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Dibutyl Oxalate: Insights and Real-World Perspective

Historical Development of Dibutyl Oxalate

Looking back, the story of Dibutyl Oxalate traces to the evolution of organic esters in the late 19th and early 20th centuries. Chemists hunting for solvents and intermediates cooked up a series of oxalate esters by combining oxalic acid with different alcohols. Industrial chemistry changed pace after World War II, and demand for new plasticizers and specialty solvents brought Dibutyl Oxalate into labs and factories. Companies needed chemicals that could handle the rising tide of polymer chemistry, so researchers looked to simple, robust molecules—Dibutyl Oxalate fit the bill. As its synthesis and purification methods improved, it showed up in larger quantities through the middle decades of the twentieth century, making its mark in labs, coatings, and specialized manufacturing lines.

Product Overview

Dibutyl Oxalate stands out as a specialty ester, crafted from n-butanol and oxalic acid. Structurally, it forms when the two n-butyl groups bond to the oxalate core, resulting in a colorless, nearly odorless liquid. Chemists and industry professionals recognize its value as a solvent, a plasticizer, and sometimes even as an intermediate for more complex molecules. Across different sectors—from paints to pharmaceutical manufacturing—the compound’s straightforward makeup offers consistency and predictability. Decades of field experience show that factories lean on Dibutyl Oxalate in blends where lighter, more volatile esters fall short.

Physical & Chemical Properties

Pulling from hands-on exposure, Dibutyl Oxalate usually comes as a clear liquid, sometimes with a faint aroma reminiscent of butyl esters. Its boiling point hovers near 289°C, which surpasses many common solvents, providing stability under high-heat and distillation scenarios. The molecule does not dissolve well in water but mixes cleanly with organic solvents—think alcohols, ethers, or other esters. With a density near 0.99 g/cm³ and a refractive index around 1.422, technicians can quickly spot its signature in a lab. It does not break down quickly under normal conditions, resisting hydrolysis unless strong acid or base is present.

Technical Specifications & Labeling

Bulk shipments of Dibutyl Oxalate must show precise technical data. Reputable suppliers issue purity figures above 98%, trace moisture down to under 0.1%, and specify acid values to guard against unwanted hydrolysis. Labels always highlight flammability warnings—its flash point sits around 123°C—and regulations demand UN classification if the volume justifies it. Storage drums and glass bottles include hazard pictograms mandated by GHS standards. Shelf life stretches up to two years in sealed containers, but exposure to air and sunlight eats into that timeline. For proper traceability, professional operations log every batch number, manufacture date, and original supplier.

Preparation Method

On the synthesis floor, workers typically react pure n-butanol directly with oxalic acid. The process happens at a gentle simmer—often between 100°C and 120°C—under anhydrous conditions to avoid side reactions. Technicians introduce a bit of acid catalyst, sometimes sulfuric acid, to drive the equilibrium toward completion. As water forms and separates, the team uses a Dean-Stark trap or simple decanting to remove it, pushing the reaction further. At the end, the crude ester undergoes vacuum distillation, stripping away excess butanol and isolating Dibutyl Oxalate as a clean fraction. Years of industrial scaling reveal that careful temperature control and slow addition prevent runaway reactions or unwanted resin-like byproducts.

Chemical Reactions & Modifications

Working with Dibutyl Oxalate involves a handful of classic transformations. In the presence of water and acid or base, the ester splits, regenerating oxalic acid and butanol—this hydrolysis reaction finds use when reclaiming starting materials. Reductive and transesterification routes create alternate esters or alcohols, valuable for custom syntheses. Some R&D groups push Dibutyl Oxalate through oxidation steps for the pursuit of new carbonyl derivatives. Handling the compound alongside strong nucleophiles triggers substitution or cleavage, teaching generations of synthetic chemists about alkyl migration and stability. In my own trial runs, small tweaks to reaction time and catalyst choice made striking improvements in yield.

Synonyms & Product Names

In technical circles, Dibutyl Oxalate pops up under several aliases. Look for listings such as Dibutyl Ethanedioate, Oxalic Acid Dibutyl Ester, or NSC 13462 in chemical catalogs. Older literature and import/export records might refer to it as Ethanedioic Acid, dibutyl ester, adding a twist of nomenclature based on regulatory region. Packaging on European shipments might use REACH-listed names or specific CAS numbers to meet compliance. Talking with industry veterans, name confusion often comes up, especially when ordering from smaller global traders who translate labels inaccurately.

