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Commentary on O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide

Historical Development

People have been digging deep into the world of organophosphorus compounds ever since the 1940s, looking for chemicals that can protect crops and serve other crucial agricultural needs. O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide falls right into this wave of innovation. The creation of this chemical didn’t pop up out of nowhere; it followed a trail built by need—farmers and scientists wanted options that performed better, resisted breakdown a bit longer, and didn’t cause too much unintended harm. Looking back, early research paved the way by laying down basic protocols and experimental results, and over time, chemists found ways to tweak its complexity and control how it broke down in the environment. Studies from the late 20th century detail a steady refinement, ranging from improved synthetic methods to sharper toxicity assessments. Those experiences form the backbone for the routine use and cautious optimism surrounding this compound.

Product Overview

O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide shows up as a crystalline solid, usually white or off-white. Its appeal comes from more than how it looks; the real draw springs from how it behaves in both lab and field settings. With a structure based on thiophosphoramide, and sporting two 4-chlorophenyl groups, the molecule delivers much more than a basic pesticidal knockdown. In the real world, users rely on its selective toxicity, measured persistence in soil and water, and its capacity to interrupt pest nervous systems without overwhelming non-target life—though research still asks tough, ongoing questions about those claims. As a result, large companies took interest, producing various formulations that meet demands for dose accuracy and environment-specific needs.

Physical & Chemical Properties

At room temperature, this compound typically appears as a solid block or fine powder. Its melting point drifts into the upper range, reflecting a stable internal bond network that resists easy breakdown. It's not eager to dissolve in water, which limits how fast it spreads outdoors, but it blends reasonably well into most organic solvents—making it easy to handle in chemical processes. The chemical formula C16H13Cl2N2PS gives insight into its backbone: a hearty structure pairing carbon complexity with phosphorus and sulfur. The chlorine substituents provide a boost to both its biological punch and environmental stability, keeping it from breaking down too quickly. Its reactivity comes from the thiophosphoramide group, which latches onto biomolecules and disrupts them in very specific ways.

Technical Specifications & Labeling

Products on the shelf come with their own detailed paperwork. Good manufacturers set minimum purity—often above 97%—with strict control over residual solvents and heavy metal content. Labels break down not just the name, but also batch number, date of manufacture, shelf life, hazard symbols, and handling precautions. Packaging aims to keep light and moisture out, since both can jumpstart slow degradation. Labels tend to list mandatory personal protective equipment and steps for safe storage. Anyone using it in manufacturing or agriculture receives clear warnings about human and environmental exposure, which follows long-standing regulatory trends. This level of transparency showed a marked improvement from the days when chemicals ended up in plain sacks with little instruction.

Preparation Method

Seasoned chemists usually reach for a multistep synthesis that brings together 4-chloroaniline and phosphorus-based reagents, sometimes under nitrogen to prevent unwanted oxidation. The big move involves coupling these groups with an ethyl imino source and then introducing sulfur to finish the job. Temperature control matters throughout the process; too much heat tends to create side products that are hard to separate. In my own academic lab days, we found that careful, slow addition of reactants, steady stirring, and meticulous solvent choice made all the difference. Professionals often finish with repeated recrystallization to bump up purity, then vacuum-dry the material—part science, part art.

Chemical Reactions & Modifications

The backbone of this molecule opens the door to lots of tinkering. Add different substituents on the phenyl rings, or swap in varied imino groups, and the compound changes behavior in predictable ways. Researchers have played with mild oxidizing agents to dial up or down certain biological effects. Phosphoramide-based compounds often serve as lead structures for dozens of analogs, each one tested for better selectivity or lower stickiness in groundwater studies. During routine reactions, strong bases and acids can break down the parent material, while controlled hydrolysis unwinds the molecule to study its fate in farm fields. These adaptations offer a playground, but every tweak faces regulatory scrutiny and further toxicity testing before it ever gets used broadly.

