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2,4-Dinitro-O-Cresol: A Deep Dive into a Powerful Agrochemical

Historical Development

Chemistry and agriculture began their long partnership at the turn of the twentieth century, when new compounds started appearing on the market promising breakthroughs in pest and weed control. 2,4-Dinitro-o-cresol, often abbreviated as DNOC, emerged from early European research into aromatic nitro compounds. By the 1920s, it turned people's heads as a herbicide and fungicide, quickly spreading beyond research labs to widespread agricultural use. Farmers hoping for higher yields took to these chemicals with relief, but they also faced warnings about health effects, which led to stricter oversight as early cases of poisoning cropped up among workers.

Product Overview

DNOC comes from the family of nitrophenols, which means it carries both nitro groups and a methyl group attached to a benzene ring. The molecule packs a punch, disrupting plant metabolism at a tiny dose. It found its way into weed killers, pesticides, and even some industrial dyes and wood preservatives. Looking at products based on DNOC, their purpose is clear—stop unwanted plants and fungi in their tracks—but that strength brings risks if folks don’t respect handling instructions.

Physical & Chemical Properties

In its pure form, DNOC appears as yellow-orange crystals. It doesn’t mix well with water, but it loves organic solvents like ethanol and ether. As it heats, it gives off toxic fumes, which gives anyone working around it a clear reason to keep it away from flames or hot surfaces. Chemically, DNOC stands firm: it keeps its structure over a wide range of pH and doesn’t break down quickly in soil, so residues can stick around in treated fields for months. Its stability and persistent nature have made it both useful and controversial.

Technical Specifications & Labeling

Commercial products list the DNOC concentration, often somewhere around 40-50% by weight when mixed for agricultural use. Manufacturers must include detailed handling, storage, and first aid instructions, marked with strong hazard symbols like the skull and crossbones, explicit warnings against ingestion, inhalation, or skin contact, and strict guidelines on protective equipment. Labels rarely leave room for doubt, informing trained applicators about pre-harvest intervals and re-entry restrictions. Because of regulatory pressure, labeling requirements in markets across North America and Europe force companies to disclose not only the main ingredient but also impurities and breakdown products.

Preparation Method

Synthesis happens through direct nitration of o-cresol with a nitric acid/sulfuric acid mixture under chilled conditions to control exothermic reactions. This classic approach starts with care and vigilance: acid fumes, temperature spikes, sudden yellow coloring. After reaction, the mixture goes through a purification step—usually with solvents—then repeated washing and filtering. Dirty hands or shortcuts drive up the risk of exposure and environmental contamination, so professional chemical manufacturers take the process seriously. Any waste stream faces tight regulations before discharge; older factories saw problems with runoff poisoning streams, but modern oversight changed the game.

Chemical Reactions & Modifications

DNOC’s aromatic ring leaves room for several creative tweaks. Chemists have explored reduction to form less toxic amine derivatives or etherification to change solubility. In the field, this flexibility led researchers to search for related molecules with less persistence or lower mammalian toxicity. The nitro groups are susceptible to reduction by various chemical agents, which sometimes happens inadvertently if DNOC mixes with strong reducers in storage. These reactions don’t always make the chemical safer; some byproducts threaten both users and the environment. So, chemical handling practices impose extra layers of caution when working with related substances.

Synonyms & Product Names

This compound flies under many flags: DNC, dinitro-o-cresol, 2-methyl-4,6-dinitrophenol, and even “Sinox” in early commercial formulations from the UK. Labels in French labs identify it as “dinitroorthocrésol.” Pesticide markets in Asia still refer to a long list of trade names, changing from one region to the next. The confusion from all this aliasing makes looking up research harder, but most reputable databases now link these variants together in safety data sheets.

Safety & Operational Standards

DNOC demands respect wherever it’s applied. Just breathing in small amounts or touching powder with bare skin can prompt nausea, sweating, or worse. Chronic exposure caused tragic accidents in the mid-1900s in unprotected factories and fields. Regulators in Europe moved aggressively, with bans and tough license controls for professional use; North American agencies followed with similar moves. Proper use starts with personal protective suits, sealed goggles, and strict disposal rules for any leftover material. Storage guidelines call for dry, cool spaces far away from food, feed, or medical supplies. Farms and processing centers now rely on workplace monitoring programs to detect leaks, backed by regular training to spot accidental symptoms early.

