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2,4,6-Tri(2-pyridyl)-s-triazine: A Deep Dive

Historical Development

2,4,6-Tri(2-pyridyl)-s-triazine, often known as TPTZ, didn’t leap out of nowhere. Its discovery in the early 20th century added an important tool for both analytical and coordination chemistry. Researchers in those days searched for ligands that could help reveal metal ions present in solutions, mostly because industries and labs alike had a growing need to measure trace metals with more precision. What set TPTZ apart was the way it formed intensely colored complexes with iron(II), breaking new ground in spectrophotometric methods. In every era, chemists looked for compounds that didn’t just do a job but could do it with clarity and repeatability. TPTZ fit that need, and its adaptation into standardized assays cemented its role. There's a certain satisfaction with tools that have endured decades of scrutiny and are still pulled out of the drawer today.

Product Overview

TPTZ shows up most often as a fine, crystalline solid that brings a distinctive yellow-tan hue to the bench. Labs pack it into small amber-glass bottles and ship it out under dry conditions, since moisture defeats its shelf life and alters how it behaves in reactions. Chemical suppliers list it with CAS number 3682-35-7 and offer different purities. What matters to the working chemist is that TPTZ, beyond the name and bottle, performs in the real world. Its strong chelating properties for transition metals, especially ferrous iron, give it a seat at the table in food, water, and clinical analysis labs. Inside a bottle labeled TPTZ, you find a compound with potential, risk, and plenty of opportunity.

Physical & Chemical Properties

The solid itself brings a melting point in the range of 245–250 °C, resisting typical lab temperatures without breaking down. TPTZ does not dissolve well in water, but it prefers organic solvents such as ethanol or DMF, which comes in handy during synthesis and analysis. Its molecular formula, C18H12N6, and molar mass of about 312.33 g/mol give it a decent heft for most analytic work. Structural diagrams show three pyridyl rings fused to a symmetric triazine core, creating those planar, aromatic platforms so attractive to transition metals. No long-winded molecular algebra needed—chemists see it, know it, and rely on those properties when testing iron, copper, and other metals in trace assays.

Technical Specifications & Labeling

In practical terms, specification sheets cover key points like assay (often >98%), moisture content (low single digits), and impurity thresholds. Labels must flag its tendency to degrade if mishandled, recommend storage in cool, dry, and dark places, and warn of its irritant properties. Laboratories now expect Safety Data Sheets to lay out not just the risks but clear first-aid and disposal procedures. Regulatory compliance demands full documentation on both purchase and use. Modern inventory systems track every microgram, keeping both auditors and bench chemists happy.

Preparation Method

TPTZ does not grow on trees or form in the back of a fridge. Chemists typically synthesize it by heating 2-cyanopyridine with hydrazine hydrate, closing up the core rings in a condensation reaction before purification by recrystallization. This route has served the fine chemicals industry for generations because it’s reliable and scalable. Each change in solvent, reactant ratio, or temperature brings potential for unwanted byproducts. So every batch needs lab checks—thin-layer chromatography, melting point, even NMR—to confirm you’ve got the real McCoy. That level of routine diligence pays off. Without strict preparation, TPTZ loses its edge in performance, which matters in everything from pharmaceutical labs to drinking water stations.

Chemical Reactions & Modifications

TPTZ makes its career through the strong complexes it forms, especially with divalent iron ions. When TPTZ meets Fe(II), the blue-colored [Fe(TPTZ)2]2+ complex jumps out under the right conditions, giving a sensitive measure in the so-called FRAP assay for antioxidant potential. Some labs tweak the structure, substituting groups on the pyridyl rings or triazine core to aim for better solubility or specificity for particular metals. Every change brings unknowns, as even a small tweak can collapse affinity or slam the door on selectivity. Most users still choose off-the-shelf TPTZ because its performance is battle-tested and literature-proven.

Synonyms & Product Names

Chemists know TPTZ by several synonyms, chief among them 2,4,6-Tris(2-pyridyl)-1,3,5-triazine. Some catalogs sell it simply as TPTZ, others spell out its full mouthful. It can show up in research as Ferrozine substitute or as a component of complexing agents for analytical chemistry. While different names filter through institution, region, or supplier, the compound behind those labels brings the same molecular punch in every vial.

