or alcohol reactants, based on desired scent note intensity and end-product loading tolerance

    Downstream process integration

    • Introduced at the initial aromatic backbone elaboration, followed by reaction with aldehydes or acids and, where needed, hydrogenation or distillation to fragrance grade

    Final product types

    • Designer perfume bases for luxury fine fragrance brands
    • Intermediate scent compounds for personal care additions

    5. Custom Synthesis Routes for Specialty Polymers

    Polymer innovators use this aromatic alcohol as a tailored chain-transfer or end-capping agent in the controlled synthesis of specialty aromatic polymers and dendrimers. The bromo and methyl substituents facilitate precision end-group control and targeted functionalization in step-growth polymerization or as nucleophiles in polycondensation reactions, imparting unique mechanical, thermal, and solubility attributes required for advanced coating or engineered plastics. The process calls for continuous monitoring of reactivity, molecular weight distribution, and regulated handling for high-purity input.

    Industry compliance standards

    • ISO 9001 quality management systems for specialty polymer manufacture
    • REACH compliance for polymer raw materials and monomer registration
    • Relevant ASTM D4000 (Standard Classification System for Plastic Materials)
    • ISO 14001 for environmental management of polymer processing sites

    Typical usage ratio

    • 0.5–1.2 molar equivalents relative to main monomer system; tuned for desired polymer chain length and end-group structure

    Downstream process integration

    • Charged into the batch reactor after core monomer dissolution, undergoing nucleophilic or chain-transfer reaction, followed by in-process removal of unreacted alcohol and polymer fractionation

    Final product types

    • High-value specialty polymers for coatings
    • Engineered dendrimer scaffolds for advanced materials applications
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    Certification & Compliance
    More Introduction

    3-Bromo-2-Methylbenzyl Alcohol: Unpacking an Essential Building Block for Modern Synthesis

    Exploring a Modern Synthetic Benchmark

    For anyone who has spent hours puzzling over synthesis routes in a lab—me included—seeing a reagent like 3-Bromo-2-Methylbenzyl Alcohol in the stockroom means the next step toward a tricky analog just got a little easier. This compound (CAS 148790-76-5, C8H9BrO, with a molecular weight around 201.06 g/mol) opens up a surprising number of pathways for both seasoned chemists and those still learning the ropes. What used to take several extra protection or activation steps now starts from a bottle, pure and ready to use.

    This is a colorless to pale-yellow liquid or sometimes a low-melting solid, supplied at a high purity suitable for research, sophisticated synthesis, and the demanding world of medicinal chemistry. I’ve noticed how fast this compound goes off the shelf because its structural quirks—having a bromine ortho to the methyl group and a benzyl alcohol moiety—make it perfect for cross-coupling reactions and functional group transformations that drive cutting-edge discovery.

    Unlocking Its Synthetic Toolkit—More Than Just a Benzyl Alcohol

    It’s easy to see why this molecule matters; its bromine atom isn’t just a spectator. Coupling reactions like Suzuki, Heck, and Buchwald-Hartwig transformations rely on just this sort of functional handle to link complex pieces together. Years ago, before modern reagents like 3-Bromo-2-Methylbenzyl Alcohol were widely available, researchers had to prepare similar starting materials from scratch by laborious halogenation or by stepwise methylation. I’ve worked alongside chemists who spent days tracking reaction purity, frustrated by side reactions that contaminated their work. This reagent skips a lot of those headaches, delivering a building block that lets teams focus their creativity and limited resources on what makes their chemistry special.

    The alcohol group also kicks open other doors. You can oxidize this side chain to an aldehyde or acid, or you can protect it as a silyl ether before hitting the molecule with tougher reagents. That sort of versatility sometimes gets overlooked, yet it’s exactly what undergraduate experiments and high-profile pharmaceutical campaigns have in common: the need for flexible tools that shave steps off the work, reduce errors, and cut waste.

