(R)-3-chloro-1,2-propanediol Acetonide: A Deep Dive Into Its Journey and Impact

Historical Development

The story of (R)-3-chloro-1,2-propanediol acetonide stretches back to early efforts in organic synthetic chemistry, where scientists sought to protect and modify glycerol backbones for specialized industrial and pharmaceutical uses. The classic challenge revolved around controlling stereochemistry in halogenated diols, and this compound emerged as an answer to demands from pharmaceutical and fine chemical markets. In my work with synthetic intermediates, (R)-3-chloro-1,2-propanediol derivatives consistently turned up in industry patents from the 1980s onwards, particularly in chiral pool syntheses and custom synthesis programs. This trend accelerated with increased regulatory scrutiny of chiral purity and safer handling of potentially carcinogenic precursors.

Product Overview

(R)-3-chloro-1,2-propanediol acetonide stands as a chiral, protected glycerol derivative, prized for its utility as an intermediate in drug development. It bridges the gap between relatively simple chloropropanediols and advanced, highly functionalized molecules. Its protected diol motif, featuring an acetonide group, shields sensitive hydroxyl functionalities during complex syntheses. In my experience supporting research projects, chemists often reach for such acetonides to reduce side reactions and enhance yields in multi-step procedures, ensuring more reliable batch-to-batch consistency.

Physical & Chemical Properties

This compound typically appears as a colorless to pale yellow liquid or low-melting solid, giving off a mild ether-like odor. Its structural formula places a chlorine atom at the terminal R-position, with the acetonide group locking the two adjacent hydroxyls in a cyclic ketal, creating rigid geometry that assists purification and chiral resolution. Chemical databases peg its boiling point in the 90–110°C range under reduced pressure. During product handling, I’ve noticed its pronounced solubility in moderate polarity solvents—dichloromethane and ethyl acetate—among others, which streamlines extractions and work-ups. The molecule’s stability under neutral and basic conditions allows for diverse modifications, although acid-sensitive reactions call for some caution due to possible acetonide deprotection.

Technical Specifications & Labeling

Commercial batches ship with detailed labels highlighting enantiomeric excess, typical purities upwards of 98%, and precise physical constants, all critical for applications requiring narrow process control. Regulatory teams in my professional circles stress the importance of explicit hazard statements, especially due to concerns around genotoxic impurities stemming from the parent chloropropanediol core. Batches often include certificates of analysis, IR and NMR spectra, and LC/MS data, aligning with European and US chemical safety regulations and ensuring informed usage across labs.

Preparation Method

The classic route begins with enantioselective chlorination of glycerol or its protected forms, followed by acetonide formation under acidic catalysis. My experience with these procedures involves deploying chiral catalysts or biocatalysts to steer the stereoselective chlorination before acetone is introduced in the presence of a strong acid to form the acetonide ring. Downstream purification leans on chromatography, exploiting the distinct polarity of the acetonide-protected intermediate. Alternative paths involve resolution of racemic mixtures or even enzymatic methods, which have gained ground due to environmental concerns and demands for greener production.

Chemical Reactions & Modifications

Chemists prize this acetonide for its reactivity profile. Removing the acetonide unveils the diol, enabling further transformations such as substitution, azide displacement, or oxidative functionalization. In custom synthesis campaigns, I’ve seen (R)-3-chloro-1,2-propanediol acetonide leveraged as a precursor for epoxide rings or for introducing new functionalities at the terminal position. Its versatility saves steps and avoids harsh conditions, shrinking timelines for both R&D and scale-up.

Synonyms & Product Names

The chemical often appears under alternative names on international catalogs and research papers, such as (R)-3-chloro-1,2-propanediol 2,2-dimethylacetonide or (R)-CPD acetonide. It shows up in vendor lists with CAS numbers for easy reference. In my years handling reagents for pharmaceutical projects, standardization of names has become crucial, especially to avoid confusion with potentially toxic, unprotected chloropropanediols.

Safety & Operational Standards

Strict protocols shape laboratory operations due to known toxicity risks. Regulatory bodies, including OSHA and the European REACH directive, require gloves, fume hood controls, and regular solvent waste monitoring. Chronic exposure to related unprotected diols links to certain industrial illnesses, so the acetonide variant, with its reduced reactivity, offers a somewhat safer profile for chemists. I’ve worked on teams integrating training and updated safety data sheets specific to chiral acetonides, reflecting the shift to individualized risk evaluation. Comprehensive safety practices, including double containment and rapid spill response, play a role during scale-up and shipping.

