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HS Code |
937406 |
| Product Name | (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene |
| Cas Number | 120968-32-1 |
| Molecular Formula | C22H18O2 |
| Molecular Weight | 314.38 g/mol |
| Appearance | White to off-white solid |
| Optical Rotation | [α]D20 +80° to +92° (c=1, CHCl3) |
| Melting Point | 128-132°C |
| Purity | Typically ≥98% (HPLC) |
| Solubility | Soluble in organic solvents (e.g., dichloromethane, chloroform, ether) |
| Smiles | COc1ccc2ccccc2c1C1=C(OC)C=CC2=CC=CC=C12 |
| Inchi | InChI=1S/C22H18O2/c1-23-19-13-7-5-11-17(19)15-21-18(12-6-8-14-20(21)24-2)16-22-9-3-4-10-18/h3-16H,1-2H3 |
| Chirality | R-configuration (enantiomerically pure) |
As an accredited (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene is packaged in a 5-gram amber glass bottle with tamper-evident seal. |
| Shipping | (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene is shipped in tightly sealed containers, protected from light and moisture. The package complies with chemical safety regulations and may require temperature control based on storage guidelines. Proper labeling ensures safe handling during transit. Material Safety Data Sheets (MSDS) are included for relevant hazard communication. |
| Storage | (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene should be stored in a tightly sealed container, protected from light and moisture, in a cool, dry, and well-ventilated area. Keep it away from sources of ignition and incompatible substances such as strong oxidizers. The storage temperature should ideally be at 2–8 °C (refrigerator). Proper labeling and adherence to relevant safety protocols are essential. |
Applications of (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene in Industrial Manufacturing(R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene is an essential chiral building block and ligand for downstream manufacturers specializing in advanced organic synthesis. As a factory-focused producer, we supply this raw material for strictly defined sectors where its unique enantiopure structure brings direct process advantages. The application scenarios detailed below outline real-world industrial integration, listing operational conditions our clients employ worldwide. 1. Asymmetric Catalyst Synthesis in Pharmaceutical IntermediatesLeading pharmaceutical synthesis routes incorporate this compound as a foundational ligand for transition-metal catalysts, especially in processes demanding high chiral selectivity such as asymmetric hydrogenations and cross-coupling reactions. Active pharmaceutical ingredient (API) manufacturers adopt this approach to meet drug regulatory requirements for optical purity in key intermediates, with rigorous protocol validation for every batch. Integration occurs in manufacturing environments regulated for traceability and contamination prevention, with direct implications for drug substance quality profiles. Industry compliance standards
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2. Chiral Auxiliaries for Agrochemical SynthesisManufacturers in the agrochemical sector utilize this material as a core auxiliary in the production of optically active herbicide and fungicide intermediates, where regulatory demands for environmental fate and non-racemic active substances have increased. High-volume production sites in this sector optimize throughput with in situ ligand formation and downstream recovery protocols aligned with batch run requirements. Industry compliance standards
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3. Fine Chemical Production for Functional MaterialsChemical manufacturers specializing in functional materials—including optoelectronic and organic electronic precursors—source this compound to construct complex binaphthyl frameworks. Its role in obtaining high purity, stereoregular monomers translates to better downstream material properties, especially where device performance links directly to chiral purity. Industry compliance standards
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4. Research and Reference Standard ProductionProducers of reference materials and chemical standards integrate this molecule to create chiral calibration samples for advanced analytical platforms. Laboratories and standard suppliers demand batch-level documentation, with lipid and peptide facilities validating purity and absolute configuration for instrument calibration or synthetic benchmarking. Industry compliance standards
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Long days in production have taught us that precise enantiomers end up defining the difference between an average synthesis and a truly breakthrough chiral process. (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene, with its chiral backbone and well-matched methoxy substitutions, keeps showing up as a preferred starting block for many of our partners who are designing asymmetric catalysts and auxiliaries. Inside our own development pipeline, we see this molecule—CAS 31418-19-0—delivering high reliability for building ligands critical to enantioselective transformations. Some years ago, scaling up this compound in-house meant solving hurdles of enantiomeric purity, managing crystal formation, and hunting for the sweet spot where purity meets practical throughput. Learning how to push optical rotation to reproducible values with each batch turned out to be more than a technical requirement—it gave us and our collaborators the confidence to take on more ambitious chiral synthesis projects.