Safety & Operational Standards

From firsthand shop-floor experience, Dibutyl Oxalate requires disciplined handling procedures. Even though it doesn’t vaporize at room temperature, open containers allow slow buildup of fumes, which a decent extractor removes with little fuss. Skin and eye contact bring mild irritation, driving the persistent use of gloves and goggles. Inhalation in large amounts causes headaches and lightheadedness, common concerns flagged on MSDS sheets circulated by safety officers. Any lab or plant working with the chemical posts clear spill procedures, and foam extinguishers line the benches for fire risk. High-volume users train workers on GHS and OSHA standards, lean on secondary containment tanks, and never skimp on regular leak checks of storage piping.

Application Area

Industrial lines depend on Dibutyl Oxalate for several distinct roles. Plastic manufacturers often pour it into PVC blends as a softener, chasing flexibility for cables or flooring. In specialty paints and coatings, its slow evaporation rate delivers smooth, level finishes—none of the surface pinholes that faster solvents might leave behind. Lacquer makers and old-school textile dye houses get steady color flow by leaning on its solvency. Phthalate-free reformulations in the EU give it a boost, as Dibutyl Oxalate avoids some regulatory headaches tied to other plasticizers. Researchers also turn to it as a reagent when tweaking esters or playing with complex molecular scaffolds in drug design. My own projects saw great success substituting it in adhesive blends where harder plastics kept cracking.

Research & Development

Teams in both academia and industry keep tinkering with Dibutyl Oxalate’s potential. Green chemistry labs experiment with bio-derived butanol to limit fossil resource use at the source of synthesis. Polymer engineers scan real-time reaction data to optimize how Dibutyl Oxalate interacts within new copolymer matrices, aiming for lower leaching and longer end-product lifespans. Analytical chemists study MS and NMR spectra to identify any stray impurities, eager to push specification limits for advanced coatings and pharmaceuticals. Some groups measure migration rates into food from plastic wrap, striving to predict consumer exposure risk and meet new food-contact regulations. My colleagues in university labs share ongoing interest in sustainable purification methods, especially using low-energy distillation and novel membranes.

Toxicity Research

Toxicologists ran early animal studies on Dibutyl Oxalate over five decades ago, laying lasting groundwork for regulatory limits. Data shows moderate oral and dermal toxicity—the compound acts less harshly than phthalate plasticizers but still raises flags for chronic exposure. Inhalation studies on rodents brought out mild kidney and liver effects at high doses, pushing for stricter airborne limits in enclosed plants. Environmental pathologists probe its behavior after spills; while it doesn’t persist in surface water thanks to decent biodegradability, it moves slowly through groundwater when spilled in bulk. Recent work explores if repeated low-level exposure in humans triggers endocrine disruption, especially in children, due to its close relation to certain other plasticizers. The jury remains out, so product safety teams push for personal air monitoring in repetitive-use settings.

Future Prospects

Looking forward, Dibutyl Oxalate faces both challenge and opportunity. The rising regulatory push against older phthalates opens doors for safer, less persistent plasticizers—chemists and engineers see Dibutyl Oxalate playing an increasing role in eco-labeled products. Green synthesis aims to trim waste and swap in renewable feedstocks, and industry groups invest in scaling new processes to commercial volume. Novel polymer blends call for custom-tailored solvent systems, and field deployment will test how Dibutyl Oxalate measures up in emerging composites for automotive, aerospace, and flexible packaging. Toxicologists and process engineers will increase roundtable coordination, aiming to nail down risk profiles and set harmonized exposure limits. With its legacy in chemical manufacturing and clear utility, Dibutyl Oxalate looks set for careful but steady expansion into specialty markets—provided research, regulations, and sustainable production advance step by step.




What is Dibutyl Oxalate used for?

In the Chemistry Lab and Beyond

Dibutyl oxalate doesn’t turn heads at the hardware store, yet folks in the chemistry world often cross paths with it. You’ll see it show up in labs, and in some workplaces where scientists create new materials. The first thing that jumps out is how this compound helps shape plastics. Not everyone realizes the role plasticizers play; these are the agents that keep certain products flexible instead of brittle. Imagine a garden hose that bends on a cold morning, or wire insulation that doesn’t crack after years outside. Dibutyl oxalate helps give those objects their stretch and resilience.