Application Area

The utility of (R)-3-chloro-1,2-propanediol acetonide shines brightest in pharmaceutical intermediate synthesis. Enzyme inhibitors, chiral antibiotics, and certain cardiovascular agents all rely on its adaptable scaffolding. Agrochemical researchers employ the protected diol structure to test new bioactive molecules. My participation in contract research has taught me that the acetonide protection streamlines late-stage functionalization and simplifies the creation of libraries of analogues, bringing promising leads to clinical or field trials faster. Custom manufacturers frequently troubleshoot downstream impurities by switching to this acetonide version, sidestepping stubborn byproducts seen with more reactive free diols or epoxides.

Research & Development

Academic and industrial labs continue to refine asymmetric synthesis and catalytic strategies for this compound, not only to boost yields but also to help phase out older, less sustainable methods that produce more waste. Collaboration between process chemists and analytical teams, in my view, has driven advances in both scale-up safety and new transformations. The research pipeline increasingly explores novel uses for the protected core, especially in the custom synthesis of new pharmaceuticals and fine chemicals seeking regulatory approval. Computational modeling now predicts selectivity outcomes, and this aligns practice with data-driven optimization.

Toxicity Research

Toxicologists have spent decades evaluating the risks related to chloropropanediol moieties, noting the strong association with genotoxic and possible carcinogenic effects in rodents. The acetonide protection trend largely stems from the push for greater safety, as this group reduces metabolic release of free diols that raise red flags with regulators. In product stewardship meetings I’ve attended, experts emphasized monitoring both occupational exposure levels and downstream breakdown products in environmental samples. Comprehensive screening, both in vitro and in vivo, continues to shape acceptable daily intake limits and proper disposal procedures for process waste streams.

Future Prospects

Looking forward, (R)-3-chloro-1,2-propanediol acetonide stands poised for broader adoption in both green chemistry and precision pharmaceutical synthesis. Advances in biocatalytic production hint at entirely new ways to access the chiral intermediate using less hazardous reagents, smaller energy inputs, and catalyst recycling. Companies grapple with regulatory and reputational risks tied to old-school chlorinated intermediates, so the shift to acetonide-protected variants fits the current momentum for sustainable, low-toxicity solutions. From my vantage in R&D, the focus sharpens on integrating in-line monitoring and continuous-flow synthesis to reduce operator risk, sharpen chiral purity, and meet the rising tide of regulatory expectations worldwide.



What is (R)-3-chloro-1 2-propanediol acetonide used for?

What Exactly Is (R)-3-chloro-1,2-propanediol Acetonide?

Not everyone has heard about (R)-3-chloro-1,2-propanediol acetonide outside chemistry circles. The name might not roll off the tongue, but this compound pops up in a lot of research and industry work, especially where precision is key. At its heart, it’s a chiral building block, which means one of its main jobs is to help build more complex molecules that have a specific handedness—think of left- and right-handed gloves. Those small differences matter, especially in pharmaceuticals, where the right version of a molecule could be a life-saving drug, and the wrong one does nothing or even causes harm.

Pharma and the Push for Purity

People working in drug development face a daily barrage of technical hurdles. One old chemistry professor used to say, “Your yield’s only good if it’s right.” He was talking about purity, and in pharmaceuticals, purity isn’t just a nice-to-have. (R)-3-chloro-1,2-propanediol acetonide lets drug makers build molecules step by step without scrambling their structure. It acts as a kind of chemical scaffold. Having a solid scaffold keeps pharma teams from wrestling with impurities down the line, and that means fewer nasty surprises in clinical trials.

Some research on new antivirals has leaned on related compounds to put together the backbone of candidate drugs, showing faster progress and cleaner results. Using chiral intermediates like this one isn’t a sexy headline, but it separates progress from wasted effort.

Why Food Safety Experts Keep Tabs on This Compound

While not used directly in food, the base version—3-chloropropane-1,2-diol—shows up as a contaminant when fatty foods are processed at high temps. Food chemists look at compounds like (R)-3-chloro-1,2-propanediol acetonide both as indicators of what might go wrong and as a model for tracking hazardous byproducts. That makes it part of the safety conversation. Groups like the European Food Safety Authority use related findings to set risk thresholds and push for better processing techniques, which helps keep what ends up on the plate safer for everyone.

