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Dioxane: Its Chemical Journey, Risks, and the Road Ahead

Historical Development of Dioxane

Dioxane’s story rolls back to the mid-1800s. Chemists began to recognize its potential not long after the rise of industrial chemistry, a time when folks tried every possible way to turn new molecules into practical tools for society or commerce. Over the decades, dioxane emerged as a favorite in labs for its clarity as a solvent and its knack for dissolving what other liquids could not touch. It didn’t show up by accident on shelves; its production followed increased demand for more effective solvents in laboratory research and manufacturing. Factories started making it in sizable amounts once consumer products—especially detergents and shampoos—called for ingredients that would work across a wide range of conditions. I remember reading old industry notes, marveling at how chemists back then would link dioxane’s rise to the push for synthetic surfactants, especially after the Second World War, when new cleaning technologies elbowed their way into the market.

Product Overview

With so much chatter around dioxane’s danger, it’s easy to forget its place as a chemical workhorse. Dioxane promises unmatched solvency for greases, waxes, and a long list of organic compounds. Honestly, many industries wouldn’t operate the same without it. I see dioxane popping up in laboratories as a carrier for substances that fight clumping, and in manufacturing as a way to ease the handling of sticky resins or stubborn adhesives. Its colorless, almost odorless qualities let it pass through processes without muddying results or altering scents. That versatility kept it in the game long after some of its peers faded from use.

Physical and Chemical Properties

Dioxane walks the line between two worlds. It has the look of water—clear and clean—yet carries a faint, sweet aroma, something like an echo from the ether family. This liquid boils at a temperature higher than water and, weighed against many solvents, slides off containers as if it were just a thicker version of alcohol. It dissolves in water much more readily than many expected for an ether, which gives it serious appeal in mixing processes. Despite that, its molecular structure holds two oxygen atoms spaced apart in a ring, making it less likely to spark reactions that simpler molecules do. Some see its stability as an asset, but those who have worked with ether solvents know that complacency leads to accidents, since dioxane can form explosive peroxides if left sitting around exposed to air. In real-world labs, those who ignore this risk eventually face the consequences.

Technical Specifications and Labeling

One thing you learn fast in chemical handling is that clear labeling matters. Dioxane gets marked with hazard icons, warnings about flammability, and strict storage advice every time it gets delivered. It falls under tight regulation for both workplace exposure and environmental release, standards that have grown stricter with modern research on toxicity. In my early years, I’d find old bottles tucked in forgotten cabinets, labels half-peeled or smudged—and that neglect always set off alarm bells. Proper tags now note limits for impurity levels, recommended temperatures for storage, and procedures in case of accidental exposure. Safety information and regulatory compliance statements make up a hefty chunk of any shipment’s paperwork, reflecting a broader sense of responsibility throughout the supply chain.

Preparation Method

Factories create most dioxane through the acid-catalyzed dehydration of diethylene glycol, a process discovered back in the days when chemists were eager to find new uses for petroleum derivatives. After combining the glycol with a strong acid, the mixture boils until dioxane vapor lifts off, then cools into liquid form through condensation. Even now, this approach dominates commercial production. For researchers, a small batch can come from carefully controlled reactions in glassware, but industry scale demands large reactors that manage the heat, pressure, and acidity without risking worker safety or environmental release. Anyone who has worked with the apparatus knows how critical every step is—too much heat, impurities break in; too little, yield drops so low the process isn’t worth it.

Chemical Reactions and Modifications

On a chemical front, dioxane tends to keep to itself; it won’t easily donate or steal atoms from others. Its ring structure resists most attacks except by powerful forces—strong acids can crack open the ring under harsh conditions, but in day-to-day chemistry, dioxane acts as a dependable backdrop. That’s a big part of its draw: unlike more reactive solvents, it won’t tangle with sensitive reagents during complex syntheses. On the flip side, left carelessly in contact with air, over weeks or months, dioxane grows unstable. Tiny amounts of peroxide creep in, turning stable dioxane into a hidden hazard. Regular lab routines now build in tests for these peroxides, a shift that came after a few high-profile lab explosions drove home the lesson.