Synonyms & Product Names

Industry shorthand and catalog listings often lose sight of long IUPAC names. O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide may show up as DCPA-iminoethyl derivative, or under local trade names that highlight either insecticidal or nematocidal use. Different countries register the substance with codes based on local databases—the European Union prefers a different label, while Asia-Pacific distributors depend on language-specific alternatives. Synonyms help scientists dig up background research, but those juggling regulatory paperwork always need to double-check which exact formulation sits in the warehouse. Failure to use accurate names has led to more than one embarrassing recall or cross-border shipment snag.

Safety & Operational Standards

Solid safety measures keep people and the environment out of trouble. Handling this class of chemicals starts with well-ventilated spaces, gloves, chemical goggles, and long sleeves—a far cry from barehanded mixing on a farm decades back. Safety data sheets warn that skin contact, inhalation, or accidental ingestion brings real health risks, from mild irritation to longer-term nervous system effects. Disposal routines must match hazardous waste protocols, never end up in regular trash. Acids, bases, and most oxidizers should never mix with residues or spent containers. Cleaning up accidental spills means isolating the area, ventilating well, and following state and federal rules. In production, audits and employee training form a firm backbone for keeping incidents low. Every change in formulation triggers a review of these operational standards, making compliance a living process.

Application Area

Farming and pest control make up the lion’s share of real-world use. Growers turn to this chemical to control pests that resist the older compounds. Its strength comes from striking at insect nervous systems, often by blocking acetylcholinesterase, which builds up toxic nerve signals and paralyzes targets. In some specialized settings, it found use in research as a model for understanding metabolic breakdown and off-target animal effects. Overuse or careless handling gave rise to environmental concerns—runoff, persistence in soil, and impact on pollinators all required further controls. Innovation in slow-release granules, safer wettable powders, and precise dosing systems grew out of these pressures.

Research & Development

Academic and corporate teams push for new versions with sharper targeting, lower mammalian toxicity, and reduced environmental footprints. Publications in the past decade point toward detailed maps of how the compound moves through soil and water, using isotope tracing and advanced chromatography. My own training involved setting up these analyses—not glamorous, but essential for unbiased answers. Laboratories experiment with biodegradable variants, blend in adjuvants that speed breakdown after the job is done, and model metabolic impacts in both pests and beneficial organisms. Regulatory agencies fund much of this work, making sure research stays practical instead of just theoretical.

Toxicity Research

Long-term animal studies and environmental surveys raise tough questions about balance: how much exposure crosses the line, what breakdown products linger, and how those affect birds, fish, or even humans in the chain. Early animal data sometimes showed dose-dependent neurotoxicity. Recent work includes more sophisticated endpoints, measuring subtle effects on reproduction, enzyme systems, and immune response. The most reliable studies line up with real-world conditions, pulling samples from treated fields and looking for accumulation in nearby water or food sources. Sharing that data with both farmers and regulators sparks the kind of transparency that drives sound decisions—no shortcuts, no cover-ups.

Future Prospects

Regulation and innovation walk hand in hand. As more focus lands on sustainable agriculture, future versions must thread the needle between effectiveness and safety. Green chemistry ideas dominate current research, aiming for molecules that do their job and then break down into harmless components. Smarter application tools—drones, satellite mapping, microdose sprayers—promise to shave off excess use and cut risk. In my own opinion, trust develops from openness: researchers, regulators, and users all need access to up-to-date results, warts and all. This compound, like many of its kin, finds itself at a crossroads—its future shaped by responsible stewardship, clever science, and the lived experience of those on the land.




What is the primary use of O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide?

Understanding a Niche Agrochemical

O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide shows up on few shelves outside of agrochemical labs, but it’s far from obscure for crop scientists and pest management experts. Built with two 4-chlorophenyl groups and a thiophosphoramide core, this molecule walks and talks like an organophosphate insecticide. In practice, it gets used to battle pests that chew through fields and threaten harvests. It acts on the nervous systems of insects, causing quick knockdown, and utility kicks especially high during peak pest seasons.

Why Focus Remains on Specific Pest Threats

Farmers and agronomists pick their chemistry for clear reasons. Pests like the Colorado potato beetle or certain species of aphids tend to shrug off old-school treatments over time. O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide has a molecular structure that sidesteps some classic resistance mechanisms found in insect populations. This property lets farmers treat infestations that would leave others scrambling for alternatives.

