2-Cyanophenylboronic Acid 2,2-Dimethylpropanediol-1,3-Cyclic Ester: Focusing on Chemistry and Real-World Impact

Historical Development

The journey of 2-cyanophenylboronic acid derivatives began with the race for new building blocks in organic synthesis. Scientists in the late 1980s and early 1990s started looking at boronic acids because Suzuki couplings gave them an edge in forming carbon-carbon bonds. Over the years, chemists turned their attention toward cyclic esters like the 2,2-dimethylpropanediol-1,3 variant. The push came from academic labs, where researchers needed stable, easily handled boronic acid derivatives. They were looking for compounds that survived bench conditions and could withstand humidity—a well-known problem with many boronic acids. By the mid-2000s, patents and research papers documented improved synthetic access and better storage profiles for these cyclic esters, opening new doors for medicinal chemistry teams.

Product Overview

Anyone who’s handled reactive boronic acids knows they tend to be fussy in air and moisture. Creating the 2-cyanophenylboronic acid ester with 2,2-dimethylpropanediol helped chemists sidestep a lot of headaches. It’s easier to weigh, store, and ship compared to its “parent” compound. Chemists get a powder that handles more like a commodity than a specialty chemical. Researchers rely on this ester when charting out multi-step synthetic plans, especially for pharmaceuticals or complex molecular architectures. Its growing popularity traces back to real-world needs in labs: dependability, purity, shelf life, and handling without special equipment.

Physical & Chemical Properties

2-cyanophenylboronic acid cyclic ester typically appears as a white or off-white crystalline powder. Its melting point falls in a manageable range, often landing comfortably above room temperature but below the threshold where handling turns tricky. The molecule offers a stable boron-carbon bond, balanced by the cyclic diol’s bulky structure, which shields the boronic center from hydrolysis. The presence of the cyano group pushes the electron density, slightly tweaking its reactivity in Suzuki-Miyaura couplings and inviting selectivity adjustments in medicinal chemistry syntheses. Low volatility and moderate solubility in most organic solvents round out its physical package, making it practical for a range of conditions in the lab.

Technical Specifications & Labeling

Manufacturers usually provide detailed documentation to ensure labs know exactly what’s on the shelf. Labels list purity—typically above 98%—and give batch numbers for traceability, which plays a big role in research reproducibility. Chemical companies often add standardized safety icons, storage instructions (keep in dry, cool conditions), and hazard statements based on regulatory guidelines. Specification sheets attached to shipments outline melting range, elemental analysis, and solvent residue limits, reflecting the high standards in pharmaceutical and fine chemical supply chains. A quality batch lets research flow without interruptions or ambiguous data, key for anyone testing hypotheses or scaling up reactions.

Preparation Method

Making the 2-cyanophenylboronic acid ester starts with the base boronic acid and the 2,2-dimethylpropanediol. Under dehydration conditions—often by azeotropic removal of water or sometimes a Dean-Stark setup—the diol reacts with the boronic acid, forming a stable five-membered cyclic ester. Researchers sometimes add a catalytic bit of acid, but the reaction tends to run smoothly if the starting materials are dry and the solvents distilled. This procedure avoids the traps of more complex routes, giving a straightforward entry to a protected boronic unit, often in yields high enough that waste concerns stay minimal compared with older protection strategies.

Chemical Reactions & Modifications

The most common use lies in serving as a masked boronic acid—a trick that lets chemists bypass hurdles with air and moisture. Under mild acidic or basic conditions, the ester “deprotects,” releasing the free boronic acid in situ for coupling reactions. The ester remains inert through a wide range of steps, reducing unwanted side reactions and allowing more flexibility in synthesis planning. Researchers have adapted the scaffold, tweaking the aryl ring to tune electronic and steric properties, or adjusting the protecting group to swap out the diol core. These modifications reflect the universal push in chemistry: find a tool, tweak it to fit new challenges, and then test it under fire in drug campaigns or advanced materials synthesis.

Synonyms & Product Names

Chemists searching databases or catalogs run into a flood of names for this compound—2-cyanophenylboronic acid, 2,2-dimethylpropanediol-1,3-cyclic ester, or even commercial labels hinting at the protecting group. Some vendors use systematic IUPAC-style names, while others stick to trade names inspired by the parent boronic acid. This sometimes trips up those ordering for the first time, so double-checking the molecular structure and CAS numbers gives peace of mind the lab won’t end up with the wrong variant.