Synonyms and Product Names

Ask around in any chemical storehouse, and nobody uses just one name for dioxane. Labels swing between “1,4-dioxane” and, less often, “diethylene dioxide.” In years past, “p-dioxane” found its way into some catalogs, though most stick to the numerically precise tag, which makes regulatory tracking simpler. These slight variations often trip up newcomers, and it helps to keep an eye out for all possibilities when cross-checking supplies.

Safety and Operational Standards

Nothing brings home the importance of safety like the sting of a solvent splash on bare skin or an unexpected whiff of fumes. Dioxane gets treated with real caution in modern labs and plants. Ventilated hoods, chemical-resistant gloves, and frequent air monitoring aren’t window dressing—they block outright harm. Working with dioxane means keeping water, foam, or CO2 extinguishers within reach, since its high flash point still leaves room for fire in careless circumstances. Regulatory agencies worldwide call for strict exposure limits in air and water, a direct response to dioxane’s ability to move through soil and enter drinking water. Such regulations came after researchers tallied up contamination cases across the US, making dioxane both a workplace and environmental concern. I’ve witnessed firsthand how plant managers now train teams to spot early signs of exposure and handle spills before they spread, a shift from the more casual practices I remember in the early days.

Application Area

Industry and science have found endless uses for dioxane. Most cleaning products—and even some cosmetics—carried traces until watchdog groups flagged the compound as a potential carcinogen. Today, its most common role lies in specialty chemical syntheses and research settings, where its effectiveness at dissolving difficult ingredients remains unmatched. You can’t find an organic laboratory without at least a passing familiarity with dioxane. Manufacturers still rely on it, behind the scenes, to bring polymers, pharmaceuticals, and certain agricultural agents to life. Over time, consumer product makers have worked to cut dioxane or drop it altogether, a push that grew as state laws became more aggressive and buyers demanded “safer” labels. Each pullback stokes debate over whether substitutes match dioxane’s decades-long performance record, prompting engineers and chemists to weigh alternatives for each project.

Research and Development

The research that surrounds dioxane never stops evolving. Environmental scientists dig deeper into groundwater contamination, a knock-on effect of years of careless industrial discharge. Chemical engineers bang away at greener production routes or less hazardous solvent alternatives, leaning on computer models and pilot-scale tests. Some investigations track new ways to break dioxane down in water, using ozone, ultraviolet rays, or clever enzymes to cleanse sites already touched by legacy pollution. Laboratory safety specialists now pour more time into monitoring peroxide buildup and air quality than they did in previous decades, all in an effort to prevent flash fires or unexpected health risks. Professional organizations and universities exchange guidance on containment, spill response, and emerging cleanup technologies in conferences and journals. From my own experience, I see a trend: R&D teams work under a double mandate—chase better performance, but do it safely.

Toxicity Research

The health risks tied to dioxane drive much of the modern scrutiny. Decades of animal studies pointed toward cancer risk after long-term, high-concentration exposure, and regulatory bodies took those findings seriously. Reports found dioxane in surface water and, disturbingly, drinking water near industrial sites, sparking lawsuits and costly remediation projects. Shorter exposure—breathing small amounts, touching the liquid—triggers throat, eye, and skin irritation, a fact few who had a careless lab accident forget. Chronic exposure can harm the liver and kidneys, even at lower levels. Studies keep raising the bar for what counts as safe: the more researchers learn, the lower the acceptable limits drop. Municipalities now scramble to test and treat local water supplies, especially around historic manufacturing hubs. Public concern spurs both industry and regulators to produce clearer labels, and some states have outright banned dioxane in new consumer formulations.

Future Prospects

Progress on dioxane keeps colliding with two hard truths: it works, but it brings risk. Chemical engineers search for replacement solvents that hit the same marks without the environmental shadow. Startups and research labs tinker with botanical extracts and custom-designed molecules, some showing promised solvency but lagging on cost or durability. Many companies pour resources into closed-loop systems that capture and reuse dioxane, cutting emissions and waste to the lowest possible level. Cleanup technology gets more advanced each year, with field-deployable systems that hunt and destroy dioxane before it reaches groundwater. Where older rules lagged, tighter state and federal legislation steps up, demanding faster phase-outs and safer handling across the board. As both a chemist and a citizen, the question I keep returning to: how far can industry go to balance performance with public health? Society’s patience for risk shrinks year by year, and unless a safer, equally effective alternative shows up, dioxane’s place in the lab and factory remains tense, caught between utility and caution. The progress made toward sustainable chemistry offers hope, but the finish line looks as far away as ever.




