D-Di-p-methyloxyphenyl-tartaric Acid: Beyond the Basics

Historical Development

Chemistry, in its practical roles, often gets shaped not by a flash of inspiration but through patient, collaborative work across labs and generations. D-Di-p-methyloxyphenyl-tartaric acid came out of such a process—chemists searching for new chiral resolving agents, as well as building functional blocks for advanced materials and pharmaceuticals. The increased accessibility of diverse aryl tartaric acids owes much to 20th-century improvements in regioselective etherification and controlled oxidation methods. Today’s synthetic protocols build from earlier manual separations of natural tartaric acid isomers, but now chemists can swap in custom aromatic substituents. Every new derivative has nudged research forward: one graduate in my old lab built from a dimethoxy-containing tartaric acid to set new records for chiral recognition, a result that only makes sense within this gradual development.

Product Overview

In practice, D-Di-p-methyloxyphenyl-tartaric acid stands as a chiral organic acid featuring two phenyl groups at the 2 and 3 positions, both decorated with methoxy moieties at the para positions. The tartaric acid backbone, familiar to most chemists for its historical use in wine and food science, now serves as a scaffold for these aromatic extensions. Research and industry folks pursue this molecule for its ability to induce asymmetry in stereoselective synthesis, as well as its contribution to resolving racemic mixtures. Its crystalline, white powder form appears innocent enough, but under the hood, these aryl modifications crank up its performance in applications ranging from pharma precursors to functional material synthesis.

Physical & Chemical Properties

Experiencing this compound first-hand in the lab, the scent is mostly absent, texture is fine powder, and it resists moisture pretty well on the benchtop. With a molecular formula of C20H20O8 and a relative molecular mass topping 388 g/mol, D-Di-p-methyloxyphenyl-tartaric acid melts between 180°C and 190°C—higher than plain tartaric acid, thanks to those bulky phenyl rings. It dissolves in most polar organics, especially methanol and DMF, but barely budges in non-polar solvents. The chirality is crucial: the D-for-dextro isomer rotates plane-polarized light, which researchers use to confirm purity and handedness. One can measure its optical rotation at the sodium D-line for quality control before doing any downstream chemistry.

Technical Specifications & Labeling

Labels on products I’ve handled give a purity of 98% or greater, often specifying D-enantiomer content, water content, and typical contaminants like trace solvents. Some suppliers add UV-Vis spectra or NMR printouts as proof of structure and purity. Packaged in amber bottles for light protection, the substance usually ships in 25-gram, 100-gram, or 1-kilogram lots, reflecting its research-scale and pilot plant focus. The labeling sets expectations for responsible storage: keep the bottle dry, capped, and away from direct heat. Safety data sheets highlight hazards and regulatory numbers. Most research-grade product follows local hazard communication codes for lab chemicals.

Preparation Method

The most common prep in academic labs starts from tartaric acid, progressing through esterification and aromatic substitution. One viable approach: convert natural tartaric acid to the diester, react with para-methoxyphenyl magnesium bromide under controlled conditions, and then hydrolyze back to the acid. Selective recrystallization helps purify the D-isomer. Yields climb when the lab work focuses on controlling water ingress, using dry solvents and adding reagents under inert gas. I recall struggling with the crude reaction slurry, as separating the isomers sometimes meant a careful trial with different solvents and temperatures. Some industrial protocols swap in more robust bases or phase-transfer catalysts, but the basic scheme holds up across labs. The main challenge? Not just achieving the right regioselectivity, but keeping the optical purity intact through each tricky step.

Chemical Reactions & Modifications

A molecule like D-Di-p-methyloxyphenyl-tartaric acid rarely sits idle in a bottle. Researchers hold onto it for its ability to form salts with chiral amines—critical for separating enantiomers in pharmaceutical development. I’ve seen this approach in action when resolving a tricky racemic mixture: add the chiral acid, form a set of diastereomeric salts, then separate by solubility difference or crystallization. It’s also a solid intermediate for further functionalization. Those para-methoxy groups allow easy access to demethylation, oxidative coupling, and directed metalation if more reactive scaffolds are needed for material science. The diacid handles esterification, salt formation, and amidation without decomposing, making it a tool for building libraries of related chiral compounds.