Safety & Operational Standards

Handling TPTZ takes a commitment to good lab practice. Dust can irritate the skin, eyes, and respiratory tract, so gloves, goggles, and working under a fume hood stand as must-haves. Lab veterans know not to get careless, especially when the powder drifts and settles in places you least expect. Accidental ingestion or prolonged contact leads to headaches, nausea, or allergic reactions in some cases. Waste heads to special disposal, never down the drain. Institutions post MSDS sheets front and center, keeping everyone on the same page. Emergency eyewash stations and safety showers aren't just regulatory fluff—they are there for moments nobody plans for. Every researcher benefits from up-to-date protocols; I’ve seen more than one incident turn into a teaching moment simply because the right material was nearby and decision-makers acted fast.

Application Area

TPTZ walks the line between basic research and the routine. Its greatest claim to fame rests on the FRAP (Ferric Reducing Antioxidant Power) assay, measuring the antioxidant content in foods, supplements, and biological samples. Hospitals and environmental monitoring labs pick it for its reliability in identifying iron and other metals at very low concentrations. Some researchers use TPTZ to build coordination polymers, contributing to the growing domain of supramolecular and materials science. Food safety, pharmaceutical testing, pollution control, academic teaching—the list sprawls out as new students and scientists find yet another way to use a classic compound. Each field pushes back, tests, and often adopts TPTZ in modified forms, recognizing its backbone role in the toolkit of chemical analysis.

Research & Development

Far from standing still, TPTZ continues to show up in journal articles and patent claims. Chemists tweak assay conditions, solvent systems, and instrument setups to chase better sensitivity, selectivity, and quicker turnaround for high-throughput testing. Materials scientists explore TPTZ as a building block for metal-organic frameworks aiming for gas storage, catalysis, or drug delivery. In electrochemistry, researchers look for ways to bind TPTZ to electrodes and sense tiny shifts in metal ion concentrations. Universities and companies alike push these boundaries, not just out of curiosity but to meet practical needs. The march continues because every advance means smaller sample sizes, faster results, and sometimes even new treatment options for patients. I’ve watched teams take a good candidate like TPTZ and—through sheer iteration—turn it into a key piece in much bigger programs.

Toxicity Research

With increased use comes a justified focus on toxicity. Published data points to moderate acute toxicity, especially for long or accidental exposure. TPTZ breaks down into pyridine derivatives, which do not do the human body or aquatic organisms any favors. Animal studies show central nervous system effects at high dosages, and regulatory agencies call for gloves-on handling and rigorous cleanup. Waste management plans ensure spills don’t leach into soil or waterways. Risk grows when protocols get sloppy, so institutions back up lab users with safety audits, periodic retraining, and spill drills. In real terms, working with TPTZ doesn’t spark havoc if everyone respects its profile and responds to guidelines clearly laid out at every step.

Future Prospects

The future tilts toward automation and high-throughput screening, and TPTZ is finding its place in robotic assays and real-time, in-field sensors. Scientists continue re-engineering it for new coordination frameworks, pushing for greener synthesis, and tracking down variants that keep the core power but shave off toxicity or environmental impact. In my own practice, the steady demand for more sensitive detection of metals keeps TPTZ on the requisition list. Researchers look for ways to regenerate TPTZ-based sensors and minimize single-use waste, a challenge that matches the global drive for sustainable chemistry. Educational institutions teach both the utility and risks, so the next generation sees TPTZ as more than a legacy molecule—they see a partner in ongoing discovery.




What is 2,4,6-Tri(2-pyridyl)-s-triazine used for?

A Closer Look at a Vital Chemical Agent

2,4,6-Tri(2-pyridyl)-s-triazine, called TPTZ by chemists, pops up in almost every undergraduate lab that puts iron to the test. Toss the tongue-twister name aside, and what you’ve got is a small-molecule compound that gives scientists a straight answer about heavy metals—especially iron in its Fe2+ form. The intense blue color people see in test tubes? That’s the unmistakable sign that TPTZ and iron ions have crossed paths.

TPTZ and Iron Identification

For those trying to figure out how much iron sits in a food sample, a water source, or even a supplement, TPTZ plays referee. It doesn’t just show up in classrooms; it’s a backbone of industry quality control and food safety checks. Adding TPTZ makes invisible iron concentrations visible, letting labs pull out real numbers using colorimetric analysis. Most lab techs love the “blue complex”—a quick signal that tells you Fe2+ is present and, using a spectrophotometer, exactly how much.

