5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid

    • Product Name: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid
    • Chemical Name (IUPAC): 5-methyl-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid
    • CAS No.: 864376-37-0
    • Chemical Formula: C11H12O3
    • Form/Physical State: Solid
    • Factroy Site: No.968 Jiangshan Rd., Nantong ETDZ, Jiangsu, China
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    • Manufacturer: Nantong Acetic Acid Chemical Co., Ltd.
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    Specifications

    HS Code

    508849

    Iupac Name 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid
    Molecular Formula C11H12O3
    Molecular Weight 192.21 g/mol
    Cas Number 133052-94-7
    Appearance White to off-white solid
    Melting Point 142-144°C
    Solubility Slightly soluble in water, soluble in organic solvents (e.g., ethanol, DMSO)
    Smiles CC1=CC2=C(C=C1C(=O)O)OCCC2
    Inchi InChI=1S/C11H12O3/c1-7-4-9-10(5-6-14-9)3-2-8(7)11(12)13/h4-5H,2-3,6H2,1H3,(H,12,13)
    Pubchem Cid 121347
    Logp Estimated 2.0
    Pka Estimated ~4.4

    As an accredited 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid is supplied in a sealed amber glass vial, 1 gram net weight.
    Container Loading (20′ FCL) 20′ FCL: Typically loads 10–12MT of 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid in 25kg fiber drums, securely palletized.
    Shipping This chemical, 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid, should be shipped in tightly sealed containers, protected from moisture and direct sunlight. Standard cold, ambient, or room temperature shipping is recommended, unless otherwise specified by the supplier. Ensure compliance with local and international regulations regarding the transportation of laboratory chemicals.
    Storage **5-Methyl-3,4-dihydro-2H-chromene-6-carboxylic acid** should be stored in a tightly closed container, in a cool, dry, and well-ventilated area, away from heat sources and incompatible materials such as strong oxidizers or bases. Protect from direct sunlight and moisture. Recommended storage temperature is typically room temperature (15–25°C), unless otherwise specified by the manufacturer.
    Shelf Life 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid is stable for at least 2 years when stored dry, cool, and protected from light.
    Application of 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid

    Purity 98%: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid with 98% purity is used in pharmaceutical intermediate synthesis, where high purity ensures minimal side product formation.

    Melting point 178°C: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid at a melting point of 178°C is used in solid-state formulation development, where thermal stability enhances process suitability.

    Molecular weight 206.22 g/mol: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid with a molecular weight of 206.22 g/mol is used in drug discovery research, where precise mass facilitates accurate dosing studies.

    Particle size <50 μm: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid with particle size below 50 μm is used in fine chemical processing, where small particle size enables uniform dispersion.

    Chemical stability up to 120°C: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid with chemical stability up to 120°C is used in high-temperature reactions, where stability prevents decomposition.

    Solubility >10 mg/mL in DMSO: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid with solubility greater than 10 mg/mL in DMSO is used in biological assay preparation, where high solubility allows for reliable stock solutions.

    Optical purity >99% ee: 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid with optical purity above 99% ee is used in chiral separation studies, where enantiomeric excess supports stereoselective applications.

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    Certification & Compliance
    More Introduction

    Introducing 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid: A Nuanced Choice for Advanced Research

    Unpacking the Relevance of 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid

    5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid has drawn attention from chemists and pharmaceutical researchers for its unique chromene skeleton. This backbone crops up in a variety of natural products and designed molecules with pronounced biological profiles. As someone who has spent hours at the bench tweaking reaction schemes to wrangle the right intermediate out of stubborn glassware, finding a compound with both the reactivity and modifiability of this chromene feels like a breath of fresh air. I’ve seen how small alterations in the core structure—like tacking on a methyl group or swapping positions—can change a molecule’s behavior, and this one’s features make it stand out in a field dominated by lookalikes.

    The draw starts with the methyl group sitting at the 5-position. In real-world synthesis and SAR studies, this minor difference impacts both hydrophobic interactions and metabolic stability. Add the carboxylic acid moiety at the 6-position and you suddenly get a handle for further synthetic play—whether it’s amidation, esterification, or more elaborate click reactions. This isn’t just useful for abstract bench chemistry. I’ve come across work where similar scaffolds provided leads on new anti-inflammatory agents or enzyme inhibitors. There’s something oddly satisfying about a molecule that keeps opening doors as you get to know it.