Application Area

DNOC played a starring role in weed control for orchards, vineyards, and certain staple crops like wheat and maize. Its action wiped out grasses and broadleaf weeds that otherwise threatened crop yields, changing landscapes across Europe and the Americas in the ‘40s through the ‘70s. The pushback over water contamination and worker injury led to rapid shifts: newer, less persistent herbicides took its place in the developing world, but DNOC hangs on in countries where regulation hasn’t caught up with science. Few chemicals before or since delivered such broad effects from so small a dose.

Research & Development

Scientists spent decades studying alternatives to DNOC’s toxic backbone. University teams and private labs tried to unravel its mechanism, discovering it acts by uncoupling oxidative phosphorylation in plant mitochondria, draining the energy that weeds need. The same mode of action haunted safety studies: animal and human cells felt the same metabolic drain. Efforts in the ‘80s and ‘90s focused on new molecules modeled on its structure but redesigned for faster biodegradation. Current research journals trace work on using DNOC for non-agricultural applications, like industrial cleaning or biomedical probes, though these niches draw concern about side effects and waste.

Toxicity Research

Studies link DNOC exposure in people with severe symptoms—ranging from headaches and skin rashes to, in extreme cases, respiratory failure and organ collapse. Researchers documented acute and chronic poisoning, especially before widespread use of gloves and masks. The persistence in soil and water leaves non-target species, especially aquatic insects and amphibians, with lasting harm. Regulatory bodies base current exposure limits on large-scale studies of farm workers and lab animals, setting the bar low to cut the risk. Environmental advocates argue these old studies underestimate long-term impacts, especially as climate change alters degradation rates.

Future Prospects

DNOC’s best days seem fixed in the past. Modern regulations, new data on environmental fate, and concerns about residues on food all point toward heavy restrictions or outright bans. Researchers now look for green replacements that deliver the same power against tough weeds, but break down before entering rivers and water tables. Still, DNOC’s legacy shapes nearly every discussion about chemical safety and pesticide registration today. Lessons learned from its story remind farmers, regulators, and chemists that speed and power on the field matter little if long-term costs stack up silently, leading to health scares or ecological loss down the line.



What is 2,4-Dinitro-O-Cresol used for?

What Land and Lab Have Learned About 2,4-Dinitro-O-Cresol

Step onto a farm that hasn't switched to new-age herbicides, and there's a good chance stories about 2,4-Dinitro-O-Cresol—DNOC—linger in the dirt. Farmers watched this substance clear weeds from crops like wheat, oats, and fruit trees for generations. The chemical works fast, pushing plants into an overdrive that drains their energy and stunts their growth. Today, DNOC turns up mostly in older agricultural practices, but the lessons stick around, whether you handle a sprayer or analyze a water sample in a lab.

A Double-Edged Tool in Agriculture

My first run-in with DNOC happened during a summer job at an orchard. The boss used it for tough patches of brush and stubborn moss along the fence lines. On those days, the yellow dust crept everywhere, and we took warnings seriously. DNOC cuts down weeds with blunt force, but it's not picky. It can harm crops and the land if used carelessly. In fact, it’s banned or restricted in plenty of countries after too many mishaps poisoned more than just weeds—livestock, fish, and unlucky workers felt its bite.

Farmers needed something tough in decades past because weeds didn’t give up easily. Chemists built DNOC for that task. The downside comes sharp—its toxicity stretches far beyond unwanted plants. Old studies show even short exposures can knock down nervous systems. In the fish ponds behind the orchard, any runoff put the ecosystem on edge. You could feel concern in every damp boot.

Other Real-World Uses Beyond Farms

Industry squeezed more from DNOC than just weed control. The compound helped shape synthetic fibers and dyes. Folks used it to slow fungus on wood and preserve rail ties. It pops up in pest management for certain insects and as a laboratory reagent, too. DNOC’s punch comes with price tags; workers risk health complications if safety breaks down. The chemical builds up in soil and water, so the margin for error shrinks in areas where spraying continues.