The Science Behind the Blue

The magic comes down to TPTZ’s knack for binding with iron. Scientists call it a ligand. Once bound to Fe2+, the solution doesn’t just change color—the shift has a specific light absorbance (593 nm) that can be measured. This direct approach saves time and helps avoid guesswork. Outside chemistry, few folks realize nearly every measurement of iron in blood, soil, or tap water relies on this same quick-acting reaction.

Role in Antioxidant Research

Walk through a nutrition science department and someone’s likely running the FRAP (Ferric Reducing Antioxidant Power) assay. Without TPTZ, that test doesn't happen. TPTZ helps track antioxidants in foods by comparing how much Fe3+ gets reduced to Fe2+ in the presence of an extract. Superfood claims often start with these numbers, and TPTZ gives the numbers muscle behind marketing. That blue color underpins half the “rich in antioxidants” labels you see in stores.

Concerns and Responsibility

Using TPTZ safely matters. The compound runs on dry instructions and clean technique. Direct contact or poor ventilation brings risk, and no one wants unnecessary spills or contamination. To avoid surprises, labs use small quantities, rely on gloves, and never skip fume hoods. Labs also need to track their chemical waste so environmental regulators stay happy.

Looking at Solutions in the Field

TPTZ does the heavy lifting, but the world of analytical chemistry doesn’t sit still. Some researchers hunt for greener alternatives, aiming to lower toxicity while keeping strong responsiveness to metal ions. Others build on TPTZ’s strengths, tweaking the molecule or the test conditions to spot metals at even lower levels. In the meantime, ongoing education helps newcomers learn safe practices before ever measuring their first water sample. Good documentation and regular training help keep everyone up to date on the handling and disposal of these sensitive reagents.

The Bottom Line

Knowing what’s inside a sample keeps the public safe and the marketplace honest. TPTZ hasn’t just found a niche; it’s become a key ingredient, making sure the results in food safety, clinical care, and environmental monitoring mean what they say. TPTZ stands as proof that chemistry isn't just for the lab—it's in every verified label and trusted water report people read today.

What is the molecular formula of 2,4,6-Tri(2-pyridyl)-s-triazine?

Breaking Down the Chemistry

Back in chemistry class, figuring out a molecule like 2,4,6-Tri(2-pyridyl)-s-triazine usually meant grabbing a pen and a notepad and mapping out the core structure. This compound features a triazine ring as its backbone. Attach three pyridine rings at the right positions—2, 4, and 6—and you get something a bit more complex than your average kitchen-counter chemical. The molecular formula comes together as C18H12N6. Scientists often refer to it as TPTZ. Each piece of that formula has a story in chemistry labs across the globe, long before it turns up in textbook diagrams or standardized exams.

Why This Compound Matters

I remember my first encounter with this compound during a biochemistry experiment that measured antioxidants. TPTZ shines brightest in the FRAP (Ferric Reducing Antioxidant Power) assay. In that test, it teams up with iron to create a blue-colored complex that lets researchers measure antioxidant ability in real-world foods, wines, or supplements. That touch of deep blue shows up across studies searching for which berry or tea offers the most kick.

This molecule doesn’t sit on the shelf collecting dust—the impact crosses into clinical and nutritional science. Researchers analyzing how diets support health often turn to the FRAP assay, and by extension, TPTZ. Without a stable, predictable molecule like this, thousands of studies would lose a key method for ranking the protective value of common foods. Even as nutrition science advances and shifts, you still see TPTZ pop up in current literature and university projects.

Solid Chemistry Comes with Challenges

Not many labs have the budget to waste chemicals, so purity matters. Picking the wrong formula or ordering an off-spec batch can wreck an entire experiment. The correct formula, C18H12N6, ensures accurate calibration and reproducible results. There’s no shortcut around the math or the prep steps. Even a small miscalculation leads to test results that don’t match what textbooks promise or what a journal expects.

Storing TPTZ also invites headaches. Exposure to light or air pushes it to degrade faster, which affects sensitive analytic tests. Students and researchers working after hours often share stories about running out of fresh material or misidentifying a faded bottle.