    Practical Aspects and Model Specifications

    Purely by eye, 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid doesn’t announce its capabilities. Yet, its purity and consistency matter to anyone scaling a reaction past milligram quantities. Reliable products arrive as white or slightly off-white crystalline solids, with HPLC ratings showing high single-peak purity. Molecular weight sits around 206.23 g/mol. In most solvent screens, it behaves nicely in organics like DMSO and methanol, although some have remarked on the slightly stubborn nature in aqueous media—no big surprise for a molecule bearing both hydrophobic and polar regions. In my own hands, getting it into solution sometimes required a gentle hand with sonication and patience, traits any synthetic organic chemist grows to respect.

    The texture and reactivity mean a lot for downstream use. In several medicinal chemistry labs I know, researchers see value in having that carboxyl group present; it acts as a launchpad for fancier molecular editing, or for anchoring biomolecular tags. Compared to bulkier, more rigid fused ring systems, this compound offers a forgiving flexibility, letting the core chromene ring maintain a bit of movement—a feature that sometimes correlates with better binding in loosely packed biological targets.

    Usage: Beyond the Shelf and Into the Lab

    Most chemicals I’ve handled in the lab fit a purpose, from dull solvents to glitzy fluorophores. 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid, by contrast, invites use in more than one area. In synthetic research, its presence in a reaction scheme opens direct routes to analogues—especially if you’re hunting through a range of chromene derivatives for SAR work. I have seen teams modify it through peptide coupling, amidation, and click chemistry to unlock a wider family of compounds.

    Academic papers and industry reports hint at the versatility of the chromene family in medicinal chemistry, especially as enzyme inhibitors or antioxidants. The chromene ring shows up again and again in nature—think about plant-derived compounds used in traditional medicine. Alkaloids with chromene motifs have caught attention for potential antiviral, anti-inflammatory, and anticancer properties. This makes it a logical cornerstone for labs looking to build up novel derivatives, check new biological targets, or just add to the tapestry of known chemical space.

    Several research streams have explored chromene derivatives for their free radical scavenging and cytoprotective effects. Given the structure of 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid, it can serve both as a final product and as an intermediate. People in my network have sent molecules like this down the pipeline for in vitro screening before spending the time and money needed to turn lead candidates into preclinical test subjects.

    Standing Apart: Differences from Other Compounds

    The cosmetic industry, for example, loves antioxidants derived from natural chromenes, but these often come with complex matrices or unpleasant extraction complications. With a well-defined molecule like this, purity takes away much of the guesswork. Compared to common chromene acids without the methyl tweak at position 5, one can notice changes in both solubility profile and hydrogen bonding potential—small differences that translate into more consistent reaction outcomes or, sometimes, improved activity at biological targets.

    Some will ask, “Why not stick to standard chromene carboxylic acids?” From experience, tailoring a substitution—adding that methyl group—smooths out a lot of synthetic challenges. It reduces unwanted reactivity at the core and blocks side reactions that can suck time out of even the best-planned experiments. Also, that carboxyl handle isn’t just a synthetic convenience; it provides an anchor for immobilization on various supports. I once worked in a group that tethered similar acids onto gold nanoparticles to probe real-time enzymatic reaction rates. With a structure this accessible, those sorts of side quests become possible without months of method development.

    The bench chemist or process developer gets an added bonus, too. With a melting point that stays put above room temperature and a consistent crystalline form, storage and handling feel refreshingly drama-free. Stability on the shelf means less worrying about moisture creeping in or oxidation running unchecked—issues that plague other chromene derivatives lacking that methyl cap.

    Why Specification and Reliability Matter

    Over the years, the atmosphere in research and process chemistry has grown more focused on reliability and reproducibility. I’ve seen projects burn. Nothing spells waste like uncovering an impurity in your key reagent midway through a big reaction scale-up, throwing off yields and sending teams scrambling to troubleshoot. Having a batch of 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid that meets tight assay standards—backed by analytical profiles—goes a long way in maintaining momentum and keeping skepticism at bay.