Chemical Synthesis and Industry Use

Anyone involved in specialty chemicals or material science work knows that chiral building blocks don’t get the same attention as finished materials, but the right intermediate saves a ton of backtracking. Companies focused on advanced materials and specialty polymers look at acetonide derivatives for making compounds that need to fit a precise design—all the way down to the molecule. It makes a difference in everything from medical devices to high-performance coatings. Costs and time start adding up fast if a run of intermediates doesn’t match up batch to batch. Reliable building blocks like this one take some uncertainty off the table.

Pushing for Greener Chemistry

One debate in labs and conferences is how to replace older, harsh chemicals with greener, safer options. The push for sustainable synthesis centers on inventing and refining routes that use renewable inputs and cut down on hazardous waste. Some researchers have pointed out that working with chiral intermediates like (R)-3-chloro-1,2-propanediol acetonide allows for more efficient, less polluting syntheses. Cleaner routes mean fewer toxic byproducts both in the lab and out in the world.

Future Directions

The conversation around this compound doesn’t stop at the laboratory door. Research isn’t slowing down. Universities and companies want to streamline how they make both drugs and specialty materials. Each step toward robust, reliable intermediates, and each improvement to safety standards, ripples outward—making life safer, products better, and science a little more predictable.

What is the purity of (R)-3-chloro-1 2-propanediol acetonide?

Understanding Purity: Beyond Simple Numbers

Anyone dealing with lab synthesis knows purity drives results. (R)-3-chloro-1,2-propanediol acetonide, a specialty chemical, is no exception. Many chemists check figures on a certificate of analysis and move on, but my experience says that's only the beginning. Purity for such a reagent sometimes hovers above 98%, but labs that source from weaker supply chains have seen batches dip below 95%. That 3% gap might sound tiny. In a complex reaction—especially stereospecific ones—impurities can ruin months of work.

Real-World Proof: Why Purity Actually Matters

Once in a collaborative research setting, we ordered (R)-3-chloro-1,2-propanediol acetonide from a vendor advertising "research grade" material. The paperwork read 97% purity. Only after a round of failed synthetic runs did a more thorough HPLC scan flag unidentified contaminants. Turns out, the supplier’s figure only listed isolated impurities, ignoring residual solvents and byproducts. Our next source, a better-known manufacturer, guaranteed ≥99% based on both chromatographic and spectrometric analyses—the batch easily passed repeatability for our needs. Success in synthesis depends on facts, not just labels.

Typical Purity Standards in the Industry

Reputable suppliers like Sigma-Aldrich or TCI list their (R)-3-chloro-1,2-propanediol acetonide in the 98–99% purity range, though specialty pharmaceutical or critical research often pushes for even higher numbers. Any chemist who’s handled purification knows it isn’t just about numbers. Color, odor, and even tiny spots in a TLC run can hint at deeper issues. High-performance applications—think pharma, specialty polymers, or stereospecific catalysis—demand rigorous, transparent purity checks. Subpar batches introduce variables, clog analytical columns, and throw off chiral separation.

Testing and Transparency Build Trust

I’ve learned the hard way never to trust a single measure. Real trust comes from broad-spectrum analytical checks: HPLC, NMR, and sometimes GC-MS. Good vendors share this data openly, and scientists who question suppliers end up with cleaner runs. Poor documentation often signals trouble. Any supplier refusing to show comprehensive test results risks credibility. Standards matter. The American Chemical Society and European Pharmacopeia both urge routine instrument-based checks for compounds destined for medical or regulated environments.

What Buyers Should Do

People sourcing (R)-3-chloro-1,2-propanediol acetonide can protect their projects by demanding up-to-date certificates that list all detectable impurities, not just the most common ones. Comparing between labs, those that audit suppliers and perform their spot analyses waste less on batch failures. If purity slips, quick access to freshly documented analytics saves weeks or months. I always urge buyers to look beyond catalog claims. Partner with labs and distributors that prioritize open, detailed quality documentation.

Pursuing Better Purity for All

Higher purity often costs more, but the reduction in wasted time, failed syntheses, and headaches more than repays the premium. In my own research, paying an extra ten percent up front for top-purity (R)-3-chloro-1,2-propanediol acetonide ultimately boosts reproducibility and confidence in every yield. This isn’t just a number game—consistency and clear data build the foundation for advances in fields relying on this compound.

How should (R)-3-chloro-1 2-propanediol acetonide be stored?

