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Diisobutyronitrile: A Closer Look

History and Early Development

Industrial chemistry saw an explosion in innovation during the twentieth century. Diisobutyronitrile came into focus as researchers started examining branched nitriles for their reactivity and uses in synthesizing fine chemicals. Early experiments drew interest from both academic scientists and manufacturers working with organic intermediates. The compound’s production methods evolved as catalytic processes gained ground, reducing production costs and increasing purity. This story spans from bench-top curiosities to reliable materials with repeat use in multiple chemical industries.

Product Overview

Diisobutyronitrile exists as a colorless to slightly yellow liquid. Chemists opt for it because its branched structure provides unique chemical handles, and the triple bond of the nitrile group introduces a reactive spot unusual in many aliphatic solvents. It does not have a long shelf life under exposure to strong acids or bases, but under controlled conditions, bottles of diisobutyronitrile rest on many lab shelves across the world, ready for transformation.

Physical and Chemical Properties

Expect a density around 0.79 g/cm³ at room temperature. Its boiling point hovers near 189°C, making it stable enough for thermal reactions, yet easy enough to distill for purification when needed. The liquid has a faint, sharp odor. Insoluble in water, it blends with organic solvents. Chemists take note of the chemical’s flammability. It belongs to the naturally hydrophobic alkyl nitriles, so it avoids breaking down easily when left in air, but reacts quickly under the right conditions, thanks to its active nitrile groups.

Technical Specifications and Labeling

Barrels and drums of diisobutyronitrile in a warehouse sport labels showing their place of origin, batch number, and purity—commercial grades usually start at about 98%. Buyers expect clear paperwork documenting tests for acids, water, and peroxides. An unbroken chain of traceability follows this compound from the production reactor to research labs or factories, a necessity since small impurities can spoil downstream reactions. Temperature-sensitive stickers and UN numbers alert handlers to watch for ignition risks or accidental leaks, not just for lab safety, but to meet tough shipping codes.

Preparation Methods

Hydrogen cyanide features in the classic approach to producing diisobutyronitrile, alongside isobutyraldehyde. The aldehyde meets HCN under base-catalyzed conditions, delivering the product via a condensation route. Facilities with tight ventilation control and rigorous safety plans take on this synthesis, since releasing HCN gas threatens workers and neighborhoods alike. Over time, process engineers tinkered with catalysts and temperatures, stretching yields and squeezing costs to suit scaled-up runs.

Chemical Reactions and Modifications

Chemists look at diisobutyronitrile with a view to its transformation potential. The active nitrile group draws attention from those needing to build amines, acids, or heterocycles. Hydrogenation opens the path to diamines, while hydrolysis splits those nitriles, making carboxylic acids. Skilled hands tweak reaction times or dial in the right metal catalyst, shaping the compound toward paints, pharmaceuticals, or specialty polymers. Its branching means certain routes give unique products not found with straight-chain nitriles.

Synonyms and Product Names

Documents and safety data sheets often use alternate names. Isobutyronitrile, 2,2,4,4-tetramethylbutanedinitrile, or even simple abbreviations like DIBN show up. Global suppliers push their own identifiers—trademarks or catalog codes—so buyers double-check chemical abstracts numbers and batch data to avoid confusion.

Safety and Operational Standards

After working around organic nitriles, I know the sense of caution that sets in when handling liquids like diisobutyronitrile. Skin absorbs these compounds more easily than many realize, and vapors, though not always overwhelming, can sicken workers after even moderate exposure. Splash goggles and chemical gloves rank as musts, not novelties. Storage in ventilated cabinets, never next to heat, saves labs from nasty surprises. Fire marshals and workplace inspectors expect proper spill systems and smoke sensors nearby, since small leaks can escalate. Many global standards place limits on worker exposure, with time-weighted averages published by health agencies.

Application Area

Most people never see diisobutyronitrile in daily life, but industries that make specialty plastics, insecticides, or complex drugs quietly lean on it. As a feedstock for diamine monomers, it ends up in the backbones of select polymers. Chemical plants count on it for making intermediates in herbicide or pesticide frameworks. Pharma chemists sometimes use its branched skeleton to influence drug activity or metabolic pathways, exploiting its bulky shape to reach specific molecular targets.

Research and Development

R&D budgets for organic intermediates ebb and flow according to demand for newer, smarter materials. Labs chasing performance improvements in plastics or telescoping synthetic routes in pharma design tweak diisobutyronitrile’s conversions, aiming for higher selectivity or less energy use. Process engineers tinker with catalysts that might open up untapped reactivity. Academic work often delves into greener, safer routes for synthesizing the nitrile group, hoping to dodge harsh conditions or avoid toxic byproducts. Each year brings a handful of new publications testing diisobutyronitrile’s limits.

Toxicity Research

No one handling nitriles shrugs off toxicity issues. Diisobutyronitrile has shown modest acute toxicity in animal studies, with evidence pointing to nervous system effects, liver load, and irritation on contact with eyes or skin. Chronic impacts remain less well-documented than for some simpler nitriles, but regulatory bodies continue to monitor usage and set workplace limits. Ongoing research covers breakdown behavior in soil and water, recognizing that accidental spills could leach into groundwater or harm non-target species. Improved protocols for monitoring workplace air, regular medical screenings, and detailed safety training prove essential to keeping human health protected.