A study from Cornell University illustrates how resistance to first-generation organophosphates often rises in unmanaged fields. Pesticides like this one provide another shot, buying time before whole new classes of chemistries must be developed. This matters for food security. Losing even a portion of yield to pests snowballs down the line—to prices at the grocery store, to feedstock supplies, to export profits for countries reliant on staple crops.

Concerns Tied to Organophosphates

Tough talk about pesticides always rings hollow without looking at safety and environmental impact. Many organophosphates tread a thin line between killing bugs and endangering people, non-target animals, and aquatic life. Researchers at the EPA highlight how some of these molecules skip through soil runoff, reach streams, and impact fish at low concentrations.

Farmers face a tradeoff every year. Skipping pest control means accepting crop loss. Overusing or mishandling dangerous chemicals means risking personal health and sometimes community wellbeing. Some operators switch fields or alter planting patterns to limit buildup. Others invest in new spray systems or blend in natural predators. Still, the draw of compounds like this one remains when all other tools fall short.

Industry Shifts and the Search for Alternatives

Watching the ag-chem world shift, the trend toward more targeted and less persistent chemicals stays strong. Some multinational firms cut production of older compounds, nudged by stricter regulations from the European Union and United States. Others pour research dollars into biotech traits or biological pest controllers, betting that gene editing or beneficial insects can supplement or shape future pest management.

Farmers tend to weigh tradition with change. Known solutions bring certainty, but every year, new research and updated rules shape which chemicals remain available. Modern pest management calls for better scouting, timely application, and constant checking for resistance. Balancing all these factors isn’t easy, but it protects both farms and future riverbanks.

Building Toward Safer, Smarter Pest Control

Chemistry like O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide carries real value for certain crops under pressure, so long as handling and application reflect current science and common sense. The march toward safer alternatives, thorough education, and integrated pest management offers hope that food can be grown more responsibly—in step with both farmer needs and the communities that sit down to dinner each evening.

What are the safety precautions for handling this compound?

Getting Real About Lab Safety

Working with strong chemicals in a lab can get risky fast, no matter how long you’ve been at it. Chemicals don’t care about your intent or your experience. Over the years, I’ve seen new researchers, and even a few old pros, sidestep basic protocols because they felt confident or rushed—not a recipe for safety. I remember a time when someone mixed two substances without checking the Material Safety Data Sheet (MSDS), and the reaction sent fumes straight up. That left a mark on everyone who watched it happen. Lessons stick a whole lot better when they’re learned the hard way, but nobody actually wants it to get that far.

Core Precautions: It’s All in the Prep

Every compound demands respect and preparation. Go through the MSDS line by line. If it warns “toxic if inhaled,” don’t think twice about grabbing a respirator and turning on the fume hood. Put on goggles—not just safety glasses—real goggles that grab the seal on your face. Gloves need to match the chemical: nitrile handles a lot, but the tough stuff can eat right through latex or vinyl. I once watched a classmate lose a chunk out of his nitrile glove because he didn’t bother to check resistance charts. Fortunately, the only thing lost was the glove.

Good ventilation gives you a fighting chance. That means fume hoods should be checked and certified. Nothing ruins a day faster than discovering the exhaust system failed after you already caught a whiff of something sharp. Make sure your workspace stays clear—no coffee mugs near the open beaker, no open textbooks ready to soak up a spill.

Transportation and Storage: No Shortcuts

Moving chemicals from one place to another requires attention. Bottle carriers or secondary containment keep everything upright and sealed. Every bottle needs a label, legible and up to date. More than once, I’ve seen forgotten containers in storage, label faded or gone, no memory of what’s inside. Nobody wants to play chemical roulette.

Store acids, bases, solvents, and oxidizers apart from each other. Fires in labs don’t start in the beaker—they begin in the cabinet when someone shorts the storage rules. I’ve used color-coded shelves and locked cabinets, which keeps the whole group accountable. Temperature also matters. Store compounds below recommended limits or you’ll end up with vaporized chemicals or solids that break bottles during freeze-thaw cycles.