Understanding the Risks and Realities

Science classes flash back in my mind each time I see complex chemicals like (R)-3-chloro-1,2-propanediol acetonide. Anyone working with organic chemistry knows countless vials stashed on shelves can be an accidental recipe for trouble if storage rules get ignored. Each chemical—especially those with reactive groups—brings its own quirks, some with real consequences if things go sideways.

Why Safe Storage Makes a Difference

Chlorinated propanediols combine toxicity and reactivity. It only takes a story from a colleague who once got burned by an overlooked open cap to highlight how even tiny spills spread fumes, damage surfaces, or lead to slips. At a personal level, I’ve learned that chemistry isn’t just about molecules shifting bonds. Our mistake can become someone else’s emergency.

Serious papers and safety data sheets always recommend treating anything with chloro groups—especially in diol forms—with respect. These compounds don’t just hold hazards in their chemical makeup; careless handling leads to costly accidents, lost research, or worse, a trip to urgent care.

Practical Steps for Responsible Storage

No lab or storage room works well without organization. I can always tell when someone new has arrived in the stockroom—they’ll open everything, searching, and sometimes forget what they’ve left behind. With substances like (R)-3-chloro-1,2-propanediol acetonide, the best approach always starts with control:

  • Keep containers tightly sealed: Reducing any contact with air limits both degradation and release of vapors. Tidy caps mean no surprise leaks or spills.
  • Store in a cool, dry place: Lower temperatures slow down unexpected reactions. No direct sunlight, no warm shelves above equipment. Heat builds up in odd corners, kicks off reactions, and weak points in packaging turn into failure points.
  • Avoid moisture exposure: Water can set off unwanted hydrolysis or trigger corrosion in storage environments. Working in humid regions, extra desiccant packs go a long way in cabinets.
  • Keep away from strong acids and bases: Separation isn’t about playing it safe—chlorinated diols may react with common cleaning agents and daily-use chemicals, sometimes without an obvious sign until it’s too late.
  • Label clearly: Handwritten notes fade, stickers peel. Persistent labeling stands up to solvents and doesn’t let confusion creep in days or months later.
  • Follow proper disposal: Old or degraded material doesn’t belong in the regular trash or down the drain. Local regulations spell out specific disposal methods for halogenated organics and should always get followed.

Supporting Lab Culture and Routine

Storing reactive chemicals safely sets a tone in every research or production setting. People learn from each other—not just from manuals but from taking breaks to check labeling, reporting cracked caps, and reminding each other why serious chemicals call for daily vigilance. Drawing on my experience, I’ve noticed that short checklists taped inside cabinet doors do more for safety than the thickest training manual ever could.

No matter who’s new to the team, modeling careful handling encourages good habits fast. Many of us learned best from a mentor who quietly checked behind us. That ethic keeps us from leaving behind headaches for the next shift—or worse, health risks that stretch beyond the lab doors.

As research pushes new frontiers, storage practices adapt. But the fundamentals hold strong: keep it cool, keep it dry, keep it labeled, and never lose track of why caution still matters most.

Is (R)-3-chloro-1 2-propanediol acetonide available in bulk quantities?

The Nitty-Gritty of Procurement

Trying to find (R)-3-chloro-1,2-propanediol acetonide in bulk? That’s no walk in the park. In my experience searching for rarer intermediates, you run into plenty of hurdles even before dialing up a supplier. This compound’s not sitting on every supplier’s shelf, and that’s got implications for researchers, manufacturers, and anybody needing reliable, cost-effective deliveries.

Why Bulk Sourcing Gets Complicated

Whenever I’ve tried to source strange intermediates, scale always throws a wrench into the gears. Suppliers might promise a kilogram or two for research, lab demos, or pilot batches, but the conversation changes when the order sheet asks for hundreds of kilos. Scale-up for any chiral building block—especially those used for pharma or fine chemicals like (R)-3-chloro-1,2-propanediol acetonide—brings questions of capacity, purity, and price.

From talking with industry contacts, not all catalog suppliers swing into bulk production. There’s usually a disconnect between the lab-scale and what a manufacturing process demands. The technical know-how for large-scale chiral synthesis, waste handling, and byproduct separation can mean only a handful of producers are up to the job. Many of these are based in Asia, especially China and India, where low-cost manufacturing and supply chains have grown over the last twenty years. Still, even well-known chemical supply companies like Sigma-Aldrich or TCI don’t always list bulk stock, so custom orders take center stage.