Health and the Hard Lessons Learned

Workplaces where DNOC turns up see patterns—cases of skin rashes, fevers, and headaches after accidental exposure. Long-term or high-level contact can damage nerves and vital organs. Even decades after my orchard days, I read about doctors handling these poisonings, and the stories track back to a gap in education or safety standards. Regulators stepped in after too many cases, aiming for clear labels and tougher rules.

The chemical’s persistence invites even more scrutiny. DNOC resists breaking down outdoors, and that means a single careless spill can stick around for years, hitching a ride in groundwater or the food chain. Modern science puts a spotlight on this, using improved methods to track contamination and measure the risks to humans and wildlife.

Better Paths Forward

Every community balancing weed control with safety faces a trade-off. More farmers move to safer, targeted products. Science keeps searching for new formulas that land a punch without lingering dangers. Groups working in agriculture, health, and environmental fields need continued education. Gloves and goggles help, but knowledge makes the real difference—the mistakes with DNOC taught us just how high the stakes can get.

Some countries restrict or ban DNOC now, and switching tools remains challenging for those with budget limits or old habits. Yet progress marches on. Pushing for safer alternatives, better education, and tougher regulation stands as the next step. The shadow of DNOC reminds us chemistry touches every part of our environment, not just the parts we want to change.

Is 2,4-Dinitro-O-Cresol hazardous to human health?

What's the Real Risk?

No one wants to fear the chemicals in their environment, but some names deserve a pause. 2,4-Dinitro-O-Cresol, often shortened to DNOC, pops up in stories around pesticides and herbicides. It has this plain factory smell, bright yellow color, and a history in agriculture going back almost a century. DNOC’s fame comes from more than just weed control—it sits on many hazard lists across the globe. After hearing about its dangers, I started looking for facts that cut through rumor and government speak.

A Chemical With Muscle—and Consequences

Farmers used DNOC for its ability to wreck weeds and certain insect pests. In the old days, people applied it without much protection. Times have changed, and there's a good reason. DNOC works by uncoupling oxidative phosphorylation, which ruins the energy-making machinery inside cells. This effect isn’t just for weeds; human bodies face the same risk. Even a little exposure—breathing vapors or touching the substance—brings trouble. Symptoms show up fast: headaches, sweating, fever, and sometimes skin rashes. Higher doses can cause rapid heart rate, collapse, even death.

From a scientific angle, DNOC’s danger starts at just a few milligrams per kilogram of body weight. There’s a reason most countries banned or strictly limited its use after the 1970s. The World Health Organization and the US Environmental Protection Agency put DNOC high on their toxicity scales. It doesn’t just break down and disappear afterward; residues can linger on crops and in soil, raising food safety fears.

The Stories Behind the Labels

Ask anyone who’s mixed or sprayed herbicides by hand—they’ll tell you protective gear matters. I remember a farmer I met at a county fair, his hands scarred from years of careless contact with strong chemicals. He never forgot the day his gloves failed while handling “yellow stuff,” and it sent him to the ER with high fever and muscle pain. His experience, echoed in case reports from Europe and Asia, isn’t rare. DNOC acts fast, and once in the body, getting it out calls for urgent medical help.

Is Regulation Enough?

Bans and restrictions help reduce the threat, but accidents and illegal use still happen. Some older stock can turn up on the gray market. A dangerous substance doesn’t always stay put—wind, water, or clumsy storage leaks spread DNOC far beyond the field.

Community awareness plays a huge role. Neighbors and local health officials spot spills or unsafe practices faster than any federal inspector. Information channels—schools, clinics, even community bulletin boards—bring hazards like DNOC into public conversation, pushing safer alternatives into the spotlight. Synthetic weed killers come in many forms today; some pack less danger for people and wildlife, and farmers can choose products with shorter half-lives or lower acute toxicity.