Looking for Solutions through Training and Quality Control

Working in research labs and talking with chemical suppliers taught me that many mistakes come from simple mix-ups or poor storage. Regular refresher training on handling specialty reagents helps prevent waste. Adding clearer labels for molecular formulas and hazard warnings eases confusion, especially for newer staff. Automated stock management can flag when it’s time to replace aging chemicals—no more guessing.

Manufacturers that routinely provide certificates of analysis boost trust. Labs should lean on relationships with suppliers who share up-to-date information on purity and safety. Reliable supply chains matter as much as scientific rigor.

The Takeaway for Science and Industry

Getting the formula and storage right for compounds like 2,4,6-Tri(2-pyridyl)-s-triazine won’t win any medals, but it protects the reliability of research. Good habits, teamwork, and a focus on transparency help the science move forward. And if in doubt, checking the label just one more time never hurts.

What are the storage conditions for 2,4,6-Tri(2-pyridyl)-s-triazine?

Understanding the Chemical’s Quirks

2,4,6-Tri(2-pyridyl)-s-triazine, known to folks in the lab as TPTZ, looks unassuming as a pale powder, but it holds a big role. Anyone who’s used it for colorimetric iron tests or in making metal complexes knows the difference between a well-kept reagent and one that just doesn’t work. Moisture and light take a toll. Walk into any university lab, and a seasoned technician can tell if chemicals spent too long on the wrong shelf. Clumping, faded color, questionable solubility—none of that helps accuracy when running iron quantitation or setting up standard curves.

Dry Storage: Non-Negotiable

TPTZ absorbs water from the air. I’ve lost more than one batch to humidity during a rainy season, not even realizing the cap wasn’t fully tightened. Every chemist who handles this compound knows the difference that a tightly sealed amber vial makes. Slide it into a desiccator with silica gel; the desiccant turns pink, but your TPTZ stays crisp. Warmer climates demand extra vigilance. Direct contact with air means the powder will clump or degrade more quickly—then your assays start giving inconsistent numbers. Lengthy troubleshooting follows, burning through days and dollars. Keeping humidity at bay keeps the chemistry predictable.

Shield From Light

Fluorescent lighting in labs always seems to find a way to shine straight at sensitive glassware. TPTZ breaks down after weeks of exposure. Using amber bottles or wrapping containers in foil isn’t just busywork; it keeps TPTZ viable, especially for those using it in photometric iron tests where clarity is key. No one wants to run controls twice because of photodegraded reagents. Over the years, I’ve seen policies change—labs that once left powders on open shelving now use cabinets or covered fridges dedicated to light-sensitive stock. After all, no one enjoys telling a supervisor about ruined test panels because of faded reagents.

Temperature Keeps Things Honest

Heat accelerates decomposition. Even room temperature works—just don’t let storage racks rest above steam pipes or near sunny windows. I recall summer months causing surprise spoilage just because of an air conditioning unit on the fritz. In fresher storage rooms, the TPTZ lasts longer, brings fewer surprises, and keeps calibration routines steady. Standard wisdom sets the range between 15–25°C, but lower temperatures work as long as you avoid condensation from cycling in and out of cold storage. I’ve seen folks keep a small, dedicated fridge for high-value chemicals, but it brings up the risk of condensation once a bottle comes out—double-bagging in zip closures or leaving it out to slowly warm up defeats moisture creep.

Labeling and Rotation

Clear labels and tight records save so much headache. Marking the date opened, recording batch numbers, even logging how many times a container has been accessed keeps fresh TPTZ in use and steers the stale stock to the front. These habits aren’t glamorous, but life in the lab proves time and again that troubleshooting bad tests eats up far more time than checking inventory logs.

It’s About the Science and the Bottom Line

Good chemistry relies on sharp materials. Storing TPTZ in cool, dry, dark conditions helps avoid wasted resources and junk data. Each dose of attention paid during storage shows up in clean spectra, reliable numbers, and lab teams that worry less about rework. Store it right, and it’ll return the favor.

Is 2,4,6-Tri(2-pyridyl)-s-triazine hazardous?

What is 2,4,6-Tri(2-pyridyl)-s-triazine?

People working in chemistry labs often meet 2,4,6-Tri(2-pyridyl)-s-triazine. Most call it TPTZ. This light yellow powder makes a useful chelating agent, especially in iron determination—think about laboratory iron tests or those classic blue color reactions.