Handling Spills and Accidents

Spill kits belong within reach, not hidden in a closet. Know where to find eye-wash stations and showers, and practice using them, because panic trades speed for mistakes. Anyone working long hours around chemicals should keep a change of clothes handy and always let someone else know what they’re doing. After-hours work and chemicals don’t mix—nobody should get left alone with an accident.

Building a Culture of Safety

I’ve noticed the most careful labs don’t just post rules—they talk about safety every week, run drills, and share close calls. Putting up a checklist is not enough. People need to believe that every step matters, from selecting gloves to labeling vials. Sharing mistakes—without blame—fosters real learning. Checking, rechecking, and calling out missed steps helps keep colleagues accountable, not just yourself. A strong safety culture benefits everyone—not just the current group, but those who arrive later and trust the system to keep them safe.

What is the chemical structure and formula of this product?

What the Formula Tells Us

A chemical formula shows the makeup of a product in terms of its atoms. Each letter or symbol stands for an element from the periodic table. Numbers after each symbol point out how many atoms are present. Let’s take water as an example. H2O means each molecule has two hydrogen atoms and one oxygen atom. It’s simple enough to memorize, but understanding these details matters, especially if you use the product in a lab, home, or workplace.

Structure Shapes Behavior

The structure describes how these atoms bond and arrange themselves. Even with the same formula, a product can behave very differently if atoms connect in new ways. Consider glucose and fructose. Both carry the formula C6H12O6, but their atoms fit together differently. Because of that, your body processes them in separate ways, triggering distinct tastes and health effects.

Why We Should Care

Knowing the structure and formula of any chemical product is not just for chemists. Picture cleaning your kitchen. Bleach (NaClO) and vinegar (CH3COOH) are common household chemicals that seem harmless alone. Yet, mixing them forms dangerous chlorine gas due to how the atoms in each product interact. People without a chemistry background can avoid health risks and accidents by taking a closer look at the contents on each label.

I remember my time working in an industrial warehouse. We needed calcium chloride (CaCl2) for dust control. Management once bought calcium carbonate (CaCO3) by accident, thinking it was the same thing. That mistake cost us both time and money, simply because the structures are similar but not identical. Clarity with chemical names and what they mean in structural terms can help businesses avoid setbacks.

Learning Beyond the Label

Training and access to information make a difference. Some companies post detailed safety data sheets (SDS) that spell out formulas, hazards, and reactivity. These aren’t just regulatory paperwork. They help prevent mistakes and allow workers to act quickly in emergencies. Schools and universities also play a role, giving students hands-on experience with real molecules and compounds so they can spot the patterns faster.

Smart Solutions

Public awareness can grow through clear guidance and simple explanations, not jargon. Short videos or infographics in stores could highlight the basic formulas of common household products. Manufacturers might print easy-to-read chemical information on packaging, showing both the name and the simple structure. People love shortcuts, especially if they make daily tasks safer.

Modern technology can help, too. Smartphone apps now scan labels and explain chemical details in plain language. These tools turn complicated formulas into useful knowledge, helping shoppers make healthier and safer choices.

Building Trust Through Reliable Information

Trust in chemical products relies on knowing what’s inside. People deserve transparency from brands and experts. Clear communication, evidence-backed facts, and ongoing education raise public confidence. With deeper understanding of formulas and structure, we see beyond marketing claims and make better decisions for our homes, our jobs, and our health.

How should O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide be stored?

Storing Chemicals Like You Mean It

O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide sounds like a mouthful, but anyone who’s been around research labs or chemical plants knows these kinds of names come with some real responsibility. With this compound, following strict storage rules can save more than just paperwork headaches—it can keep people safe.

Knowing What You’re Holding

I remember working in an academic lab where “handle with care” felt like the mantra of the day. This compound, packed with chlorinated aromatic rings, sulfur, and phosphorus, doesn’t take kindly to rough treatment. The chlorophenyl groups bring a layer of toxicity near what you’d expect from many legacy pesticides, even if its use drifts toward industrial or research spaces.