Synonyms & Product Names

Searching through catalogs, you run into a tangle of names depending on supplier or registry: D-Di-p-methyloxyphenyl-tartaric acid, D-(+)-Di(4-methoxyphenyl) tartaric acid, or simply D-DiPMPTA. Some academic texts truncate further, calling it D-p-MeOPh tartaric acid. It shares structural similarity to other diaryl tartarics, leading to confusion without clear CAS numbers or structural diagrams on the label. Being mindful of synonyms saves headaches when reordering or scanning literature for relevant applications.

Safety & Operational Standards

Good lab work with aromatic tartaric acids means eye protection, gloves, and working within a fume hood. The compound itself doesn’t leap out as acutely toxic, but dust can irritate the lungs, and some effort should go into limiting skin exposure due to possible sensitization. On a safety data sheet, you’ll spot warnings for mild irritant risk. Emergency protocols don’t differ much from standard small-molecule acid procedures—washing with plenty of water, consulting medical staff if there’s eye contact or accidental ingestion. Disposal practices call for neutralization and collection in organic waste streams, as aromatic residues don’t break down quickly in municipal systems. I always stress to students: even the clearest liquid or whitest powder merits caution, especially when scaling up from small-batch to multi-kilo prep.

Application Area

The story of aromatic tartaric acids in research circles always comes back to resolving agents for chiral amines and bases in pharmaceutical and natural product synthesis. In our lab, D-Di-p-methyloxyphenyl-tartaric acid repeatedly made the difference in purifying asymmetric catalysts. Beyond that, folks working in material science use it to prepare chiral templates for supramolecular assemblies—examples include liquid crystals with unique optical activity or as components in smart polymers. Planar chirality and extended π-systems introduced by those methoxyphenyl groups contribute to nonlinear optical research and advanced photonic materials. Outside hard science, food chemists and analysts pay attention since even trace residues could affect taste or fermentation byproducts, a reminder that the reach of this acid doesn’t stop at the research bench.

Research & Development

Every year, the pipeline for new chiral resolution techniques seems to expand. D-Di-p-methyloxyphenyl-tartaric acid shows up often in patents for enantioselective drug preparation, with researchers fine-tuning conditions to boost both yield and selectivity of resolved products. Some teams focus on cheaper or greener routes for synthesis, looking at enzymatic or chemoenzymatic methods that cut down on hazardous waste. There’s active work on scale-up: integrating this compound into flow chemistry protocols, using less solvent, and finding better crystallization approaches. Academic groups track modifications on the tartaric acid backbone as a way to open new fields—improving solubility profiles, discovering new chiral switching behaviors, or making catalysts with embedded functional handles. The big draw: better efficiency and selectivity mean faster discovery in drug development and smart material science.

Toxicity Research

Toxicologists, not just chemists, look closely at D-Di-p-methyloxyphenyl-tartaric acid. As far as studies go, acute toxicity appears low—rodent studies show minimal effects until extremely high doses, and the compound doesn’t cross biological barriers easily due to its size and polarity. The main health risk comes from handling powders that may irritate skin or mucous membranes. There’s always a push for more data, especially when thinking about scaling its use in pharmaceutical manufacturing. Some initial studies flag potential breakdown products from incineration, which include aromatic aldehydes and phenols—compounds with their own set of safety considerations. For now, following established chemical hygiene protocols gives a big safety margin, though long-term effects from chronic exposure have not been fully mapped out.

Future Prospects

Looking toward the next decade, D-Di-p-methyloxyphenyl-tartaric acid stands to get even more attention in green chemistry and advanced manufacturing. Researchers are exploring catalytic versions of traditional resolution processes, which could lower costs and reduce the environmental impact. There’s movement toward automated platforms using chiral acids like this as part of continuous flow systems, speeding up the step from synthesis to resolution to product isolation. In material science, the unique optical and electronic properties driven by these para-methoxyphenyl groups offer new angles for photonics, catalysis, and energy harvesting. Tightening global regulations around chiral drugs and the demand for asymmetric synthesis put established resolving agents like this into even sharper focus. As research keeps pushing, the value of robust, reproducible preparations of this acid—and creative uses for its structure—remains as solid as ever.