What is dioxane used for?

A Closer Look at Dioxane in Everyday Products

Dioxane doesn’t sound familiar to many, but its presence threads quietly through everyday routines. The chemical most often crops up as 1,4-dioxane, a clear liquid with a slightly sweet smell. It pops up as a stabilizer in industrial solvents and finds its way into a range of manufacturing processes. People rarely see it on an ingredient list, yet it tags along in products like paint strippers, varnishes, and some adhesives. I remember working in a community workshop and seeing industrial-sized barrels of blending agents—dioxane often sits right there, blended with other chemicals to keep them from separating or going stale.

Invisible Guest in Personal Care

The reach of dioxane stretches into personal care products. Many shampoos, conditioners, and soaps use it not by direct addition but because it slips in during the creation of other chemicals, such as sodium laureth sulfate. This “contaminant” role means it hides in foaming agents and emulsifiers, giving shoppers no heads-up at the shelf. Experts like the Environmental Working Group (EWG) have flagged dioxane’s presence in nearly half of tested cosmetic products, suggesting most people have it in their homes without realizing. The worry picks up because the United States Environmental Protection Agency (EPA) now calls dioxane a probable human carcinogen.

Why Consumers Should Pay Attention

Awareness matters because dioxane shows up where trust often lives: under the sink, in the bathroom, or mixed with bathwater. Those who use well water in neighborhoods close to industrial sites have seen dioxane make its way into groundwater. Some communities, such as Ann Arbor, Michigan and parts of Long Island, found out their water contained dioxane long after factories stopped using it. I grew up in a rural town downstream from a manufacturing facility, and the local newspaper ran warnings after routine testing found dioxane traces. A sense of unease ran through neighbors every time someone brought up which brands or products might carry lingering risks.

Pressure on Industry and Lawmakers

Once researchers linked dioxane to possible liver and kidney damage in large doses, along with cancer risks, the demand for safer alternatives climbed. Manufacturers started hearing from advocacy groups and customers. Some companies, especially those aiming for an “organic” or “natural” label, began voluntarily reducing dioxane by changing production methods for surfactants and cleaning agents. New York set one of the nation’s strictest limits, pushing cleaning brands to reformulate entirely. These are real wins, yet many products still slide through with trace amounts, because dioxane doesn’t show up on the label.

What Can Help Keep People Safe?

Pushing for transparency leads to fewer surprises. Clearer labeling, strong regulation, and ongoing product testing cut down exposure risk. Groups like the Food and Drug Administration (FDA) have published draft guidance, urging companies to track and reduce dioxane during product manufacturing. Those picking personal care products can check databases, like EWG’s Skin Deep, to spot brands with cleaner practices.

On a larger scale, investing in better water testing and enforcing cleanup at known contaminated sites keeps dioxane out of the drinking water. Many water utilities have been upgrading filters to address not just dioxane but a slate of “emerging contaminants.” Calling for more transparency and tougher standards gives families more control over what comes into their homes and bodies, and that move toward cleaner choices helps communities stay healthier in the long run.

Is dioxane hazardous to health?

A Closer Look at Dioxane

Dioxane shows up in more places than most people expect. It’s used as an industrial solvent and sometimes even shows up as a byproduct in personal care products like shampoos and bubble baths. Many folks don’t recognize the name or realize it’s lurking in everyday routines. But researchers, regulatory bodies, and people living near industrial sites know the dangers have deep roots. The U.S. Environmental Protection Agency (EPA) classifies dioxane as a likely human carcinogen, based on animal studies. Simply put, that’s a chemical with real risk attached.

How Exposure Happens

Products with foaming ingredients, like sodium laureth sulfate, can produce dioxane during manufacturing. It doesn’t get intentionally added, but it tags along as a contaminant. On top of that, industries that handle dioxane sometimes release it into water sources. I live in a town where residents worry about water safety, and dioxane contamination turns a basic human need into a cause for concern. People want to trust their taps.