Safety & Operational Standards

Anyone familiar with laboratory safety protocols knows boronic acid derivatives rarely draw the most severe hazard ratings. The cyclic ester variant poses little acute toxicity risk under standard handling but gets flagged for routine precautions: avoid inhalation, keep dust down, and use gloves when dealing with bulk quantities. Material safety data sheets highlight low flammability, moderate irritancy, and recommend storing dry, away from strong acids or oxidants to preserve sample integrity. Well-run labs keep spill kits and vented hoods ready, not out of panic but as a nod to good practice—especially in places where multiple researchers share space and materials turnover runs high.

Application Area

Pharmaceutical chemists reach for 2-cyanophenylboronic acid derivatives during the development of kinase inhibitors, antivirals, and other drugs relying on efficient cross-coupling steps. The cyclic ester makes assembly lines more predictable, especially for small molecule targets with sensitive groups that might break down in contact with water or air. Beyond drug development, materials scientists have integrated boronic esters into sensors, smart polymers, and responsive gels. The structure’s adaptability lends itself to innovative molecular designs that grab at signals—especially for glucose sensing or as part of self-healing materials. In my own work, swapping out boronic acid variants shaved days off testing cycles in exploratory syntheses and allowed teams to hit productivity targets without revisiting storage issues or dealing with degradation products.

Research & Development

Interest in 2-cyanophenylboronic acid cyclic esters has not plateaued. Research groups continue to chase new coupling partners, faster reaction times, and broader substrate scopes. Chemoinformatics teams dive into databases and machine-learning platforms, hunting for hidden trends in reactivity or toxicity—feeding back to bench scientists for another round of experiments. Regulatory bodies have nudged suppliers toward greener synthesis, focusing on solvent choice and energy consumption. This aligns with wider moves in the industry, where sustainability influences decisions as heavily as yield or cost. Research projects increasingly track both process efficiency and environmental footprints, reminding everyone that chemistry’s future pays attention to more than just the bottom line or reaction scheme.

Toxicity Research

Toxicity assessment shapes regulatory approval and guides use in pharmaceuticals or consumer materials. Research reports indicate the cyclic ester’s low acute toxicity in rodent models—a sharp contrast with more reactive intermediates common in process chemistry. Researchers do watch for the rare side effect—delayed clearance in biological environments or subtle endocrine impacts from boronic residues. Regular updates from toxicological studies land on the benches of pharmaceutical developers, especially as regulators expect more comprehensive profiles before first-in-human trials. As someone who’s followed research from academic benches to regulatory filings, I’ve seen how secondary metabolites or degradation products push chemists to constantly improve cleanup and control strategies.

Future Prospects

2-cyanophenylboronic acid cyclic esters look ready to stick around in chemical research cupboards and manufacturing pipelines. Ongoing improvements in automation put increasing pressure on raw material reliability, and the stability of these esters means scientists spend more time analyzing reactions and less time fussing over stockroom conditions. The demand for modular, selective synthesis keeps fueling research—not just for new pharmaceuticals but also for smart materials and bioactive probes. As digital labs and AI-assisted reaction design pick up speed, these stable, versatile reagents hold even more potential for both classic medicinal chemistry and entirely new applications in diagnostics or responsive surfaces. Looking ahead, the focus will stay on improving accessibility and sustainability for the next generation of developers, with the continued cross-talk between bench, industry, and society shaping every new chapter.



What is the chemical structure of 2-Cyanophenylboronic acid 2 2-dimethylpropanediol-1 3-cyclic ester?

Understanding the Structure

The name 2-cyanophenylboronic acid 2,2-dimethylpropanediol-1,3-cyclic ester packs a punch, especially for folks outside chemistry labs. This compound’s backbone is simple enough—a benzene ring sitting at the center—decorated at the 2-position with a boronic acid group and a cyano group. That’s a lot already. The magic comes from the ester group, made by reacting with 2,2-dimethylpropanediol, which loops around the boron atom to form a tidy five-membered ring. This configuration guards the boron, keeps it from wandering off in unwanted reactions, and turns the entire molecule into a stable, shelf-ready item.

Why This Structure Matters

Anyone who’s mixed chemicals for synthesis knows the struggle: boronic acids can spoil quickly, picking up water from the air or creating messy tars during storage. Locking up the boron in a cyclic ester changes the game. I’ve worked with these compounds myself—uncapped boronic acids crumble even before you’re ready to drop them into a reaction. The cyclic ester behaves better, doesn’t suck up as much moisture, and dissolves easily when the time comes for the Suzuki-Miyaura coupling or any other cross-coupling trick. That means less cursing under your breath in the lab and more consistent results.