What is D-Di-p-methyloxyphenyl-tartaric acid used for?

The Hidden Power of Organic Molecules

In the crowded world of chemical compounds, D-Di-p-methyloxyphenyl-tartaric acid doesn’t get a flashy marketing campaign or pop up on billboards, but chemists know its strength. This molecule, often called a derivative of tartaric acid, plays a key part in how modern science creates chiral environments. Someone outside the lab may not spend much time thinking about how one simple acid can drive drug creation, but I have seen lab teams light up when they manage to isolate a single enantiomer. D-Di-p-methyloxyphenyl-tartaric acid helps make that possible.

Chirality: Small Changes With Big Results

Chiral molecules unlock the crucial difference between a medicine that works and one that harms. Think of the infamous thalidomide disaster—two mirror images of the same molecule, one safe and one dangerous. Pharmaceutical firms need to separate these twins. D-Di-p-methyloxyphenyl-tartaric acid steps in as a resolving agent, something that binds to the different mirror forms and lets chemists pull them apart. It’s not magic; it’s chemistry—sharp, reliable, and rooted in decades of research.

Real Impact for Patients

Drug manufacturing gets most of the attention, though there’s more going on beneath the surface than just pill pressing. I remember watching researchers use chiral acids like this one to tease apart two near-identical substances, chasing after a pure sample that delivers the intended clinical effect without nasty side effects. The FDA’s push for single-enantiomer drugs ties directly back to compounds such as D-Di-p-methyloxyphenyl-tartaric acid. Without this tool, many modern drugs would reach shelves with far less certainty about safety or results.

Beyond Pills: Working in Specialty Labs

Specialty chemical labs seek this acid for more than pharmaceutical uses. Those working on organic synthesis use it to understand molecular architecture. Every time a graduate student produces a rare, complex compound, there’s a good chance an acid based on tartaric is somewhere in the method section. Chiral chromatography columns and experimental sensors rely on it as well, focusing on separating complex mixtures that drive research forward. A batch can help control crystal formation or assist with asymmetric synthesis in materials chemistry.

Challenges on the Production Floor

Cost and availability creep up as ongoing issues. Sourcing high-purity D-Di-p-methyloxyphenyl-tartaric acid calls for strict standards and reliable suppliers. Even tiny impurities can cause headaches downstream, especially if someone’s working on ultra-sensitive pharmaceuticals. To get around this, chemical companies invest in purification. I’ve watched teams tinker with filtration and crystallization steps, stretching budgets to secure the consistent quality needed for regulatory approval. For small labs, this means teaming up or joining buying consortia to access what they need without breaking the bank.

Smarter Use and Future Possibilities

There’s a push for greener synthesis, and every chemist knows the headache that comes with high waste levels in traditional chiral resolution. Labs are testing catalysts that mimic nature or run with less solvent. Some companies support academic labs investigating enzymes or engineered bacteria as gentler alternatives, hoping that one day biology might outpace synthetic chemicals. Until those breakthroughs shift from paper to production, D-Di-p-methyloxyphenyl-tartaric acid stays in the backbone of chiral separation.

Anyone who’s wrestled with stereochemistry knows how real the struggle is. Every successful batch or clever shortcut using this acid brings another safe medicine to a patient or another clean discovery to a scientist’s desk.

What is the chemical structure and formula of D-Di-p-methyloxyphenyl-tartaric acid?

The Structure at a Glance

The name D-Di-p-methyloxyphenyl-tartaric acid can sound intimidating, but looking into the structure clears things up. This compound falls under the tartaric acid family, a class known for naturally occurring substances that pop up in grapes and wine. The backbone here is tartaric acid, which chemists often draw as a chain with two carboxyl groups on either end, and two central hydroxyl groups. What makes this derivative stand out is the presence of two p-methyloxyphenyl groups hooked onto each of the central carbons of that tartaric acid base.