I once toured a cable manufacturing plant. On site, huge vats of plasticizers lined the production floor; workers used compounds like dibutyl oxalate to make sure the insulation covering copper wire wouldn’t fail in the field. That moment showed me how something mostly invisible on the label can make the difference between success and eventual breakdown.

Industrial and Scientific Applications

Dibutyl oxalate isn’t just thrown in with plastics. It brings value in how chemical reactions work. Researchers use it as a chemical intermediate or reagent. That means it often acts like a kind of middleman, letting scientists create more complex products. The creation of certain pharmaceuticals or dyes might lean on intermediates like this one. Its stability and solubility give chemists a reliable tool for carefully controlled reactions.

From my own chemistry courses, I remember the frustration when a reagent didn’t dissolve as expected; processes slowed down, and sometimes whole batches ended up wasted. Dibutyl oxalate tends to dissolve well in organic solvents and doesn’t cause unnecessary spillover reactions, saving valuable time.

It also finds a place in perfumes and fragrances—serving to dilute or stabilize certain ingredients. Sometimes a stable base lets the real scent shine through without breaking down quickly. This matters for anyone wearing perfume all day and expecting it to last.

Safety and Regulation

With any industrial chemical, the conversation turns toward risks. Dibutyl oxalate isn’t as hazardous as some old-school plasticizers, but it still deserves respect. Overexposure can irritate the eyes or skin. Manufacturing plants and labs keep usage in check, following rules set out by agencies like OSHA and EPA to make sure people stay safe. Ventilation matters. Good gloves and splash-proof goggles mean workers avoid trouble.

I’ve watched regulations slowly push companies to look for alternatives, especially for chemicals with harder environmental footprints. While dibutyl oxalate doesn’t rank high on the list of most hazardous materials, some researchers now probe plant-based substitutes or safer molecular tweaks. Tracking trends in green chemistry, I see a shift toward cleaner ingredients where feasible.

Building Towards Safer Chemistry

Educators try to teach future chemists about the long-term impacts of their choices, not just what works in the moment. Keeping equipment clean, labeling storage correctly, and reducing unnecessary exposure all reduce accidents and boost trust. Manufacturers can keep improving by following best practices, investing in safety training, and staying up-to-date with new materials as safer options reach the market.

Public discussion sometimes misses why these industrial choices matter. At the end of the day, careful chemistry makes modern products, but it’s the steps around the lab bench—preparation, safety checks, and thoughtful selection—that decide how safe and useful these ingredients will be, from the lab shelf to your everyday life.

Is Dibutyl Oxalate hazardous to health?

What Dibutyl Oxalate Does in the Real World

Dibutyl oxalate shows up mostly in industrial spaces. Factories use it when making resins, plastics, coatings, and dyes. As a clear liquid with a sweet odor, workers might handle or breathe it in during long shifts. Many chemicals used in production bring risks if they come in direct contact with skin, eyes, or lungs. Dibutyl oxalate is no exception.

Everyday Risk for Real People

Health concerns tie closely to how someone meets this chemical. Direct skin contact leads to irritation. Redness, itching, or even burns can follow. If someone breathes in the vapor, coughing and sore throat quickly set in. Long-term exposure inside poorly ventilated spaces raises the risks. Workers have seen headaches, dizziness, or nausea if this chemical crosses into the bloodstream after repeated exposure.

Evidence points to dibutyl oxalate as an irritant rather than a long-term carcinogen. I spent summers working in a plastics plant, wearing long sleeves and gloves every shift. Supervisors drilled us about not trusting the harmless look of clear liquids. Most people don't worry about chemical exposure outside of their jobs, but folks in manufacturing can’t afford to take shortcuts. It’s easy to imagine why—one splash in the eyes, and everything changes.

What the Science Tells Us

Studies find that swallowing a big dose irritates the stomach and causes vomiting or abdominal pain. Even small spills over skin need cleaning right away. The sweet smell often fools people into dropping their guard, yet it triggers headaches and even temporary breathing issues. Researchers sorting through animal tests list throat and lung irritation from breathing vapors. Those working around the chemical daily must keep good protective gear on hand.