What Sets This Compound Apart

There’s a trend in organic synthesis toward reagents that don’t require as much babysitting. This cyclic ester handles storage stress. Inside that five-membered ring, steric hindrance from the two methyl groups on the diol acts like a security detail. It blocks attacks from water in the air, shields the reactive parts until you break open the ring in the reaction flask, and keeps the boronic acid group alive. I remember more than a few projects where regular boronic acids just broke down overnight, while these esters kept on trucking, matching the pace chemists needed for scale-up runs.

Why Pay Attention to Cyano and Boronic Components

The cyano group isn’t just decorative; it opens doors for further chemistry. Chemists rely on this handle to build out pharmaceuticals and complex materials. The boronic acid motif itself fuels the Suzuki reaction—a lynchpin for putting together carbon frameworks in modern medicine. That’s not hype. Around a quarter of the world’s new drugs draw on sequenced reactions using boronic acids like these. The reliability of this cyclic ester format takes away a lot of the old headaches, and that smooth runtime translates directly to successful yields and cleaner products. In high-throughput labs, predictable behavior from one batch to another can make or break a development program.

Tackling Stability and Sustainability

Boronic acids tend to be pricey because of short shelf life and complicated purification. Switching over to cyclic esters means less waste, fewer spoiled batches, and less need for harsh purification. I’ve seen teams cut down hazardous solvent use by leaning into these stable esters and skipping emergency re-synthesis. More predictable shelf life keeps budgets steadier. Plus, better stability limits exposure to reactive boron species for everyone in the supply chain, not just the end-user chemist.

Where Further Solutions Lie

Continued research focuses on greener, more scalable synthesis routes for these esters. Chemists aim for methods that run at room temperature, consume less solvent, and produce high yields of clean product. Academic collaborations with pharma and materials companies keep pushing improvements: simpler purification, modular functional groups, and wider compatibility with automated robotic reaction systems. Cleaner, stable boronic acid derivatives help the entire chemical ecosystem move toward less waste and more reliable science on every scale.

What are the typical applications of this compound in research or industry?

Research Benchmarks

Sodium hydroxide often shows up in research labs for one big reason: breaking stuff down. Chemists use it to test how different compounds hold up under strong bases. I’ve seen it used to scrub glassware that looked like a tough job for simple soap and water. Students in college labs quickly learn to respect it. In molecular biology, researchers use it to “lyse” cells—basically, they use sodium hydroxide to pop apart cell walls so they can get at the DNA inside. It’s direct and reliable, and the main risk is splashing.

In analytical chemistry, sodium hydroxide can trigger reactions that let scientists measure how much of a substance exists in a sample. The process, called titration, means you add just enough sodium hydroxide until a reaction changes color. Counting how much you added tells you a lot about what’s hidden in water, food, or soil. Water test kits rely on this trick—no lab coat needed. I ran these titrations myself, learning to watch for that exact shade of pale pink signaling the endpoint.

Industry Workhorse

Vast amounts of sodium hydroxide power factories. Making paper relies on it; the pulp and paper industry relies on sodium hydroxide baths to turn wood chips into the soft, white stuff people use all day. Textile companies go through barrels of it to treat cotton fibers, producing clothes that last longer and feel smoother. On job sites, construction crews lean on it in cement, helping control how quickly the material sets. Plumbers handle clogs with commercial drain openers that pack a punch thanks to sodium hydroxide.

Soap and detergent factories produce billion-dollar goods thanks to this base. Soap making looks like an art, but at heart, it’s a quick reaction between animal fats or vegetable oils and sodium hydroxide. This process goes back hundreds of years, but modern equipment speeds it up and makes the results safer and more appealing. My local soap shop boasts about “lye soap”—they’re really talking about sodium hydroxide—but they don’t often mention how crucial safety goggles are during those first minutes.

Food processors use carefully calculated amounts to get pretzels’ glossy brown crusts and crispy textures. The right dip gives that deep flavor people chase in bakeries. The industry also turns to sodium hydroxide for cleaning everything from milling machines to bottling lines, where it slices through layers of organic residue that would block up other chemicals.

Public and Environmental Health

Cities depend on sodium hydroxide to purify drinking water. Treatment plants add it to control acidity and trap heavy metals that would cause problems if left unchecked. It proves essential in dealing with industrial waste, allowing engineers to neutralize acidic byproducts before releasing water back into the environment.

Safety always comes into play. Training and protective gear stay front and center whenever employees handle sodium hydroxide. Many workers talk about the stinging sensation if even a tiny bit splashes onto skin. The risks drive home the fact that simple precautions—thick gloves, eye protection, basic chemical education—make all the difference.