No chiral synthone can contribute value without rigorous control over optical purity. Pharmaceutical labs and research groups come to us asking for levels upwards of 99% ee. There’s little tolerance for batch-to-batch drift: a subtle shift in the configuration, and an entire synthetic sequence collapses. When working with (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene, we keep pushing our analytic boundaries—not waiting for feedback from the field before picking up a signal of racemization or contamination. Our team has integrated high-performance chiral chromatography as a routine analytical step, not just at the point of finished product release, but throughout each stage where optical integrity could face threat. It’s not simply about meeting a stated specification; our technicians frame their own judgment on “acceptable” only when the NMR, HPLC, and specific rotation reports form a bulletproof package. This level of scrutiny has come to define our batch records over years of runs.
The ultimate judge of any intermediate, in our industry, is not a certificate of analysis—it’s repeatable value in the hands of researchers and process chemists. To understand why orders for (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene keep increasing, you have to look at the way chiral binaphthyl cores operate in asymmetric catalysis. Organometallic researchers rely on this backbone to create ligands with high enantioselectivity. That means every side reaction, contaminant, or failure to separate the enantiomeric excess shows up as a loss—not just in lab time, but in funding and confidence from project sponsors. After years responding to new applications from academic and industrial groups, we discovered that most buyers want assurance above all else. They’re less interested in hearing long lists of “potential uses” and more interested in evidence that a product holds up under challenging synthesis conditions, can be monitored in-process with predictable specs, and lets them focus on downstream experimental variables rather than needing to “police” their starting materials.
Producing (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene on a pilot scale is nothing like whipping up a small research batch. Those first few kilograms brought out issues we didn’t see when we were just providing 100-gram bottles. The reaction’s sensitivity to trace oxygen, the hydrolysis-prone ethers, and the tenacity of side products like methylated naphthols forced us to adapt each step. The classic Ullmann coupling that generates the binaphthyl core requires hands-on experience tracking copper contaminants and incomplete conversions; cleaning up a failed run means rethinking solvent choices and temperature regimes.
The methoxylations, far from straightforward, demand that our operators stay vigilant for side-reactions. These methoxy groups, which tune steric and electronic properties in downstream ligand design, must end up in the right spot, and the finished product needs to show no hint of isomeric confusion. Our team works shoulder-to-shoulder to test each batch for regioisomers and over-methylation. The “perfect” batch only lands on the shipping dock after rounds of column work, controlled crystallization, and persistent TLC checks—often into the night, with everyone gathered around under the cold light of the lab, arguing over spot purity.
The physical form—whether crystalline or amorphous—affects how we package and handle the product, and even influences reactivity for certain users. Some tell us they prefer the fine, free-flowing crystalline powder; others value larger, robust crystals for easier handling in glove boxes or at scale. We’ve adjusted everything from particle size distribution to the drying atmosphere. Feedback loops from real users drive these choices. Our commitment to minimize particle aggregation and maintain batch uniformity has made life easier for partners aiming to automate portions of their synthesis.
There’s a crowded field out there—binaphthyl derivatives come in a range of substitution patterns. Some buyers assume all chiral binaphthyls behave the same, but cross-bench experience proves otherwise. The dimethoxy variant we produce, compared to the more basic (R)-1,1'-Binaphthyl-2,2'-diol (BINOL), brings a different handle for further derivatization. Methoxy groups at the 2 and 2’ positions alter electron density and provide a useful blocking group, letting chemists steer reactivity as needed.
The absence of free hydroxyl groups in the dimethoxy analog is a big point of difference. BINOL plays a leading role in phosphoric acid catalyst synthesis and chiral auxiliary design, but its phenolic groups can tangle up processes with hydrogen bonding or unwanted side reactions. Our (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene avoids these pitfalls, opening up ligand and catalyst syntheses where phenols would cause problems. Many academic labs have confirmed—switching to our dimethoxy variant cleaned up their columns, simplified downstream crystallizations, and smoothed out yields in advanced coupling steps.
Others have asked what difference it makes to buy the “R” enantiomer compared to the “S.” In ligand and catalyst design, the wrong hand slows down or even blocks the intended enantioselectivity. Supplying the right enantiomer every time has made us a persistent partner for researchers fine-tuning absolute configuration in newly patented catalysts. Repeat orders and direct feedback from customers underline how critical this detail remains.