Down to the Bottom Line

Chemical shortcuts often lead to regret. DNOC belongs to an age when people trusted quick fixes for big problems. Experience teaches us to look for solutions that protect both harvests and human health. Getting curious about what's in the bottle and how it touches our lives means fewer ER trips, safer farms, and more honest conversations about risk. The right to know—and the willingness to ask—matters as much as any policy or law.

What are the proper storage and handling precautions for 2,4-Dinitro-O-Cresol?

What Makes 2,4-Dinitro-O-Cresol Dangerous

Everyday people rarely talk about 2,4-Dinitro-O-Cresol, but in places like chemical storage rooms or old agricultural warehouses, this yellow-orange powder can spell real trouble. Handling it without respect invites health risks, including serious irritation to eyes and skin, possible lung complications, and even life-threatening situations if enough enters the body. Those risks stick with you, so it pays to treat this chemical with care.

Right Containers and Storage Conditions

Only tight, clearly labeled, non-reactive containers—think polyethylene or glass—belong in the same room as this stuff. Moisture and heat crack open its stability, setting off dangerous reactions and toxic vapor leaks. Keep it far from sunlit windows; cool, dry storage stays the safer bet. Strong ventilation stops any missed spills or dust from building up, and shelves above floor level reduce flood and spill risk. I once saw a cleanup job after a small warehouse got flooded—the chemicals drifted everywhere, and what should have been a simple job turned into an emergency response with hazmat suits.

Going beyond basic shelving matters too. Store 2,4-Dinitro-O-Cresol away from acids, alkalis, oxidizers, and strong reducing agents. Mix-ups or bad storage arrangements can lead to fires or toxic fumes filling the air. Segregating hazardous substances, labeling every drum, and double-checking seals keeps accidents at bay.

Lifesaving Handling Practices

Working with 2,4-Dinitro-O-Cresol should never feel casual. Gloves, goggles, and tight lab coats or aprons should hang near the storage area, ready for anyone who needs access. Safety experts push for respiratory masks whenever dust might rise—even brief exposure can leave lasting harm. Spills demand prompt cleanup with non-sparking tools and plenty of ventilation. Never sweep up dry powders; dampen them with water, but never drench or flush them down the drain. Dumping them into open trash or normal landfill brings a whole new layer of downstream risk, especially for workers at disposal sites.

Eyes and skin only touch this substance by accident, so eyewash stations and emergency showers give workers a fighting chance if things go wrong. No one should ever work alone, especially after hours. In my own experience on a university campus, even seasoned researchers needed periodic refresher sessions to remember why cutting corners just wasn’t worth it.

Disposal and Community Responsibility

Most local laws treat this chemical as hazardous waste. Only licensed disposal contractors, properly trained and equipped, should haul it away. Tracking all quantities coming in and out means accountability—there’s no excuse for letting old containers disappear or gather dust in forgotten closets. Sharing information with emergency responders, neighbors, and nearby schools provides another layer of safety. If a fire or spill triggers an evacuation or cleanup, communities rely on accurate chemical inventory lists.

Real-world mistakes show why book knowledge isn’t enough. Professionals learn by doing, but only if they respect the lessons spelled out in safety guidelines. Safety grows from practice, clear rules, and a culture where people speak up about hazards or broken equipment. That mindset, more than regulations or warning labels, keeps both workers and neighborhoods safe when handling chemicals as stubbornly dangerous as 2,4-Dinitro-O-Cresol.

How do you safely dispose of 2,4-Dinitro-O-Cresol?

Understanding the Risks in the Real World

2,4-Dinitro-o-cresol, better known in some labs as DNOC, throws up big red flags for safety. Farmers and chemists sometimes remember it from its days as a herbicide and pesticide, but the dangers are clear. This stuff gets absorbed through your skin, irritates the eyes, and can seriously impact your nervous system. Nobody wants that. The aging bottles found in storage closets deserve more than a quick toss in the dumpster. Even low levels contaminate groundwater, cause health problems, and stick around in soil for years. I once saw a cleanup where DNOC was counted as hazardous waste—nobody takes this stuff lightly.