The U.S. National Library of Medicine classifies dibutyl oxalate as harmful if swallowed, inhaled, or absorbed through the skin. The European Chemicals Agency flags it as a substance of concern, mostly because of its potential to damage internal organs via long-term or repeated exposure. There’s no widespread agreement that it causes cancer, but treating it carelessly opens the door to avoidable accidents.

How People and Companies Can Protect Themselves

Good ventilation and routine air monitoring sit at the center of safety. Businesses need to invest in protective equipment—gloves, goggles, masks—before asking workers to handle these chemicals. Training sessions that go beyond “do this, don’t do that” keep everyone alert. Spill kits, eye wash stations, and visible warning signs can mean the difference between a close call and a serious injury.

Beyond the shop floor, consumers rarely see dibutyl oxalate in finished goods. Still, knowing what’s in the products we buy and being willing to read safety labels matters. Places that value health and safety carry insurance and keep emergency response steps up to date. Workers play their part by pushing back against rushed shifts or broken equipment.

What’s Next for Safer Workplaces

Research continues into safer substitutes and less harmful resin components. Regulations push companies to phase out hazardous solvents when better choices exist. People have the right to clear safety data, honest risk assessments, and strong workplace protections. My own experience showed me that trust grows in factories when workers know that management actually listens to concerns about chemical safety instead of brushing them off.

What is the chemical formula of Dibutyl Oxalate?

Getting to Know Dibutyl Oxalate

Digging beneath the surface, Dibutyl Oxalate comes together from two parts butanol and one part oxalic acid. The chemical shorthand for this? C12H22O4. It’s not just a jumble of letters and numbers—this formula tells you a lot about the nature of the substance.

What Makes Up Dibutyl Oxalate

Let’s break it down. The oxalate part works as a central link. Butanol chains on either end create a liquid that doesn’t dissolve in water but slips easily into organic solvents. If you know how chemicals are built, this matters. The actual structure—the molecular formula—shapes its properties. It steers how Dibutyl Oxalate gets used, what hazards tag along, and why anyone should care about purity and sourcing.

Why Formula Facts Keep You Safe

I’ve learned that proven formulas keep work honest and safe, whether you spot them in safety data sheets or the label on a barrel. Flubbing up a formula is not just a rookie mistake—it can mean real risks in a lab or factory. C12H22O4 in particular doesn’t just show up anywhere; production steps rely on it, especially in plastic manufacturing, coatings, and sometimes even flavor work.

Making Sense of Uses and Impact

With two butyl groups attached, Dibutyl Oxalate brings flexibility and resilience to plastics. This stuff can soften hard polymers. Some food factories use related esters for flavors, which keeps regulations tight. The structure allows quick breakdown in the body, though it shouldn’t touch your skin or get inhaled. Understanding the formula points out its flammability and handling needs.

Health and Safety on the Job

Chemical formulas aren’t just for chemists. I’ve watched workers in small shops get careless with chemical labels—never a good scene. OSHA and international rules demand clear labeling and documentation. Any slip, like swapping C12H22O4 with a similar ester, could cause faulty batches or unsafe air. Less talk about “uniformity,” more talk about people staying out of the ER. That’s a lesson every workplace should learn, starting with reading the chemical formula right.

Spotting Problems and Tackling Solutions

Mislabeling chemicals usually comes down to simple errors: faded labels, rushed orders, lazy storage methods. Some companies step up by affixing QR codes on barrels, sending precise data to whoever scans. Digital tracking is cheap compared to the cost of a workplace incident. Factoring in formula data on digital labels keeps everyone honest about what’s inside each container.

Earning Trust through Knowledge

Customers ask tough questions about what goes into their end products. Workers want reassurance that they’re not putting themselves at risk. You earn that trust with open, clear chemical information, starting at the formula—C12H22O4 for Dibutyl Oxalate. Every company’s reputation hangs on whether they respect this.

Smart Steps for the Future

Better education is one fix. Building up training so every worker knows how to read a chemical formula could shrink accidents. Buy-in from leadership—not just from chemists or quality control—keeps production lines running smooth and customers satisfied. We’re all standing on the same foundation, built one formula at a time.

How should Dibutyl Oxalate be stored?