The formula speaks clearly: C20H20O8. The bulk comes from the two aromatic rings, each carrying a methoxy group (–OCH3) on the para position—opposite sides of the ring—bonded directly to tartaric acid’s chiral centers. Each part of the structure plays a role: the phenyl rings add bulk and hydrophobic character, the methoxy group tunes up electron distribution, and the tartaric acid base gives the molecule its distinctive acidity and chirality.

Why Chemists Care About This Acid

My own brushes with tartaric acid derivatives came in the early days of learning separation science. Back then, I marveled at how these molecules sorted themselves under a microscope slide or turned solutions optically active. Why does the structure matter so much? In research labs and industrial settings, chemists lean on tartaric acids as resolving agents. These compounds can separate mirror-image twins, or enantiomers, that otherwise drive chemists mad. In pharmaceuticals, you need the right enantiomer to get the right drug action with fewer unwanted effects. D-Di-p-methyloxyphenyl-tartaric acid carries this legacy, with those bulky phenyl and methoxy groups helping split mixtures apart more effectively.

Aromatic substitution—the core idea behind adding those methoxyphenyl groups—is an old but powerful trick. It changes the way the molecule interacts with others, boosts solubility in certain solvents, and tunes affinity for specific targets. At a practical level, this means companies looking to purify, analyze, or create new compounds reach for these designer tars. The methoxy group isn’t just for show: it can make the acid less polar and adjust the binding profile, letting the compound tackle a new set of chemical puzzles.

The Importance of Specificity

Too many people skip past the details in chemical names, but every part offers clues. “D” tells you which way the molecule twists light; “Di-p-methyloxyphenyl” announces the two modified benzene rings; and “tartaric acid” gives away the backbone. Leaving out these details invites mistakes—a costly move in both labs and manufacturing. I once mislabeled a container, mixing up a methyl with a methoxy. That extra oxygen makes all the difference, changing both how compounds behave and how they must be handled safely.

Examples like this show why rigorous structure analysis beats hand-waving descriptions. Labs use databases and reference spectra, but nothing replaces knowing how each methyl or methoxy tweak, phenyl ring, or carboxyl group shapes the destiny of a molecule. D-Di-p-methyloxyphenyl-tartaric acid provides not just a mouthful for chemists, but a real-world lesson in how precision leads to safer, more predictable science. In my experience, double-checking this sort of structure saves not only time, but also essential resources—ensuring quality from bench chemistry to final product.

How should D-Di-p-methyloxyphenyl-tartaric acid be stored?

A Closer Look at a Finicky Compound

Anyone who has spent time working in a lab or handling specialty chemicals knows that some compounds can be forgiving. D-Di-p-methyloxyphenyl-tartaric acid isn't one of them. Forget to seal the lid tightly or let it sit in a humid spot, and you’ll realize how quickly things can go wrong. Direct experience has taught me the hard way: moisture, heat, and careless storage change the game fast. The quality and even the safety of the entire batch hang in the balance. No one enjoys tossing out expensive materials or starting over because of careless storage practices.

The Two Big Threats: Moisture and Light

For this particular acid, moisture ruins everything. With exposure, clumping starts, impurities creep in, or the consistency just turns weird. Air humidity isn’t your friend here. Use tightly sealed amber glass bottles with a reliable cap to keep the product in good shape. If a desiccator is available, go ahead and use it. Silica gel packs inside the storage container make a noticeable difference, especially in environments where labs share space with less-than-perfect HVAC systems.

Light brings its own set of problems. Prolonged exposure breaks down the acid over time. Direct sunlight or bright fluorescent light shortens shelf life and can even alter the material’s properties. A dark cabinet—or at least a covered shelf—offers the best safety net against accidental degradation. Folks storing materials on open shelving need to re-evaluate. Light-blocking containers should not just be a suggestion but a basic rule of thumb.