Real Steps, Not Shortcuts

Safe disposal starts before you even open the bottle. Check laws in your region—many countries treat DNOC under tight hazardous waste regulations. Ignoring these doesn’t just invite fines. It puts water supplies and people’s health at risk. Wear proper gear: gloves, goggles, and a long-sleeve lab coat. Avoid splashes or loose dust. Set the work up in a vented hood if you’re anywhere near open containers.

You can’t dump this chemical down the sink or in regular trash. Incineration stands out as the top tool, but not just any burn barrel will do. Only a permitted hazardous waste incinerator can handle DNOC safely. Most people, whether in industry or research, need a licensed disposal company. These experts have trucks, holding tanks, and gear to move the waste without risk. If you’ve ever watched this process, the difference between pro and amateur couldn’t be clearer—every step tracks quantity, routes, and safety.

Documentation Actually Matters

It might seem like paperwork slows you down, but every label and inventory sheet means fewer mistakes. Listed hazardous chemicals like DNOC must have a “cradle-to-grave” tracking trail under U.S. regulations. Europe asks for the same under REACH laws. Track how much you have, where it sits, and how it leaves the site. This builds accountability and helps emergency crews know what’s inside a building if trouble hits.

Don’t Treat Old Chemicals as Harmless

Practical experience tells us that old chemicals hide in dark corners more than we like to admit. As a researcher, I’ve cracked open cabinets and found bottles of DNOC from decades ago—labels faded, contents sometimes crystallized. These often turn even more dangerous over time as they degrade or leak. Facilities should run a yearly hazardous waste audit. Clearing out these forgotten chemicals means reduced risk of spills, fires, or unexpected reactions.

Safer Substitutes and Less Waste

Getting rid of DNOC correctly helps, but using less of it also matters. Farming has moved away from such persistent chemicals, with safer herbicides catching on. Labs swap out DNOC in experiments for greener alternatives. Even if you’re stuck with legacy stocks, once empty, rinse containers under professional supervision before disposal, following local rules.

Everyone’s Responsibility

Safe disposal of DNOC isn’t just a problem for big companies. Schools, farms, and small businesses must all take it seriously. Whether you work with hazardous waste every day or discover an ancient bottle, treat it with respect. Each person’s attention to detail keeps toxins out of water, soil, and our bodies—an effort that dominoes from storage room to landfill.

What are the environmental risks associated with 2,4-Dinitro-O-Cresol?

Looking Closer at a Persistent Chemical

2,4-Dinitro-o-cresol rings more bells among environmentalists and agricultural workers than the public. As a chemical used in the past for things like herbicides and pesticides, it sparked controversy far beyond laboratory walls. My own time volunteering on organic community farms introduced me to a world eager to keep such chemicals out of the soil. Scientific studies, along with stories from local growers, show honest worries about how these compounds stick around in nature.

Soil Health Takes a Hit

Soil doesn’t work like a filter you can just shake clean. Experiments show 2,4-Dinitro-o-cresol tends to linger. The compound appears resistant to breakdown, clinging to organic matter, hiding from rain and sun. This messes with earthworm activity and reduces microbial populations, which strips soil of its ability to support a variety of crops season after season. A study out of Hungary traced residues years after initial use, showing how persistent this type of pollution becomes.

Waterways Pay the Price

Rainfall sends more than just nutrients into rivers and streams. Once 2,4-Dinitro-o-cresol runs off a sprayed field, contamination downstream is tough to reverse. Fish don’t just swim away; their exposure can damage gill tissue and reduce reproduction, as seen in several monitoring studies out of central Europe and East Asia. Over time, chronic exposure changes the makeup of small aquatic communities. The result is a less diverse set of species, not only in remote ponds but right in the rivers where people fish or gather drinking water.

Airborne Risks Nobody Ordered

People sometimes forget about wind drift and evaporation. Agricultural workers, and the families living nearby, breathe in the chemical’s particles. Respiratory issues have cropped up in farming communities with histories of heavy use. It’s not just a hazard for the person behind the sprayer—schools, parks, and homes outside “treated” zones also see the risk. I remember one orchard community in the Midwest talking about asthma rates jumping after spray cycles, connecting dots seldom linked in official reports.