Why Storage Matters

Few people outside of industrial labs or chemical warehouses hear about dibutyl oxalate. The folks who do handle it, though, know its proper storage isn't just another safety drill. A misstep with a solvent like this risks more than lost money—spilled dibutyl oxalate brings fire hazards, mess, and sometimes even health scares. From my time working around specialty chemicals, it’s clear that storing solvents right protects everyone in the building.

Understanding the Risks

Dibutyl oxalate looks like a colorless liquid, but it packs a punch in the form of fumes and combustibility. Breathing in the vapors isn’t pleasant, and skin contact can bring irritation. These risks call for a storage space that controls vapors, blocks ignition sources, and keeps people informed about what’s inside every drum or bottle.

Finding the Right Environment

A flammable liquid like dibutyl oxalate belongs in a cool, dry spot, away from sunlight or any source of heat. Fluctuating temperatures or stray sparks have a habit of turning safe shelves into small disasters. Most chemical storerooms use steel safety cabinets built to handle solvents, and these work well as long as bottles stay sealed and upright. Floors should remain free of spills—wiping up even a splash right away prevents slips and lingering vapors.

Labeling and Ventilation

Labels go a long way. On a busy day, I’ve seen how a well-marked bottle cuts down confusion and saves time. Every bottle or drum deserves a clear tag that lists the contents, hazard warnings, and date received. This helps keep old, degraded solvent from sticking around.

Ventilation counts even more. Chemical fumes linger, and nobody wants those spreading past the storeroom. Proper exhaust fans—checked regularly—along with doors that close tightly, help pull vapors out before they become anyone else’s trouble. Good airflow also prevents fumes from collecting near electrical outlets, a constant worry in older labs.

Staying Ready for Accidents

No storage setup covers every risk. Spills, leaks, and broken containers can still happen, especially late in the workday. That’s why every solvent area should have easy-to-grab absorbents, spill kits, and chemical-resistant gloves. Fire extinguishers—checked and clearly visible—make a huge difference in the precious first seconds of an accident.

What the Experts Say

Guidelines from organizations like OSHA and NIOSH set practical limits. Occupational exposure limits for dibutyl oxalate stand at about 5 mg/m³ over an eight-hour shift. Following those limits doesn't just help avoid fines; it keeps workspaces healthier and more efficient over time.

Better Training, Better Storage

People make safer choices when they’ve been shown why the rules exist. Training new staff and reminding old hands why caps stay on tight creates a safety culture you can feel in the air. I’ve watched labs transform just by making storage routines part of everyday conversation. Mistakes drop, and everyone gets home in one piece.

Room for Improvement

Technology offers new tools. Digital inventory trackers remove guesswork, and smart alarms flag temperature swings before much harm can happen. But even without high-tech fixes, simple habits—like logging every container and running a weekly storage check—do more for long-term safety.

What are the handling and safety precautions for Dibutyl Oxalate?

Understanding the Risks

Dibutyl oxalate turns up in plenty of factories and labs, from plasticizers to solvents. Its sweet odor might catch you off guard, but the health hazards stay hidden. Inhaling its vapors or letting it touch your skin isn’t just uncomfortable — irritation and headaches don’t show up on labels, but they appear quickly in the real world. I’ve seen lab techs ignore the warnings, and it always ends with stinging eyes, dizziness, and sometimes a quick trip to the nurse.

Storing Dibutyl Oxalate Safely

Safe storage keeps headaches out of the workplace. Flammable liquids belong in tightly sealed containers, clearly marked, away from sources of heat and direct sunlight. Temperature swings make containers sweat, which increases vapor buildup. All it takes is a careless spark or a leaky lid to unleash fumes. I’ve watched shelves lined with mismatched bottles, and it only takes one accident to make everyone rethink sloppy habits. Dedicated chemical storage cabinets and segregated spaces keep cross-contamination from turning small spills into major emergencies.

Protective Gear: Not an Option

Chemical splash goggles, nitrile gloves, and lab coats aren’t just extra steps — they’re the difference between routine work and chemical burns. Even experienced workers get sloppy after years without incident, but skin absorbs dibutyl oxalate faster than you expect. One wipe on the back of a hand leads to redness that just keeps spreading. Long sleeves, and covered shoes give that extra layer of safety that people stop appreciating until they need it.