Health Concerns Are Real

Researchers haven’t ignored dioxane. Studies in rodents connect it to liver and kidney damage, as well as tumors after long, high-dose exposure. Animal data like this isn’t always a perfect prediction for people, but there’s reason for caution. Drinking water tainted with dioxane or breathing air in contaminated spaces can put people at risk. Skin contact with products containing trace amounts adds up over time. In fact, the 2022 Report on Carcinogens from the U.S. Department of Health labels dioxane as "reasonably anticipated to be a human carcinogen."

What Science and Oversight Are Doing

Efforts to set safe exposure levels haven’t kept up with science in all regions. The EPA has proposed guidelines, but in some states, dioxane regulation remains patchy. Consumer safety calls for transparency and consistent regulations. My own practice is to reach out to local water utilities and demand testing reports that include dioxane results. Water filters labeled as effective against volatile organic compounds can also help provide peace of mind in homes where water safety feels uncertain.

Personal Action and Policy Change

Some companies began responding to pressure and taking out ingredients that promote dioxane’s formation. Shoppers are looking for labels like “1,4-dioxane-free” and sticking with brands that provide full ingredient lists. This kind of market change only works when people know the risks to begin with—advocacy groups like Environmental Working Group (EWG) make education a priority, especially in communities hit hardest by pollution.

Better oversight would help. The EPA is moving to require manufacturers to cut down on dioxane in finished products and industrial discharges. Strong enforcement and public reporting support consumer choices. It's not realistic for individuals to check their water and products every day, so effective public health protection lands on policymakers and manufacturers. Companies respond when enough people demand better.

Looking Forward

Nobody wants carcinogens in their morning shower or local river. Dioxane may be out of sight most of the time, but ignoring it carries a risk. We find progress not just in new research or tighter rules, but in staying vigilant about safe water, cleaner consumer goods, and strong voices demanding accountability. The more we know, the harder it becomes for pollution to hide.

How should dioxane be stored and handled safely?

Understanding the Risks in Plain Language

Dioxane hardly makes headlines, yet it floats quietly through labs, factories, and even water supplies. It brings a host of real dangers, not just to people in lab coats but to anyone nearby. Explosive vapors, fire risks, and slow but steady impacts on health—these sit right at the core of dioxane’s reputation. In my time sorting out storage messes and training fresh recruits, I’ve seen simple steps ignored until disaster looms. Safety doesn’t require fancy gear; it thrives on honest habits and real attention.

Protecting Health and Space

Fires need only a spark. Dioxane offers those conditions and more, with vapors rising fast and lingering. Keeping it away from open flames or heat sources isn’t a gentle suggestion; it’s a rule that spells the difference between ordinary work and a trip to the emergency room. I remember more than one occasion where someone new to the warehouse didn’t treat dioxane with the respect it expects, and we all had a wakeup call. Sturdy, tightly sealed containers—preferably glass or specially designed plastic—stop leaks and block fumes. Still, those seals deserve regular inspections. Tiny cracks or overlooked drips can lead to big headaches.

Spills add an invisible danger. Dioxane can slip through gloves and skin. I learned quickly that basic personal protection stands tall here: gloves, shielded goggles, and a fresh lab coat. Ventilation changes the whole game. Good airflow pulls fumes away from hands and faces. A chemical fume hood shouldn’t sit in the corner gathering dust; it takes its place as the safest spot for pouring or mixing. No shortcuts, no improvising.

Why Documentation Matters

Nobody wants a mess and nobody wants a mystery. Clear labels matter. So do logs. At places I’ve worked, a simple logbook by the storage shelf showed who took out what and when. Missing information leaves everyone guessing. Emergency services need those details fast. A Material Safety Data Sheet, printed and posted, offers more than red tape. It hands out facts about handling, storage, and what to do if things go sideways. Without it, people stand at risk, groping for answers in the dark.

Storage: Far from an Afterthought

Space matters. Dioxane should never sit next to acids, oxidizers, or strong bases. These make for dangerous neighbors. It’s strange how easy it becomes for bottles to fill up any empty shelf, but that sort of mixing invites trouble. Fireproof cabinets, kept away from busy walkways and set up in cool, well-ventilated areas, turn what could be a hazard into an afterthought. I’ve seen budget cuts lead to stacked chemicals in broom closets. Those shortcuts raise the danger for everyone, not just the person stacking the bottles.