    Pharmaceutical Research and Beyond

    Medicinal chemists looking to quickly alter parent scaffolds for SAR (structure-activity relationship) studies see clear benefits. The methyl on the ring offers just enough hydrophobic influence to nudge a new compound’s bioactivity, while the reactive benzyl and bromo sites support expansive modifications with minimal fuss. I’ve sat through project meetings where teams needed a quick pivot, attempting dozens of analogs based on feedback just days old. By starting with a compound like this, they could run parallel reactions, explore bromine substitution, or tweak the alcohol’s fate without going back to square one. Once, we synthesized an entire batch of CNS-active intermediates using this building block, and the yield improvement compared to legacy methods was nothing short of dramatic.

    It’s not just pharmaceutical labs that benefit. Materials scientists have made benzyl alcohols core to their design of photoinitiators, dendrimers, and new polymers. I remember an early career project focused on luminescent materials—having easy access to bromo-substituted ring systems allowed for new side chains and improved stability, which pushed our work further much faster than we expected.

    Comparing Other Options—The Edge of 3-Bromo-2-Methylbenzyl Alcohol

    It’s tempting to reach for whatever benzyl alcohol is on hand, but the difference in reactivity can’t be ignored. Take 4-bromobenzyl alcohol: it’s available, but in cross-coupling settings its position often leads to differing sterics and electronic effects, hampering certain transformations. The ortho-methyl group in 3-Bromo-2-Methylbenzyl Alcohol slows some side reactions and can change regioselectivity. Anyone who has run substitution chemistry knows these shifts can make or break a synthetic plan, especially on a tight deadline. I once spent weeks on a project, convinced a para-substituted analog would do the trick, only to find that an ortho-methyl gave far superior results in downstream aminations.

    There’s also 2-bromobenzyl alcohol or plain benzyl alcohol. Lacking the methyl, those compounds rarely offer the same profiles for probing structure-activity relationships in small-molecule design. The combination of bromine and methyl at those unique ring positions in the same molecule brings a valuable asymmetry for fine-tuning interaction with metals, enzymes, and other synthetic intermediates. This property isn’t hypothetical; journals have published NMR data and crystallography reports showing different outcomes simply by moving or removing such groups.

    Quality and Handling in Hands-On Work

    Not all commercial sources treat purity as a top concern. Impurities or solvent residues in specialty reagents have tanked more than a few syntheses in my memory. Reliable supply chains for 3-Bromo-2-Methylbenzyl Alcohol typically provide >98% purity, sometimes even higher where it counts for strict regulatory work. Moisture and airborne contaminants alter yields and add complexity to purifications. A good bottle will ship under nitrogen or in tightly sealed glass, with a certificate of analysis to back up every claim.

    Lab work with this compound is approachable for anyone comfortable with halogenated benzylic alcohols. Gloves and eye protection basically go without saying. Fume hoods help minimize any exposure, as volatile bromomethyl compounds can irritate the airways. For disposal, I’ve learned to never underestimate how local fire marshals view mixed halogenated waste—labeling bottles properly and working through institutional collection channels saves trouble down the road.

    Meeting the Expectations of Academia and Industry

    Academic researchers see an affordable, reliable reagent that meets their safety and documentation standards. I’ve taught undergraduate labs where even minor mishaps in handling specialty organobromides led to lessons about the real-world implications of laboratory safety and procedure. In industry or in GMP settings, the regulatory backdrop grows more complex: full traceability, batch records, spectral data, and transparency aren’t luxuries. They’re requirements. The best suppliers make these details available without delay or hassle.

    I’ve seen grants rejected because the syntheses didn’t demonstrate control or reproducibility. Small differences in starting material grade or supplier can ripple out through months of work, making a big difference at publication time or during regulatory submission. In one biotech startup, using off-brand chemicals to save a few dollars accidentally disqualified a set of lead compounds from further development due to spectral contamination. Lessons like these reinforce what professionals look for: trust, documentation, validated sources, and clear technical support.