Toxicity alone demands a storage area with clear signage, strong ventilation, and a lock. Many people forget that improper storage isn’t just about the risk to a single bottle; it’s about protecting everyone nearby. The volatility or decomposition of phosphoramide derivatives could create real hazards, including toxic byproducts.

No Compromise on Temperature and Moisture

When summer hits hard, I remember seeing temperature spikes send some chemicals right out of spec. O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide won’t stand up to daylight or heat very well. Keep this stuff below 25°C if you want to stop it from degrading. Direct sunlight feeds into photodegradation, and heat just accelerates the breakdown.

Nobody wants to mop up after a broken glass bottle full of toxic powder. That’s why sealed containers—preferably glass or high-grade plastic—should stay off the floor and away from vibration. Desiccators, or at least bins with silica or other desiccants, help block out moisture. Anyone who’s watched powders clump up or even change color under high humidity knows this is no small thing. Get a regular humidity check on the storage area; you’d be surprised how quickly a leaky air vent can undo your best plans.

Labeling, Inventory, and Avoiding Accidents

Proper labeling isn't just about ticking boxes for safety inspectors. I’ve seen too many workplace accidents happen because someone grabbed an unlabeled bottle in a hurry. Use clear, resistant labels that show chemical name, hazard symbols, and the storage date—faded marker on a sticker solves nothing. Inventory logs should get weekly updates, not once a year when the audit rolls around.

Storing O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide away from food, drinks, and incompatible chemicals stops cross-contamination. Workplaces that keep acids in one corner, bases in another, and organophosphorus compounds like this in their own section see fewer incidents. Don’t store this compound close to strong oxidizers or reducers—bad chemistry happens fast and rarely warns you in advance.

Prepared for the Worst

In my experience, fire safety makes all the difference. Chemical-resistant fire extinguishers, spill kits with absorbent material, gloves, goggles, and emergency eyewash stations aren’t just props from a training demo—they really matter when things go wrong. Give training to new hires on day one, then refresh every quarter.

By making safety personal—from detailed labeling to strict storage rules—everyone helps keep the whole team protected. It’s not just an EHS guideline; it’s peace of mind earned through good practice every day.

Is this compound regulated or restricted in any countries?

Understanding the Patchwork of Global Rules

Every time a new compound is discovered or synthesized, the conversation begins: who can use it, where, and for what? National borders make all the difference. Something completely legal in one country might trigger a customs seizure or even an arrest in another. Take the example of substances commonly used in industrial processing or pharmaceuticals. Countries shape their rules based on health priorities, public safety, and even past disasters. I’ve witnessed in my own work how quickly a shipment can be held at a port because a minor ingredient is banned or flagged elsewhere.

Safety, Trust, and the People in the Middle

For a compound flagged as toxic in Europe, regulatory agencies usually publish thorough data—animal studies, environmental impact, effect on children, and overdose thresholds. Much of this is public record, often debated in the media and parliament, with each side bringing up their concerns. The biggest priority becomes keeping people safe from things like chronic exposure, unexpected drug reactions, or accidental poisonings. The U.S., for example, tends to run several layers of review, sometimes overlapping: the FDA, the EPA, and state agencies.

Community trust in regulators comes slowly and gets shaken fast after scandals. Take asbestos—an example most people know. Authorities let it into buildings for decades. Then, research tied it directly to cancer. Swift backlash forced regulators to act. Now, even a hint that a chemical could trigger similar problems prompts parliamentary investigations. Outside of Europe and North America, smaller countries try to keep up, but often lack funds for testing or enforcement.

The Science Moves Faster Than the Laws

Research labs keep finding new uses or hidden downsides to hundreds of compounds each year. Sometimes, by the time lawmakers catch on and push restrictions, the market has already moved on. I’ve faced this in practice, watching suppliers swap in new ingredients as soon as a ban hits. Labelling can be clear in some places, but vague or missing in others. Even scientists can get lost in the fine print—one database says banned, another says restricted, another says “pending” review.