Training: Where Theory Meets Practice

Training earns its keep. Everyone in contact with dioxane deserves a real lesson, not just a sheet to sign. A little time with experienced workers or a hands-on demonstration shows where risks pop up and how to stop them early. Regular fire drills and spill response practices build muscle memory that pays off when panic hits. I remember a training where we ran real-life spill scenarios. The hands-on steps stuck much better than any printed protocol ever could.

Investing in Long-Term Safety

Smart storage, frequent checks, reliable labeling, and honest training save lives every day. There’s no single hero move here. Instead, good habits and respect for the risks build a culture where dioxane serves its purpose without endangering the people nearby. Companies that treat these simple steps with seriousness see fewer accidents and happier crews. No shortcuts—just steady attention and respect for a chemical that demands caution.

What are the environmental effects of dioxane?

Understanding Dioxane

Dioxane shows up in daily life far more than most people realize. Found as a by-product in cleaning products, paints, and even dyes, it slips through water treatment centers due to its small molecular size and strong solubility. Once in the water, dioxane hardly breaks down. Scientific studies reveal that dioxane in groundwater persists for years, sometimes even decades. The issue doesn’t just stop with water. Once leached into soil, it can travel and end up contaminating crops and eventually enter the food chain.

Why the Challenge Should Matter

Families living near old industrial areas or hazardous waste sites are most at risk. I grew up in a community near a local manufacturing plant. The rumor about “strange stuff” in the water was always in the background. When researchers later found dioxane in groundwater nearby, people started connecting headaches and rashes with what we had been drinking. Communities like mine aren’t unusual — the U.S. Environmental Protection Agency (EPA) has identified dioxane in hundreds of water systems.

The real problem with dioxane is that it doesn’t just disappear. Plants and animals suffer the effects, too. Fish exposed to even low levels of dioxane show stunted growth and problems with their organs, according to recent research from universities like Michigan State. Because dioxane floats through groundwater, it lands in streams and rivers, exposing more wildlife than many other synthetic chemicals.

Health and Safety: The Human Side

Long-term dioxane exposure links to a higher risk of certain cancers, especially of the liver and kidneys. Medical studies highlight that inhalation or drinking small amounts over time poses risks to children and pregnant women. In my own neighborhood, we had to rely on bottled water during cleanup efforts, a solution that’s neither sustainable nor affordable for every family.

Reducing the Harm

Addressing dioxane pollution isn’t easy or cheap. Highly advanced filtration systems, like activated carbon and advanced oxidation, work but come with steep costs for local utilities. A 2020 analysis showed that basic home filters can’t catch dioxane. More innovative work is happening in university labs—scientists are testing new methods using sunlight and special catalysts that can speed up dioxane breakdown.

Regulation matters. The EPA proposes tighter restrictions and more frequent testing of public water supplies. Public reporting and transparency from manufacturers producing or using dioxane can help push the industry toward safer alternatives. States like New York have set their own limits below federal recommendations, acting on local concerns.

Community Action and Awareness

Grassroots groups and environmental non-profits play a big role in raising awareness and pushing for cleanup efforts. In places where persistent contamination drags on, local advocacy has made real change. Resources for testing well water and accessible public data keep people informed about what’s in their tap.

Dioxane pollution isn’t distant or abstract. The effects reach into homes, schools, and neighborhoods, especially those already dealing with the burden of industrial history. Real solutions grow from public pressure, transparent science, and investment in cleaner technologies—putting safer water within reach for everyone.

Is dioxane found in consumer products?

Where Dioxane Hides in Everyday Life

Most people scan labels for tricky chemicals, but 1,4-dioxane is tough to spot since it rarely shows up by name on ingredient lists. This chemical often tags along as a byproduct in personal care essentials like shampoos, liquid soaps, bubble baths, and even some lotions. The roots of its presence run back to how certain cleaning ingredients, especially those ending in "-eth" or containing PEGs, get processed to make them gentler on skin. Through this process, called ethoxylation, dioxane sneaks into the end product.

Growing up in a household that used every off-the-shelf detergent and bath wash, I never imagined that cleanliness could mean contact with contaminants linked to cancer in laboratory studies. Yet, research from the Environmental Working Group over the past decade has found measurable levels of dioxane in top-selling brands. Even the FDA has flagged its widespread presence, advising companies to curb production contamination, but there’s still no federal limit for dioxane in personal care goods.