Plants: Not All Weeds Go Down

Non-target plants stand no chance if the chemical travels far from its starting point. Drift hits wildflowers, shrubs, and young trees, trimming biodiversity in hedgerows and meadows at the edges of treated fields. Butterflies and pollinators lose food sources, which affects fruit and seed production for years to come. The domino effect rarely makes headlines, but its impact is hard to miss hiking through former “hotspots.”

Keeping Both Health and Food Security in View

Choosing safe alternatives takes steady work. Farmers switching away from harsh chemicals see harvests rise in resilience, not just in quantity. Rotating crops and using beneficial insects help keep pests in check without chemical side effects. Groups like Pesticide Action Network offer resources and push for tighter regulations, so both old and new generations avoid replaying past mistakes. Cleaning up starts with learning, discussing safer strategies, and giving every voice—from rural worker to urban consumer—a seat at the table.

2,4-Dinitro-O-Cresol
Names
Preferred IUPAC name 2-methyl-4,6-dinitrophenol
Other names Dinitro-o-cresol
DNOC
dinitrocresol
2-methyl-4,6-dinitrophenol
o-cresol dinitro
Crosal
Detal
Dinitrosal
Granox
Antinex
Pronunciation /ˌdaɪˌnaɪtroʊ.oʊˈkrɛsɒl/
Identifiers
CAS Number 534-52-1
3D model (JSmol) `/data:application/vnd.jmol;base64,eyJtb2RlbCI6ICIzZDsiLCJjb21wb25lbnRzIjogIjIsNC1EaW5pdHJvLU8tQ3Jlc29sIn0=`
Beilstein Reference '585938'
ChEBI CHEBI:5300
ChEMBL CHEMBL944
ChemSpider 8181
DrugBank DB01643
ECHA InfoCard 100.004.510
EC Number 201-087-6
Gmelin Reference 92056
KEGG C01217
MeSH D004240
PubChem CID 6929
RTECS number GO9625000
UNII L83M17P8Q3
UN number UN1598
CompTox Dashboard (EPA) DTXSID6020150
Properties
Chemical formula C7H6N2O5
Molar mass 184.11 g/mol
Appearance Yellow crystals.
Odor Odorless
Density 1.47 g/cm³
Solubility in water slightly soluble
log P 1.47
Vapor pressure 0.01 mmHg (20°C)
Acidity (pKa) 8.09
Basicity (pKb) 12.96
Magnetic susceptibility (χ) -45.0e-6 cm³/mol
Refractive index (nD) 1.652
Viscosity 3.34 mPa·s (at 25 °C)
Dipole moment 3.67 D
Thermochemistry
Std molar entropy (S⦵298) 274.6 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -326.8 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -2594 kJ/mol
Pharmacology
ATC code Pesticides
Hazards
Main hazards Toxic if swallowed, fatal if inhaled, causes severe skin burns and eye damage, may cause damage to organs through prolonged or repeated exposure, harmful to aquatic life with long lasting effects
GHS labelling GHS02, GHS06, GHS08
Pictograms GHS06,GHS08,GHS09
Signal word Danger
Hazard statements H301, H311, H318, H330, H373, H400
Precautionary statements P260, P261, P264, P270, P271, P273, P301+P310, P304+P340, P305+P351+P338, P311, P330, P391, P403+P233, P405, P501
NFPA 704 (fire diamond) 3-3-0-OX
Flash point 90°C
Autoignition temperature 635 °C
Explosive limits Explosive limits: 0.09–0.38%
Lethal dose or concentration LD50 oral rat 150 mg/kg
LD50 (median dose) LD50 (median dose): 20 mg/kg (oral, rat)
NIOSH NL2275000
PEL (Permissible) PEL (Permissible Exposure Limit) of 2,4-Dinitro-O-Cresol: "0.2 mg/m3
REL (Recommended) REL (Recommended Exposure Limit) of 2,4-Dinitro-O-Cresol is "0.2 mg/m3 (as dust and vapor), skin
IDLH (Immediate danger) 20 mg/m3
Related compounds
Related compounds Dinitrophenol
2,4-Dinitrophenol
Dinoseb
Dinoterb