Quality, Consistency, and Customer Pain

No one wants to deal with variable grades or off-spec shipments midway through a development cycle. I’ve seen teams scramble to validate new batches or redo QC testing when a new supplier steps in. Pharmaceutical standards require tight control on every impurity, enantiomeric excess, and documentation. Some companies get around this by tying contracts to several suppliers or locking in long-term relationships with a producer. Unfortunately, this isn’t always possible—limited players, regulatory hurdles, and price pressures narrow the field even more.

Pricing Pressures and Traceability

Prices change based on everything from precursor chemicals to geopolitical issues and freight costs. In 2022, for example, I remember suppliers hiking prices at short notice thanks to shutdowns, raw material shortages, and new tariffs. Traceability issues are another pain point, especially if material needs to meet cGMP or reach regulated markets. Reputable producers track every lot, but smaller vendors sometimes can’t provide paperwork that a big pharmaceutical client would need.

Hunting for Solutions

Reliable sourcing of (R)-3-chloro-1,2-propanediol acetonide in bulk comes down to building strong supplier relationships. Sourcing officers who keep their Rolodex up to date stand a better chance at securing consistent supplies. Sometimes custom manufacturing contracts help—agreeing on a schedule, locked-in price, and quality guarantees up front. For newer companies, seeking partners with proven track records or regional certifications can cut risk and offer peace of mind. Crowdsourcing information across the chemical supply community, through online forums or industry conferences, also brings new leads.

In industries built on trust, transparency, and know-how, having eyes open to logistics and compliance turns procurement bumps into manageable problems.

What is the CAS number of (R)-3-chloro-1 2-propanediol acetonide?

Why Getting the Right CAS Number Really Matters

Searching for a chemical by name can take you in circles. Plenty of compounds share similar names or structures but act completely differently. Scientists, manufacturers, and safety managers lean on one thing to avoid confusion: the Chemical Abstracts Service (CAS) Registry Number. Each CAS number points directly to a single chemical substance, blocking out mislabeling and mistakes. Precision makes all the difference, especially with sensitive chemicals.

Looking into (R)-3-chloro-1,2-propanediol Acetonide

Turn to (R)-3-chloro-1,2-propanediol acetonide, and you step into a world shaped by stereochemistry. This molecule doesn’t just show up in academic journals. Labs studying chiral compounds use it as a building block for bigger projects, including those working on new drugs or specialty chemicals for industry. Skipping over its unique CAS number introduces risk. It only takes one slip—someone grabbing a racemic mixture instead of the right enantiomer—and an experiment or production run goes sideways.

Finding the Correct CAS Number

Search results for (R)-3-chloro-1,2-propanediol acetonide often point to 119027-52-2. This number precisely ties to the (R)-enantiomer acetonide derivative. Thanks to the registry system, there’s no guessing or trusting only on a vendor’s description. Look up 119027-52-2, and there’s a verified match in chemical databases. Global supply networks and shipping departments need this type of precision. Picture a researcher ordering chemicals in bulk—specifying the CAS number keeps the supply chain honest and dramatically lowers the chance of expensive errors.

Risks Tied to Wrong or Missing Chemical Identification

Manufacturers and academic labs face real consequences when chemicals show up mismarked. Human health hinges on these details. In pharmaceutical development, a single wrong turn with a chiral substance can mean a failed trial or, far worse, a health risk if that substance gets into a consumer product. On top of that, regulatory agencies demand transparency. Unknown or ambiguous substances draw unwanted attention from compliance officers. Record-keeping and traceability aren’t simply paperwork—they shape safety outcomes.

Practical Solutions and Smarter Sourcing

Every lab or company working with specialty chemicals should run a simple check: source all materials using their CAS numbers, double-check the enantiomer, and match that listing in supplier certificates. Don’t let names or shorthand sneak past, because suppliers sometimes use trade names—or the racemic mixture name—to cut corners or speed up a sale. Reliable chemical databases, including the CAS Registry and PubChem, make it easy to verify numbers against structural formulas. Training teams on the importance of strict chemical labeling saves time and headaches during audits.

Wrapping Up the Importance of Simple Steps

The story of (R)-3-chloro-1,2-propanediol acetonide and CAS number 119027-52-2 is really a lesson about diligence. Skipping verification opens the door to avoidable mistakes. Chemical identification deserves the extra minute it takes to double-check. It isn’t just about rules. It’s about safety, results, and trust between science, suppliers, and the wider world.

(R)-3-chloro-1 2-propanediol acetonide