The usefulness of TPTZ doesn’t erase the questions about how safe it is. Chemicals in the lab rarely come without warnings, and those familiar blue gloves and goggles aren’t for show.

Hands-on Experience with TPTZ

If you spend time in a wet lab, TPTZ usually shows up as a fine, slightly musty powder tucked away in a labeled jar. It stains fingertips blue. In my work, accidental spills have left marks on porous countertops and clothing. No one likes cleaning stained glassware. Each time I open that jar, the smell reminds me to take more care than with sugar or salt.

Toxicity and Health Risks

TPTZ doesn’t cause acute danger in the same way as strong acids. The powder can irritate eyes, skin, and the respiratory tract. Eating or breathing large amounts can upset the stomach, trigger headaches, and, with enough exposure, spark more serious health trouble. This isn’t just guesswork—MSDS sheets flag TPTZ for its ability to annoy skin and airways, and researchers handling it sometimes report dryness and itchy redness.

Animal testing data paints a mixed picture. Rats exposed to high levels didn’t drop dead on the spot, but showed kidney and liver stress after long exposures. No one wants to take those risks lightly, even with moderate toxicity. Plenty of chemicals from older research traditions get grandfathered in, and TPTZ is a good example of a widely-trusted compound that still clocked harm in bioassays.

Fire and Environmental Impact

TPTZ isn’t flammable, but it can give off nitrogen oxides if burned. On rare occasions, containers catch in fire-prone areas of a lab, and people have learned to keep it away from open flames and strong oxidizers. Pouring a blue solution down the drain leaves a lasting scene, which hints at its environmental stubbornness. Water treatment won’t remove every trace, so carelessness contributes to long-term water pollution.

What People Should Do in the Lab

Gloves and goggles prevent most minor contact. Fume hoods keep noses safe when weighing out powders. I always work over spill trays and double-bag trash. Spills get cleaned up fast, not swept aside "until later." These small moves add up—nobody ever regretted handling TPTZ with more respect.

Labs should train newcomers on the risks instead of letting them pick it up ‘on the job.’ Labeling stays crucial. Leaky containers and open bottles add up over a semester, so keeping stocks fresh and containers tight pays off in fewer headaches, both literal and regulatory.

Searching for Safer Alternatives

Researchers, especially in environmental testing, started shifting toward greener, less persistent chelators. New ligands or colorimetric agents sometimes match TPTZ’s selectivity. Grants now reward innovation in chemical safety, and campus green initiatives pressure lab managers to swap out older, riskier compounds. Nobody misses burns, coughs, or blue-splattered benches, so the push for change keeps growing stronger.

How should 2,4,6-Tri(2-pyridyl)-s-triazine be handled in the laboratory?

Why Attention to Safety Matters

Working with compounds like 2,4,6-Tri(2-pyridyl)-s-triazine doesn’t just come down to following a routine safety checklist. Each step can have real consequences, especially for those who handle it daily. This triazine derivative features as a reagent in many chemical assays, most notably in iron analysis by spectrophotometry. Even though it's a tool for progress, it carries enough risk to remind anyone that chemistry isn’t just theory — it's hands-on and personal.

Understanding the Risks

Anyone who’s spent years at the bench knows that academic tales about “harmful if swallowed” or “irritating to eyes and skin” stop being abstract once you see a spill or a careless pipette job. With 2,4,6-Tri(2-pyridyl)-s-triazine, dust can get into nasal passages or eyes. Extended exposure could bring out allergies or long-term irritation. Swallowing it by accident is more likely to earn a call to a poison control center than a simple rinse-and-go. Trust those warning labels — over time, you start to understand how real these dangers are.

PPE and Good Habits Count for Everything

Lab coats are more than a dress code. Latex or nitrile gloves, goggles, and a fitted mask mean fewer late nights dealing with skin rashes or eye flushes. An open fume hood pulls escaping dust away from your face, protecting airways and preventing cross-contamination. Even the best of us get complacent after years of routine, but all it takes is one small mistake. Colleagues learn from each other’s mishaps — I’ve lost count of the times someone spilled powder on a lap, only to spend half the day in the eyewash station because they skipped glasses.