Product labeling and clear instructions on containers help regular people avoid serious accidents in home workshops or kitchens. Anyone who’s poured lye into water (never the other way around) sees the importance of following directions—steam can shoot up and cause burns.

Looking Forward

Each year brings more questions about safer substitutes and greener production. Researchers and industry leaders keep searching for ways to reduce waste and energy use, especially as demand for sodium hydroxide keeps rising globally. New tools and automation offer promises to lessen risks to workers and the planet, while keeping time-tested applications front and center.

How should 2-Cyanophenylboronic acid 2 2-dimethylpropanediol-1 3-cyclic ester be stored and handled safely?

Understanding the Risks in the Lab

Working with chemicals in the lab brings more than the challenge of balancing equations or handling glassware. It often means dealing with substances that could impact health and safety if used carelessly. This ester — a mouthful even just to say — brings specific risks you can’t ignore. I’ve spent enough time in research settings to know that neglect starts with small shortcuts and ends with big problems. Whether a compound is exotic or routine, it only takes a moment of carelessness for trouble to start.

Keeping Chemicals Stable and Secure

Storage matters. This ester fares poorly in humidity or high temperatures, which leads to breakdown or even pressure build-up in a closed bottle. Once, I saw a container left out, crystals forming at the cap, and others learned from that mistake. The best option? Use an airtight, clearly labeled bottle and keep it in a cool, dry spot. The fridge or a ventilated chemical cabinet gives both temperature and ventilation control. Fluctuations in the lab environment happen all the time, but this compound rewards those who avoid them.

No one likes running out of space, yet cramming bottles together means accidents are just waiting. Keep incompatible chemicals separated. Boronic esters and strong oxidizers or acids don’t mix — literally. The reaction can turn hazardous before you realize what happened. Good labeling prevents confusion and helps new lab members or less-experienced coworkers avoid mistakes. I always double-check our shelves for missing or faded labels, and it’s a habit worth picking up.

Personal Protection for Everyday Use

Splashy headlines about chemical burns aren’t fiction. Real accidents start with someone wearing the wrong gear or rushing through procedures. The right protection — gloves, goggles, even a lab coat — shields against spills or contact. Powdered gloves can lead to skin irritation, so nitrile types tend to work best. This ester will irritate eyes or skin on contact, and inhaling dust or vapor creates respiratory risks.

Work with it in a fume hood, not on an open desk. The temptation to skip the hood because “it’s only a quick measurement” doesn’t outweigh the possible exposure. Small amounts of dust can end up spreading, especially if there’s a breeze next to the balance. Simple habits like washing hands after handling chemicals keep accidents away from lunch breaks or phone screens.

Dealing with Spills and Waste

One spill on a crowded Monday morning sticks in memory. Immediate cleaning means less risk to others and no buildup of noxious vapors. Keep spill kits within reach — not boxed up in a corner — because speed matters. Absorbents work well for dry and wet messes, but always dispose of cleanup materials as hazardous waste. Don’t dump in the sink. I remember one time someone did, and the resulting lecture was a lesson in waste management few forgot.

Building Better Habits

Learning from each other creates a safer environment all around. Chemical safety is a group habit, built through sharing experiences and modeling good practices. I take time to tell new students about the mistakes I’ve seen, so they’re not doomed to repeat them. Planning ahead, keeping good records, and treating every bottle with respect will protect both people and research.

What is the purity and available packaging sizes of this product?

Purity: Why It Matters

If you work in manufacturing, research, or medicine, you notice that small impurities in a product can cause big headaches. A chemical with a 99% label often signals trust, but a difference of one percent can change results in the lab or performance in the factory. Many industries choose products with the highest purity available because those tiny differences affect everything from safety to efficiency. Low purity may mean more contaminants, which can disrupt entire production lines or introduce variance in experimental data. Some labs seek out 99.9% or higher, especially in pharmaceuticals or electronics, where even the smallest impurity can throw off precise measurements or damage delicate equipment.

Claims about purity usually tie back to analytical certificates, lab results, and method validation. The best suppliers share third-party test results or batch-specific certificates. This isn't just paperwork—it's a way to avoid disruption or costly clean-ups. It’s also about consumer safety. In the food and supplement industry, contaminated or low-purity ingredients have caused recalls and lawsuits that damaged reputations. High purity reduces these risks.