Every batch tells its own story in the records we maintain. Years of thorough documentation have built a data set mapping correlations between process conditions and final product purity. It’s not enough to process a single good run. We take stability samples and track their performance as a function of time, temperature, and even shipping conditions. Our warehouse team tracks each shipment’s exposure to humidity and vibration; the consequences of neglecting these factors have ruined enough batches in the early days.
Our R&D staff refer back to this historical data before scaling up any custom variant. Whether switching from a lab scale Buchwald modification to a full run on the kilo reactors, we flag and control each variable that threatened prior purity thresholds. Buyers often ask for documentation showing prior successful commercial scale production. Every request matches up to a batch history, with traceable lots, complete analytic data, and secure archiving.
Plenty of our biggest lessons have come not in the lab but at the intersection with the end user—whether that’s a university researcher grappling with a complex new chiral ligand system, or an industrial chemist under production pressure on a tight deadline. One notable example came when an order destined for a pharmaceutical bench flagged an out-of-spec optical rotation. We responded by tracing back not just final analysis, but tracking each upstream reagent and validating solvent quality. Our QC team caught a contamination incident three steps upstream; the solution was to partner with suppliers on greater lot-to-lot transparency and to bring some basic analytic checks in-house. This lesson improved our incoming material protocols, and since then, out-of-spec batches have dropped noticeably.
Repeatedly, users ask how our product will perform under their conditions—whether in moisture-sensitive Suzuki couplings or in high-pressure hydrogenations. We have open ears when feedback trickles back that a particular impurity, undetectable at first pass, crops up in their own analytics. Regularly, our technical staff join in on troubleshooting, running parallel tests with customer-supplied samples, or offering alternate purification steps for tough batch recoveries. Our focus remains not just on selling a reagent, but on building a record of successful chemistry in the field.
Problems in real-world usage—such as solubility in unexpected solvents, handling sensitivities at sub-zero, or scale-up blips—anchor our priorities in future manufacturing runs. Leftover residues in a coating process informed tweaks in our final drying method, removing an invisible trace that only surfaced at larger volumes. Our experience has taught us not to assume: it is years of pushing through supply chain surprises, failed purges, and late-night sample retesting that have disciplined our approach.
What keeps (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene a strong choice in asymmetric synthesis is real-world performance, verified over time across diverse labs. Researchers building biphenyl-based phosphine ligands rely on this molecule’s electronic and geometric structure to direct metal binding with consistent chiral induction. It’s also a mainstay as a building block in the creation of new chiral catalysts—especially those used in fine chemical and pharmaceutical synthesis where selectivity can make or break a process.
These applications bring their own pressures for purity and reproducibility. Industrial partners running pilot plants demand assurance that the same product—by optical rotation, melting point, and impurity profile—shows up with each re-order. The dialogue between bench chemists and our production crew has taught us which specifications are real and which are just “nice to have.” For instance, some academic teams working on new ligand classes requested low levels of residual trace metals; our team reengineered purification steps to stay ahead of their spec. The feedback loop closes the gap between what we make and what users actually need.
(R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene itself hasn’t posed the acute hazards of some bench reagents, but expert handling and careful logistics make the difference between a smooth project and an interrupted workflow. Our operators follow protocols aligned with best practices for handling chiral building blocks—wearing appropriate PPE, working in clean, dry environments, and storing product under inert gas to limit moisture intrusion. Packaging has evolved, too: early breakage in shipping led to improved seals, sturdy bottles, and sun-blocking containers that avoid any subtle shift in product quality before its arrival at user sites.
Years in the supply chain have made it plain that reactive materials like this benefit from thorough pre-shipment analysis and robust logistics management. We share analytic data before shipping; technical staff remain available for on-demand guidance, from safe product dispersal in large processing equipment to simple shelf-storage advice for academic labs.
Manufacturing (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene for a demanding chemical marketplace brings together science and practical discipline. Customers ultimately want more than a list of stats: they want the assurance that each batch, large or small, will work as expected in real conditions. They rely on proof from failed and successful runs, on records built from hands-on, direct experience—not wishful thinking or theoretical projections.
In the coming years, expanding applications in organocatalysis and asymmetric synthesis promise to draw even more research focus to these types of chiral binaphthyl scaffolds. Our approach grows sharper with every batch and every audit, every challenge sent back from the field. Direct relationships with buyers, open communication about performance even when things go awry, and a persistent drive to adapt—these keep us improving as both manufacturer and partner. We stand ready to work alongside anyone pushing the boundaries of synthetic chemistry, offering consistent (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene rooted in real experience and reliable, honest quality control.