Smart Storage and Chemical Compatibility

A bottle oozing trace dust on a cluttered bench signals problems waiting to happen. Triazine prefers a cool, dry, dark spot, far away from acids and oxidizers. A sharpie date on the label with a tightly sealed lid goes a long way toward keeping everything honest. Experience teaches you to store these compounds on lower shelves to avoid breakage from clumsy hands.

Waste Doesn’t Just Disappear

Chemical waste poses a challenge. Dumping it down the drain invites trouble. Instead, labeling used containers and placing them in dedicated waste bins helps everyone in the lab–especially the ones tasked with disposal. Simple steps, like double-bagging and clear signage, keep the custodians and waste teams safe.

Building a Culture of Safety

Training shapes the backbone of lab safety. It doesn’t always sink in after one session, so sharing stories about spills or exposure leaves a deeper impression than a protocol sheet. Newcomers shadowing old hands spot habits that manuals never mention. Regular refreshers, visible reminders, and a willingness to speak up when procedures slip make the risks manageable.

Looking for Improvements

Some push for more automated equipment to minimize direct handling. Powder-dispensing machines, for instance, have cut down on both mistakes and dust exposure. Others argue for hazard substitutions, but, in analytical work, chemistry often pins you down to certain reagents. Routine audits and gear upgrades promise improvements, but nothing replaces respect for the compounds in front of you.

Final Thoughts

2,4,6-Tri(2-pyridyl)-s-triazine might look harmless sitting quietly on the shelf, but years in the lab teach a healthy respect for every label. Preparedness, vigilance, and good habits protect more than just your own skin—they safeguard the whole team.

2,4,6-Tri (2-pyridyl)-s-triazine
Names
Preferred IUPAC name 4,4',4''-(1,3,5-Triazine-2,4,6-triyl)tris(pyridine)
Other names TPTZ
2,4,6-Tris(2-pyridyl)-1,3,5-triazine
2,4,6-Tris(2-pyridyl)-s-triazine
s-Triazine, 2,4,6-tris(2-pyridyl)-
Pronunciation /tuː fɔː sɪks traɪ tuː ˈpɪrɪdɪl ɛs traɪˈæziːn/
Identifiers
CAS Number 3682-35-7
3D model (JSmol) `3d:JSmol__100166`
Beilstein Reference 1870440
ChEBI CHEBI:9567
ChEMBL CHEMBL1234801
ChemSpider 8652
DrugBank DB04399
ECHA InfoCard ECHA InfoCard: 100.102.473
EC Number 202-513-6
Gmelin Reference Gmelin Reference: 128718
KEGG C11120
MeSH D017964
PubChem CID 69525
RTECS number XU9625000
UNII 7K5F6W11NA
UN number UN2811
CompTox Dashboard (EPA) DTXSID9014454
Properties
Chemical formula C18H12N6
Molar mass 325.34 g/mol
Appearance White to pale yellow powder
Odor Odorless
Density 1.388 g/cm³
Solubility in water Insoluble
log P 1.5
Acidity (pKa) pKa = 2.2
Basicity (pKb) 9.88
Magnetic susceptibility (χ) -36.6 × 10⁻⁶ cm³/mol
Refractive index (nD) 1.559
Dipole moment 3.98 D
Thermochemistry
Std molar entropy (S⦵298) 362.5 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -75.7 kJ/mol
Hazards
Main hazards Harmful if swallowed. Causes serious eye irritation. May cause respiratory irritation.
GHS labelling GHS07, GHS09
Pictograms GHS07,GHS09
Signal word Warning
Hazard statements H302 + H315 + H319 + H335
Precautionary statements Precautionary statements: P261, P305+P351+P338, P304+P340, P312
NFPA 704 (fire diamond) 1-1-0
Flash point > 239.3 °C
Lethal dose or concentration LD50 (oral, rat): > 2000 mg/kg
LD50 (median dose) LD50 (median dose): >2000 mg/kg (oral, rat)
NIOSH SW1595000
PEL (Permissible) Not established
REL (Recommended) 1 mg/m³
Related compounds
Related compounds 2,4,6-Triphenyl-1,3,5-triazine
2,4,6-Trimethyl-1,3,5-triazine
2,4,6-Tris(2-pyridyl)-1,3,5-triazine iron(II) complex
2,4,6-Tris(3,5-dimethylpyrazolyl)-1,3,5-triazine