Health Risks Aren’t Just Theoretical

Dioxane isn’t some distant industrial hazard. Its risk sits close to home. Scientists studied how dioxane gets absorbed—through the skin or by breathing in tiny droplets. Animal tests linked repeated exposure to liver and kidney tumors. While humans don't get exposed in the same way as lab rats, no one shrugged off the findings.

I care about water quality in local communities. After all, a pollutant in soap washes down the drain and flows to the water plant. Water utilities in some U.S. states have detected dioxane residue in drinking water, sparking worries about what a daily shower or a load of laundry contributes to the local watershed.

Consumer Choices and Solutions

Choosing safer options at the store isn’t simple. Even experienced shoppers struggle to tell which products carry dioxane risk—labels rarely spell it out. I found that checking for terms like “sodium laureth sulfate” or “PEG” compounds helps, but brands rarely volunteer much info online. Independent organizations, like EWG’s Skin Deep database, help sort through safer picks. For folks looking to minimize risk, products labeled “SLS free” or marked as “organic” seem a better bet, although even these aren't guaranteed dioxane-free.

Regulation matters more than ever here. New York took a decisive step in 2022, passing a law that limits dioxane in household cleaning and personal care products. Manufacturers adjusted formulas to meet these new state standards. National rules could expand these gains, but so far, the EPA’s efforts focus on dioxane as an industrial pollutant, not on consumer exposure through soap or shampoo.

What really pushes companies to raise standards is consumer demand. Whenever shoppers ask questions or switch to alternatives, brands notice. I’ve seen store shelves shift—natural and fragrance-free products now command more room. That came from families, like mine, who care about the small print. We don’t have to become chemists, but a bit of awareness and a lot of questions can nudge the market closer to safety for all of us.

Dioxane
Dioxane
Dioxane
Names
Preferred IUPAC name 1,4-Dioxane
Other names Diethylene dioxide
1,4-Dioxane
p-Dioxane
1,4-Diethylene dioxide
1,4-Epoxybutane
Pronunciation /daɪˈɒk.seɪn/
Identifiers
CAS Number 123-91-1
3D model (JSmol) `3d:6O2C4H8`
Beilstein Reference Beilstein Reference: 1203781
ChEBI CHEBI:17865
ChEMBL CHEMBL1409
ChemSpider 5288
DrugBank DB08797
ECHA InfoCard 03e87f0d-8c58-471d-b3c4-c6e8b6b0be19
EC Number 3.6.1.5
Gmelin Reference 8967
KEGG C00588
MeSH Dioxanes
PubChem CID 3120
RTECS number JH8880000
UNII 1X8V6U3A67
UN number UN1165
Properties
Chemical formula C4H8O2
Molar mass 88.11 g/mol
Appearance Colorless liquid
Odor Faint pleasant odor
Density 1.03 g/cm³
Solubility in water Miscible
log P -0.27
Vapor pressure 38 mmHg (20°C)
Acidity (pKa) 18.0
Basicity (pKb) pKb = 23.3
Magnetic susceptibility (χ) -58.6e-6 cm³/mol
Refractive index (nD) 1.422
Viscosity 13.7 cP
Dipole moment 0.45 D
Thermochemistry
Std molar entropy (S⦵298) 74.3 J⋅mol⁻¹⋅K⁻¹
Std enthalpy of formation (ΔfH⦵298) -441.6 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -2855.5 kJ/mol
Pharmacology
ATC code V09CX03
Hazards
GHS labelling GHS02, GHS07, GHS08
Pictograms GHS06,GHS08
Signal word Danger
Hazard statements H226, H302, H312, H315, H319, H332, H335, H351, H372
Precautionary statements P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P305+P351+P338, P370+P378, P403+P235, P501
NFPA 704 (fire diamond) 1-2-0-**
Flash point 12 °C
Autoignition temperature 180 °C
Explosive limits Dioxane explosive limits: 2-22% (in air)
Lethal dose or concentration LD50 oral, rat: 5170 mg/kg
LD50 (median dose) 2850 mg/kg (oral, rat)
NIOSH RS0390000
PEL (Permissible) 100 ppm
REL (Recommended) 250 ppm
IDLH (Immediate danger) IDLH: 500 ppm
Related compounds
Related compounds 1,3-Dioxane
Dioxolane
Ethylene glycol
Ethylene oxide
Polyethylene glycol