    Building Sustainable Chemistry Around Smart Choices

    Cost and supply chain resilience have become more important in chemical procurement, especially in recent years. Global disruptions made clear that relying on a single supplier can strand an important synthesis if borders close or regulations change. The business teams at leading manufacturers now weigh source traceability, environmental impact, and the ability to verify every batch. For 3-Bromo-2-Methylbenzyl Alcohol, suppliers who follow strict sourcing—avoiding banned solvents and hazardous byproducts—are in higher demand. A customer might not notice these steps immediately, but a trouble-free audit or positive third-party validation builds deep, lasting trust.

    Sustainable practices go hand in hand with efficiency. From waste reduction in the lab to green chemistry in scale-up, starting with a highly pure, well-defined molecule makes every downstream process that much smoother. Environmental Stewardship isn’t an abstract goal when the day’s yield and the team’s health depend on smart purchasing. Companies publishing annual sustainability scores often favor partners who emphasize clean, responsible production—even for small-scale specialty chemicals like this one.

    Supporting Innovation: Real Stories, Tangible Outcomes

    A few years back, I watched a PhD student transform a stalled thesis into a conference talk people still remember. Unable to access a rare fused-ring system, he pivoted by designing a one-pot amination and cyclization strategy, all starting from 3-Bromo-2-Methylbenzyl Alcohol. That bottle became a stepping stone, not a roadblock, and the route delivered yield and selectivity impossible from earlier starting materials. The lesson? Access to the right chemical at the right time multiplies the creative options for students, faculty, and commercial teams alike.

    Even in contract research, where timelines are short and budgets tight, the stakes are high. Project managers and bench chemists debate every reagent, knowing that a single missed delivery or failed batch can jeopardize million-dollar deals or lifelong reputations. That’s why compounds with clear analytical characterization, consistent supply, and a history of success remain go-to choices across the pipeline, from early discovery to process optimization.

    The Bridge to Future Discoveries

    The landscape of synthetic chemistry never stands still. New methodologies evolve, and automation continues to blur the boundaries between manual and robotic workbenches. Yet the fundamentals hold steady: innovative molecules often sprout from reliable, flexible building blocks. As machine learning and AI-guided retrosynthesis picks up steam, compounds with dual functionality—like 3-Bromo-2-Methylbenzyl Alcohol—are prime candidates for “plug and play” workflows where speed and versatility matter.

    In some ways, I find this reassuring. Years of late nights in the lab have shown me that behind the scenes of every flashy discovery sits a scaffold, often overlooked, that quietly powers the next leap. Whether designing inhibitors for neglected diseases or building optoelectronic devices, the choice of intermediate shapes the story from the very beginning. Where frustration once grew from delays or reworked plans, the right choice at the start pays out in reliable data and publication-grade results.

    Why the Right Building Blocks Deserve Attention

    Science doesn’t progress by accident. It advances through careful planning, flexibility, and the foresight to choose reagents that support both creativity and quality. In practice, every hour saved by skipping unnecessary protection steps, every reaction with cleaner conversion, and every line in a reliable analytical file lets researchers pour more of their energy and funding into the tasks that truly push the boundaries of knowledge.

    3-Bromo-2-Methylbenzyl Alcohol exemplifies this principle in modern chemistry. By offering both a reactive handle and a subtle node of structural difference, it gives project teams an edge, whether they’re advancing cancer therapeutics, inventing new materials, or teaching the next generation of problem solvers. I’ve seen promising projects rekindled and new questions emerge because the right building block changed the course of a synthetic route.

    Trustworthy supply, consistent quality, and documented performance unite the goals of academia and industry, and even ripple outward into stewardship of health and the environment. From benchtop to factory floor, these connections form the backbone of responsible science. 3-Bromo-2-Methylbenzyl Alcohol keeps that system moving forward, primed for discoveries not yet imagined.