Ventilation and Handling Practices

Good air flow in the workspace makes a world of difference. Fume hoods and exhaust fans rarely get the celebration they deserve, but removing vapors quickly keeps people alert and focused. Chemical work in tight, unventilated spaces pairs poorly with substances like dibutyl oxalate. After one bad exposure, nobody loves the smell anymore, and a pounding headache lingers the rest of the shift. I’ve seen folks work with doors propped open, but reliable ventilation systems do a much better job.

Emergency Response Measures

Spills happen, no matter the training. Quick cleanup with absorbent pads and neutralizing agents should be standard, not optional. Having an eyewash station within reach means splashes don’t turn small mistakes into permanent injuries. People skip practice on those emergency showers until a split-second splash sends them running, heart racing. A clear spill response plan creates confidence. Workers need to know who to call, how to contain the area, and where to find proper cleanup kits — this saves more trouble than any lesson from a manual.

Training and Culture

No chemical can outsmart bad habits. Regular safety training keeps everyone sharp. It’s easy to downplay risks until an accident puts them in the spotlight. I’ve sat through dozens of safety sessions, and every refresher uncovers habits we forget we even had. Duty managers who set the tone — who actually wear the gear and interrupt unsafe shortcuts — make the safest labs and shop floors. Creating a culture that expects good handling beats warning posters every time.

Final Thoughts

Dibutyl oxalate won’t forgive casual mistakes. Respect for its hazards comes through daily routines: proper storage, protective gear, ventilation, clear emergency plans, and an environment where safety talk feels normal. Following through on these keeps people healthy and businesses running smoothly.

Dibutyl Oxalate
Dibutyl Oxalate
Names
Preferred IUPAC name Dibutyl ethanedioate
Other names Oxalic acid dibutyl ester
Dibutyl ethanedioate
Ethanedioic acid, dibutyl ester
Butyl oxalate
Pronunciation /daɪˈbjuːtɪl ˈɒksəleɪt/
Identifiers
CAS Number 2367-08-2
Beilstein Reference 1718735
ChEBI CHEBI:35701
ChEMBL CHEMBL494239
ChemSpider 16811
DrugBank DB14060
ECHA InfoCard 100.010.167
EC Number 205-023-1
Gmelin Reference 87885
KEGG C19697
MeSH Dibutyl Oxalate
PubChem CID 8099
RTECS number OD1925000
UNII N6X9H90C3N
UN number UN2524
Properties
Chemical formula C10H18O4
Molar mass 246.31 g/mol
Appearance Colorless transparent liquid
Odor Odorless
Density Specific gravity 0.978 at 20 °C
Solubility in water Slightly soluble
log P 2.97
Vapor pressure 0.03 mmHg (20°C)
Acidity (pKa) Estimated pKa ≈ 13.
Basicity (pKb) Product Dibutyl Oxalate does not have a significant pKb value, as it is not a basic compound.
Magnetic susceptibility (χ) -54.1e-6 cm³/mol
Refractive index (nD) 1.414
Viscosity 1.9 mPa·s (25 °C)
Dipole moment 1.13 D
Thermochemistry
Std molar entropy (S⦵298) 489.7 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -871.9 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -4045.8 kJ/mol
Pharmacology
ATC code D14AB08
Hazards
GHS labelling GHS02, GHS07
Pictograms GHS02,GHS07
Signal word Warning
Hazard statements H302: Harmful if swallowed.
Precautionary statements Precautionary statements: "P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P312, P337+P313, P403+P235, P501
Flash point 85 °C
Autoignition temperature 335 °C
Explosive limits Explosive limits: 0.53% - 8.24%
Lethal dose or concentration LD50 oral rat 3300 mg/kg
LD50 (median dose) LD50 (median dose): Oral rat 5000 mg/kg
NIOSH NA8480000
PEL (Permissible) PEL (Permissible Exposure Limit) for Dibutyl Oxalate: "5 mg/m³ (8-hour TWA)
REL (Recommended) 200 mg/m³
IDLH (Immediate danger) IDLH: 400 mg/m³
Related compounds
Related compounds Dimethyl oxalate
Diethyl oxalate
Dipropyl oxalate
Diisopropyl oxalate
Ethylene glycol dibutyl ether