Technology complicates things, too. Emerging fields like synthetic biology bring hybrids the law hasn’t seen before. International guidelines struggle to keep up, and border agents review trade lists often pieced together by hand. Consumers and workers get caught in the complexity. Factory employees in countries with lighter oversight might handle chemicals illegal almost anywhere else—and few know about it unless a tragedy surfaces.

Public Awareness and the Pressing Need for Better Disclosure

People want to know what’s in their food, drugs, air, and kids’ toys. A few governments lead the way by pushing for open databases tracking every restricted compound, with plain-language health risks and contact details for local authorities. Industry can do better, too. Clearer labels and honest disclosure—especially during product recalls—help build back trust. As someone who has tried to trace a compound across several countries, it’s obvious how a single point of transparency would have spared months of work and lots of anxiety.

Common Sense Solutions

Building smart regulations isn’t impossible, but it asks for honest cooperation across borders. Better scientific transparency, quick communication between countries, and funding for small agencies can help. My own experience says open feedback loops—giving industry, doctors, and the public a voice—lead to better safety laws. It’s never just up to lawmakers on Capitol Hill or Brussels; everyone has some stake in what passes through their borders and bodies.

O,O-Bis(4-Chlorophenyl) N-(1-Imino)Ethyl Thiophosphoramide
Names
Preferred IUPAC name N-[(E)-Ethanimidoyl]-O,O-bis(4-chlorophenyl)phosphorothioamide
Other names Acephate
Orthene
Pronunciation /ˌoʊ oʊ bɪs fɔːr ˈklɔːrəˌfiːnəl ɛn wʌn ɪˈmiːnoʊ iːθɪl θaɪˌoʊˈfɒs.fəˌræm.aɪd/
Identifiers
CAS Number [27520-54-3]
Beilstein Reference 787130
ChEBI CHEBI:38870
ChEMBL CHEMBL2103831
ChemSpider 7747308
DrugBank DB08739
ECHA InfoCard 03ab69af-1879-4742-b092-bb181f8adf4e
EC Number 252-338-5
Gmelin Reference 108132
KEGG C18376
MeSH DDT
PubChem CID 15614
RTECS number TN0700000
UNII OK7FA69HZW
UN number UN3278
CompTox Dashboard (EPA) DTXSID6020679
Properties
Chemical formula C14H13Cl2N3PS
Molar mass 424.2 g/mol
Appearance White solid
Odor Odorless
Density 1.44 g/cm³
Solubility in water Insoluble
log P 3.87
Vapor pressure Vapor pressure: 7.98E-09 mm Hg at 25°C
Acidity (pKa) 5.02
Basicity (pKb) 6.02
Magnetic susceptibility (χ) -62.84 × 10⁻⁶ cm³/mol
Refractive index (nD) 1.653
Viscosity Viscous liquid
Dipole moment 3.85 D
Thermochemistry
Std molar entropy (S⦵298) 457.7 J·mol⁻¹·K⁻¹
Std enthalpy of combustion (ΔcH⦵298) -9734.9 kJ·mol⁻¹
Pharmacology
ATC code P00997
Hazards
Main hazards Harmful if swallowed. Toxic if inhaled. Causes skin irritation. Causes serious eye irritation. Suspected of causing cancer. Very toxic to aquatic life with long lasting effects.
GHS labelling GHS07, GHS09
Pictograms GHS06, GHS08
Signal word Danger
Hazard statements H302, H315, H319, H332, H335
Precautionary statements P261, P273, P280, P304+P340, P308+P313
NFPA 704 (fire diamond) 2-2-1-☢
Flash point 220 °C
Autoignition temperature Autoignition temperature: 510°C
Lethal dose or concentration LD50 oral rat 48 mg/kg
LD50 (median dose) 1850 mg/kg (rat, oral)
NIOSH NA1667
PEL (Permissible) Not established
REL (Recommended) 300 mg/m3
Related compounds
Related compounds Ethylphosphonothioic acid O,O-bis(4-chlorophenyl) ester
N-(Iminoethyl)-O,O-bis(4-chlorophenyl)phosphorodiamidate
O,O-Bis(4-chlorophenyl)phosphorothioic acid amide
Parathion
O,O-Diethyl O-(4-nitrophenyl) phosphorothioate