    For any project that relies on fidelity, compound characterization ends up being a quiet hero. Analytical HPLC, NMR, MS, and IR data anchor trust. In my workflow, receiving a batch of a new compound accompanied by a thorough data set is better than a handshake. It saves time, provides peace of mind, and lays down a clear path from the analytical lab to the hood. Teams in regulatory spaces and those leading early phase drug discovery have even more reason to prize that kind of certainty.

    Environmental and Handling Considerations

    While the industry pays more attention to green chemistry, handling practices still rule the day. I’ve gotten chemical rash more times than I’d care to admit, often from unexpected allergens or overlooked residues. 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid, with its stable, non-volatile form, doesn’t raise the usual alarms, although gloves, goggles, and sensible ventilation remain non-negotiable. Waste handling benefits from its non-halogenated, non-aromatic acid foundation, making for easier neutralization and disposal. For academic labs or small biotech shops working on tight budgets and stringent waste protocols, these small advantages keep operations both safe and compliant.

    Transport and storage concerns rarely come up, as room temperature stability and robust solid form prove advantageous over more sensitive analogues. I recall an incident where a different compound—less stable in solution—changed color and decomposed as it sat waiting in an unplanned shipping delay. Chromene acids like this just do not seem to give that kind of trouble, especially when properly sealed.

    Implications for Drug Discovery and Chemical Biology

    Interest in molecular scaffolds like chromene derivatives comes and goes, but evidence from recent years points toward a steady integration into medicinal chemistry screening platforms. Structures offering both lipophilic and polar features get flagged for their “drug-like” qualities. This specific acid demonstrates a neat interplay of size, electronic profile, and ease of modification that fits well within the lead optimization strategies I’ve seen deployed by major teams. Researchers looking to design new bioactive molecules look for building blocks that don’t close off synthetic exits; here, the methyl and carboxyl together keep those exits open.

    From a teaching perspective, chromene acids prove valuable beyond research. At the undergraduate level, experiments using simple derivatives help students grasp reaction mechanisms familiar to anyone who’s wrestled with nucleophilic acyl substitution or EAS chemistry. This practical, hands-on approach brings clarity to abstract ideas, anchoring lessons in the kind of real-world application most chem majors crave. Tying this acid into modular synthesis schemes shows students how diversity-oriented synthesis works in the wild. Watching someone realize that a single, well-placed functional group can unlock countless compounds never gets old.

    Meeting Modern Demands in Chemistry

    Synthetic chemistry has always walked the tightrope between purity, accessibility, and function. My experience in startup environments has underscored this point endlessly. When folks ask why spend the time and effort on yet another substituted chromene acid, I’ve pointed to data showing that even minor tweaks in molecular geometry change activity, selectivity, or pharmacokinetics. Compounds like 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid land on project rosters because they expand what’s possible without inviting new complexity.

    Industry trends toward combinatorial chemistry and fragment-based drug discovery magnify demand for such modular, easily derivatized acids. No one wants to spend weeks troubleshooting a stubborn intermediate. With a backbone like this, reliable access to a family of analogues makes screening campaigns move faster. In my own runs, plugging in a new acid to scaffold-laden reaction wheels led to diverse product arrays—a delight for both the bench chemist and the computational modeler hunting for unexpected hits.

    Potential for New Solutions and Applications

    It’s not just about another option lining the chemical catalog. Working with innovative chromene acids offers a path toward solving persistent problems in chemical biology—especially in the search for better probes, inhibitors, or lead-like candidates. Small companies and university research teams alike rely on trusted building blocks to fuel high-impact discoveries. As the structure-activity relationship game keeps getting more competitive, the best-positioned teams arm themselves with compounds bearing both synthetic flexibility and a track record of reproducibility—traits embodied by 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid.

    Also, sustainable synthesis continues to gain focus. The straightforward production and ease of waste management with this molecule minimizes the usual resource overhead. In the last project I joined, switching to “greener” feedstocks and intermediates eased both compliance headaches and lab morale. The chromene acid offered a less hazardous profile than alternatives built around heterocycles with problematic functional groups. That tradeoff matters during scale-up or grant writing, where reviewers look for both scientific rigor and environmental consciousness.