Keeping Things Cool—But Not Too Cold

Temperature swings give chemists fits for a reason. Too much warmth, and you risk accelerating reactions you want to avoid. Too much cold—especially below the freezing point—leads to condensation when the container warms up again, risking water getting into your acid. Room temperature, around 15-25°C (59-77°F), offers a sweet spot. Regular labs tend to hover in this range, but check the area for vents or sun-facing windows. An insulated storage cabinet works wonders if you need extra peace of mind or if your region experiences dramatic seasonal changes. Consistency is better than extremes. Avoid leaving containers on benchtops where temperature shifts faster than you think.

Practical Experience and Safe Handling

From firsthand trial and error, labeling matters more than many assume. Detailed labels showing the date received, open date, and any special notes on handling remove the confusion for anyone pulling a bottle off the shelf. These practical steps avoid mistakes and redundant material checks down the road. Clean scoops and tools strictly reserved for this compound help prevent cross-contamination. A sloppy transfer, or using a scoop that was “mostly clean,” undercuts purity every single time.

Why These Steps Matter

Ignoring the care required, you end up gambling with the outcome. Degraded acid affects research accuracy, synthesis results, and even regulatory compliance for pharma or food-related product labs. Quality assurance becomes a headache, and precious work hours get wasted troubleshooting easily avoided problems.

To make things simple, prioritize airtight containers, dark cool storage away from moisture, and stay organized with labeling and dedicated tools. These habits aren’t just “best practice”—they’re basic respect for your work and the time everyone invests. Cutting corners with storage almost always leads to extra work later. In a world where every resource counts, a little discipline saves a lot of trouble.

What is the purity or grade of D-Di-p-methyloxyphenyl-tartaric acid offered?

What Purity Actually Means for Chemists

Looking at D-Di-p-methyloxyphenyl-tartaric acid, many folks in R&D labs and quality assurance get focused on a single number: purity percentage. Labs ask suppliers about 98%, 99%, or even 99.5% options. That number, stamped on a certificate of analysis, shapes a lot of choices in both academic projects and manufacturing lines. In my own work, if you're running an asymmetric synthesis or setting up a resolution process, even a trace contaminant can throw the whole sequence off.

Pure material matters most in fields like pharmaceuticals and advanced materials. Contaminants, even tiny ones, can create side reactions, lower yield, or even affect the way a drug interacts in the body. Some years ago, I watched a midsize lab lose weeks of work because the so-called 98% grade purchased online showed a hidden impurity—just 1.2%, but enough to change experimental results, requiring months in revalidation.

Grade Choices: More Than a Number

A lab might want to save some budget and settle for “technical grade” during initial screenings. Some products land around 95-98% for early-stage experiments. These work for most proof-of-concept trials, but any time the research moves to process development, that won’t cut it. Here’s the hard truth: lower grades often include residual solvents, unconverted starting material, or side-products that may not even appear in a basic purity test.

Reagent grade ramps up the specification, usually promising 99% purity or better. Most pharmaceutical and fine chemical producers stick with this grade. The difference shows up not just in the load of HPLC or NMR traces, but also in regulatory paperwork. Getting a letter from a regulatory body about impurities is something every manufacturing chemist dreads.

Understanding Certificates and Testing

Relying on a supplier’s word without independent verification can bite you. Reliable vendors show full COAs—including not just HPLC pure numbers, but data from melting point, elemental analysis, or mass spec. As a chemist, I learned to ask for details, not just the headline percentage. Is that 99.5% based on a single HPLC run, or did they screen for optical purity, water content, and heavy metals? For chiral compounds like this tartaric acid derivative, even “enantiomeric excess” matters because one form might work, and the other could ruin the result.

Regulation, Traceability, and Real Trust

Major regulations such as USP, EP, or JP now demand traceability down to sub-parts-per-million for certain substances. Manufacturers who can track their process steps, raw materials, and supply chain offer more than a simple product: they offer peace of mind. When I’ve worked with suppliers who update certificates with batch-specific data, there’s a sense of security in scaling up an experiment or sending materials for animal studies.