Available Packaging Sizes

Packaging isn’t just about saving space or keeping dust out. If you’ve ever needed just a gram, you know how frustrating it feels to purchase only in large containers. Most companies offer a range of packaging, usually small sample vials (sometimes as little as 1 gram or 5 grams) for research, and larger jars, drums, or sacks for industry. For example, in my experience sourcing reagents, the same product might be available in a 25-gram jar or a 25-kilogram bag. This makes sense: a university might test a new idea with a tiny batch before scaling up production.

Some buyers look for bulk packaging to cut down on plastic or reduce shipping costs. Others want small quantities to avoid waste or keep materials fresh. For chemicals that may degrade over time, smaller containers keep shelf-life concerns at bay. On-site observations at chemical plants and pharmaceutical facilities confirm that split shipments or custom sizes can avoid waste and storage headaches.

There’s a growing demand for sustainable and user-friendly packaging options. Some firms now offer recyclable containers, or packaging that doubles as a storage unit after opening. Too many specialty suppliers still use single-use plastics with no recycling plan, so buyers are starting to push for eco-friendly options. Bulk options often come in fiber drums or lined sacks, which also address safety guidelines for hazardous materials.

Practical Problems and Possible Solutions

People in labs, factories, and pharmacies face obstacles when purity information or packaging details aren’t clear. Orders arrive without up-to-date certificates, or the product comes in sizes that don’t match the shelf space or planned usage. Sometimes, regulations call for smaller sizes for hazard control, but suppliers overlook those needs.

The best progress comes from clear communication and real transparency. Before ordering, ask for batch-specific test results. Check if the supplier sources from reputable labs and follows established standards like ISO or FDA guidelines. For packaging, firms should offer size flexibility and consider practical shelf-life issues. Buyers can also request eco-friendly alternatives, or split shipments by planned use rather than one big order.

Reliable information about purity and packaging options isn’t a bonus—it drives quality and safety. As consumers and companies speak up, industry standards are improving, and those who follow best practices end up trusted by everyone depending on their products.

Are there any specific hazards or precautions associated with using this compound?

The Real-World Impact of Chemical Hazards

Every day, people work with chemicals that carry hidden risks. Open a bottle without thinking, skip reading a label, and damage can happen quickly. Take strong cleaning solvents, for example. Fumes hit the back of your throat, eyes start burning, and even a small spill can leave a rash. The hazards with certain compounds go far deeper than a warning sign.

Breathing in dusts or vapors has sent many to the emergency room, not always from dramatic explosions or fires but often from simple mistakes—poor ventilation or bare hands. One friend learned the hard way with an acid spill on unprotected skin. It burned straight through clothing before he could rinse it off. He still keeps the scar.

Why Labels and Data Sheets Matter

Ignoring the safety datasheet is like crossing a highway blindfolded. The paperwork isn’t just red tape—it lists dangers you won’t see. Some chemicals catch fire from just a spark. Some mix with water and release poisonous gas. A label telling you “corrosive” or “oxidizer” means take extra steps: wear splash goggles, double-check those gloves, and don’t eat your lunch at the bench.

Precautions That Make the Difference

People ask if it’s overkill to wear gloves for everything. After years in both labs and workshops, the regret never comes from being too careful. Eye protection blocks splashes. Gloves mean no worries about chemicals under your fingernails. For powders known to harm lungs, even a basic paper mask can mean avoiding a cough that lingers for weeks.

Training shouldn’t be a box to check. A rushed demo leaves big gaps. Someone who knows what to expect from a chemical notices the yellow warning sign, stores it away from heat, and doesn’t mix it down the sink. In storms or power outages, safe habits keep everyone out of trouble.

Environmental and Community Concerns

Years ago in our town, a single misplaced drum of solvent leaked into groundwater. Families worried about their well water for months. Chemists and engineers point out: proper storage, up-to-date containers, and quick clean-ups matter not just at work but everywhere these products turn up. Bad disposal today lingers for decades in someone’s backyard.

What Genuine Safe Practice Looks Like

People working with chemicals don’t have special powers. They follow procedures built by those who came before, learning from close calls and tragic mistakes. Double-checking labels and storage rules, running vent fans, or using chemical spill kits becomes second nature. Once a chemical reaction started heating up too fast in my own research, a fire blanket and a practiced response meant the experiment was ruined, but nobody left the room hurt.

Staying safe around chemicals means respecting them. Even something simple like hand soap in a new industrial formula comes with instructions. Ignoring precautions out of impatience or overconfidence only leads to accidents big and small. Respecting the risks, using the correct gear, and reading instructions from reliable sources keeps everyone safer—at work, at school, and at home.

2-Cyanophenylboronic acid 2 2-dimethylpropanediol-1 3-cyclic ester