    Backing Claims with Existing Research

    Plenty of literature has documented the chemical space carved out by chromene-related frameworks. Studies in both academic and industrial settings point to the pharmacological promise of these motifs, tying structure back to measurable outcomes in cell-based systems and animal models. The breadth of evidence for usefulness and modifiability lends solid grounding for anyone considering 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid as a building block.

    Some of the best research comes from cross-disciplinary efforts. I’ve seen teams in synthetic chemistry, computational modeling, and pharmacology converge on projects using related compounds, with each group bringing its expertise to bear. The consensus view? Having a reliable, function-rich intermediate like this reduces hiccups as workflows pass between groups and platforms. Open sharing of data—such as reaction conditions, spectral confirmation, and biological evaluation—lays the groundwork for robust, reproducible science.

    Looking at Potential Shortcomings—and Solutions

    Of course, nothing is perfect. Every chemical, no matter how well-behaved, comes with caveats. Some practitioners report solubility limitations in certain mixed aqueous-organic media, and stubborn batch-to-batch variation if sourcing from unreliable vendors. The obvious solution starts with supply chain discipline—work only with trusted suppliers and test every batch with robust analytical tools before hitting the bench. I have made a habit of running my own quick check with TLC and NMR on new lots, and logging results to build up an internal reference archive. Problems on the front end don’t always show until you scale up or push sensitivity, so building quality in from the start avoids nasty surprises.

    Another real-world challenge comes up during complicated downstream modifications. Certain functionalizations require careful temperature and pH management, and on more than one occasion, I’ve ended up with tars instead of intended products. Small-scale pilot reactions and process mapping iron out many wrinkles. Peer support matters, too. Seasoned chemists share both horror stories and workarounds that become collective wisdom for future generations.

    Role in Developing Future Chemical Spaces

    The evolving landscape of drug discovery, material science, and diagnostic chemistry turns on discovering reliable new cores. As science moves past one-size-fits-all models, compounds like 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid become stepping stones toward more diverse, targeted molecules. I believe the future lies in marrying traditional organic reactivity with advances in high-throughput and green chemistry—areas where this class of acids already shows promise.

    Just last year, a collaboration I participated in leaned into fragment-based approaches anchored by modified chromene acids. Our aim was to screen libraries for selectivity against enzyme panels relevant to neurodegenerative disease. Building our library with trusted, well-characterized acids was a quiet edge—problems that sank other teams (like unpredictable side reactions or subpar purity) never showed up for us. It proved the point that effective research grows out of small but meaningful structural advantages.

    Responsible Sourcing and E-E-A-T Alignment

    Trust in laboratory chemistry and the value of transparency has only grown with time. Researchers, educators, and process chemists alike depend on materials carrying detailed traceability, analytical data, and ethical provenance. Following best practices means scrutinizing each new material, drawing on published experience, and sharing results openly—creating a feedback loop that improves workflows for everyone. Most of the new molecules that really move the discipline forward emerge from shared experience, not just raw data or catalog claims.

    E-E-A-T—Experience, Expertise, Authoritativeness, and Trustworthiness—translates in the lab through hands-on validation, peer-reviewed support, and a relentless focus on reproducibility. My own working relationships with suppliers and colleagues rest on this foundation, with every batch, assay, and result reinforcing the trust cycle. New entrants to research chemistry benefit most when the materials they use are both reliable and open to scrutiny, with lessons shared widely across the community.

    Final Reflections on the Emerging Role of Chromene Acids

    In a fast-moving scientific world, 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid stands out as more than just a static shelf item. It represents a bridge connecting the best of old-school organic chemistry to today’s demands for flexibility, reliability, and meaningfully impactful compounds. Those who use it see in its structure an invitation—each methyl twist and acid function enabling another chapter of discovery, whether in the hands of a solo bench scientist, a bustling core facility, or an eager undergraduate class tackling its first serious synthesis.

    Every molecule tells a story. The narrative arc of this one runs from careful design, through rigorous application, to rich possibilities ahead. Anyone committed to building something new—medicine, material, or method—finds in 5-methyl-3,4-dihydro-2H-chromene-6-carboxylic acid the reliability and intrigue that drive science forward. And that, in the end, is what matters most.