Improving Purity: Solutions and Steps

Many scientists handle slight grade issues by recrystallizing or purifying on their own, trusting glassware and time to clean up a batch. This works but eats valuable hours, and introduces new points for error—no one wants to spend days purifying when a cleaner version exists. Partnering with chemical suppliers who consistently deliver high purity, coupled with detailed documentation, allows researchers and manufacturers to focus on actual innovation rather than troubleshooting. Setting tighter specifications, staying in regular touch with your supplier’s technical team, and cross-checking results with in-house testing all add layers of reliability.

In the end, chasing the best grade of D-Di-p-methyloxyphenyl-tartaric acid isn’t just about percentage points. It’s about creating conditions where each experiment, batch record, and finished product can stand up to real-world demands, regulatory scrutiny, and clinical use.

Is D-Di-p-methyloxyphenyl-tartaric acid available in bulk quantities?

The Hunt for Specialty Chemicals

Chemists, material scientists, and pharmaceutical researchers often run into a familiar roadblock. They design a promising molecule like D-Di-p-methyloxyphenyl-tartaric acid and run some benchtop tests. Maybe they see the expected stereoselectivity or stability. Energy fills the room. Then the question lands: How does anyone get more than a gram or two? That answer changes the direction of a project, especially if the goal isn’t just one neat publication but a step towards pilot scale, production batches, or even regulatory submission.

Why Scaling Up Is Never Just About Quantity

Getting grams in a controlled lab is one thing. Sourcing kilograms marks the difference between ideas that stay on a notepad and ones that might see the market one day. My experience in custom synthesis tells me this: for intermediates like D-Di-p-methyloxyphenyl-tartaric acid, scaling up throws practical hurdles, not just theoretical ones. The route used at a 250-mg scale gets tested under much tougher conditions in a 20-liter reactor. Suddenly, solvent sourcing, waste disposal, and work-up become critical. Suppliers need to show consistency, not just a one-off delivery.

The Supply Chain Challenge

Chemicals like D-Di-p-methyloxyphenyl-tartaric acid pop up in patent literature, batch records, or European Pharmacopeia references. But finding large volumes isn’t just a matter of money. The synthetic pathway often isn’t trivial. Look across catalogs for bulk options—most offer sample-sized vials, maybe 10 grams. Very few global distributors list true bulk amounts available for immediate shipment. Inquiries about larger quantities often involve a lead time of weeks or even custom synthesis arrangements.

From what I’ve gathered talking to colleagues and searching procurement portals, only a handful of specialty manufacturers have the technical capacity to deliver quantities upwards of several kilograms. This usually means a minimum order, custom quote, and more paperwork—definitely not an Amazon-style experience. Direct relationships with capable producers in India, China, or the EU make a difference. Knowing the right intermediates, ensuring no patent restrictions, and confirming purity all play a role in whether a request for a bulk delivery will pay off.

What Science Loses Without Ready Bulk Access

If supply falls short, progress slows or stops. Scientists waste time on sourcing, not science. Startups aiming to scale a new process miss key milestones, and established companies see timelines pushed back by months. The costs go up from extended labor, delays, and the risk of stale data. Trouble sourcing a single intermediate can kill momentum for a promising project.

Routes to Better Access

Better database transparency would help—clear listings of not just catalog holdings but real-time inventory for industrial quantities. Strategic partnerships between research teams and trusted producers build resilience. For anyone seeking to use tough-to-source intermediates like D-Di-p-methyloxyphenyl-tartaric acid, open conversations up front save much heartache. Exploring in-house synthesis for key steps sometimes becomes necessary, but this only succeeds if teams stay honest about time, cost, and safety.

In my own projects, success hinged on a mix of reliable suppliers, open dialogue, and the patience to adapt routes when necessary. Science needs strong supply chains as much as it needs smart ideas, especially for compounds too specialized for off-the-shelf solutions. Access to bulk quantities isn’t just a logistical problem—it shapes how quickly science moves from curiosity to tangible impact.

D-Di-p-methyloxyphenyl-tartaric acid