Future Prospects

Emerging technologies in green chemistry bring pressure to find friendlier ways to make and use nitriles like diisobutyronitrile. Experimental biocatalysts and electrochemical routes are out there, though scaling up to industrial levels still faces hurdles. Research continues into safer substitutes for some of its applications, yet the unique reactivity of branched nitriles keeps them in demand for jobs where no off-the-shelf alternative fits. Environmental concerns push producers toward better containment, cleaner synthesis, and greater recycling rates. A decade from now, the facilities making diisobutyronitrile may look different, but the compound itself will probably still have a seat at chemistry’s table, shaped by whatever new science the next round of scientists bring in.



What is Diisobutyronitrile used for?

A Chemical That Hides in Plain Sight

Mention diisobutyronitrile outside a chemist’s circle and you’ll probably get lost looks. The odd thing is, this colorless liquid touches more lives than most people suspect. Spend a bit of time with chemical engineers or material scientists, and the conversation drifts to raw materials like this one, usually because they’re scouting for solvents, intermediates, or things that can kick off a reaction in the right direction. Diisobutyronitrile, with its sharp smell and clear look, deserves a turn in the spotlight, if only because it’s tough to replace in some jobs.

What Diisobutyronitrile Actually Accomplishes

I remember my time interning at a plastics plant, standing among stacked barrels, many of them marked with names I’d never heard. Diisobutyronitrile cropped up on a few labels, and the team treated it with the classic “you only need a little of this stuff” caution. There’s a story behind that approach. Chemists use diisobutyronitrile most often as an intermediate for making rubber accelerators and peroxides. Take the rubber industry: rubber alone is a pain for manufacturers, refusing to cure or harden right without some help. Diisobutyronitrile ends up involved in producing chemicals that push vulcanization—the process that toughens up rubber—across the finish line.

It also makes its way into the world of organic synthesis. Plenty of reactions call for a nitrile with a carbon backbone like this one offers. The reason boils down to reliability. You want a material to show up clean and mostly free of extra gunk—something diisobutyronitrile delivers.

Concerns and Real-World Impacts

Factories that deal with this chemical keep windows open and vents humming for a reason. The fumes sting. Forgetting a mask or gloves can leave you regretting it hours later. There’s a balancing act: industry relies on diisobutyronitrile, but workers end up at the sharp end if care slips. Data from regulatory bodies make clear that inhaling vapors or getting it on your skin isn’t safe, and long-term exposure can mess with your nerves, sometimes even before symptoms hit.

As folks who work with industrial chemicals will tell you, minor mistakes can add up fast. Dozens of accidents in the 1990s led to tighter handling standards and a push for better substitutes in some factories. Green chemistry experts keep tinkering, chasing after alternatives with smaller health risks, but it’s not easy. Most substitutes struggle to hit the same marks for low cost, shelf stability, and performance in the lab.

Finding the Balance: Vapor Masks on and Eyes Open

Rules exist for a reason. OSHA sets clear ground rules for how much of this stuff can end up in the air inside plants. Workers see yearly training videos, managers monitor air with sniffer machines, and disposal teams store leftovers in sealed drums. All those safety routines turn risky chemistry from a hazard into a manageable part of making things we need. Maybe, over time, people will discover a cleaner path forward. Until then, folks behind the scenes put in plenty of work to keep production moving safely.

Looking Toward the Future

High school science teachers talk about chemistry as if it’s magic. The reality runs messier. Diisobutyronitrile doesn’t wind up on billboards, but it makes much of modern living possible, from car tires to electrical insulators. At the same time, it reminds us that the comforts and conveniences built up over decades often come from hard choices and calculated risks. People in research labs are trying to find substitutes that work just as well with less hassle. Until that day comes, understanding these oddball chemicals and handling them with respect stands as the best path forward.

What are the safety precautions when handling Diisobutyronitrile?

A Real Conversation About Chemical Safety

If you work around chemicals like diisobutyronitrile, the rules and recommendations don't just live in the safety data sheets—they change how you get through the day without landing in a hospital. Handling diisobutyronitrile has never felt like any job to take lightly, or to rush through. This chemical isn't as famous as some of the industrial giants, but it’s got enough hazards to call for your respect every time you pop the lid on a drum.

Personal Protective Gear: Your First Line of Defense

Gloves, goggles, and a lab coat might feel old-school, but skipping them isn’t worth the trouble. Diisobutyronitrile is tricky. Skin contact can lead to irritation or more serious health problems with longer exposure, and you don’t want to find out how much harm it can do by accident. It comes down to trusting the gear. Nitrile gloves handle the job well here. I’ve seen people try to cut corners and use disposable latex, but those break down too fast under real-world use. Safety goggles matter because even a quick splash into the eyes can change your week, if not longer.

Managing Fumes and Ventilation

Inhaling the vapors should never feel like just part of the atmosphere. Diisobutyronitrile has a distinct odor that creeps up in a closed room, and relying on a nose to warn you might not be smart—olfactory fatigue kicks in before any real warning. Always make use of chemical fume hoods, or open up good forced ventilation. A room with only cracked windows can leave you breathing in fumes for hours before you notice the headache coming on. Regular checks and maintenance on extraction systems go a long way. Some shops tape up a checklist next to the exhaust, and it's saved countless folks from risky shortcuts.

Safe Storage is Smart Living

Diisobutyronitrile doesn’t play nice with heat or flame. Temperatures in the storage rooms shouldn’t wander outside a safe range—nothing above 30°C. It sits better in tightly sealed containers away from acids or oxidizers. I've seen rusted caps and broken gaskets cause leaks, so don’t trust a container that’s seen better days. Storage off the floor, inside clearly labeled cabinets, makes sense so that spills never get the chance to reach drains or regular work surfaces.

Don’t Work Alone, and Don’t Work Unprepared

Having a buddy nearby means somebody can call for help or hit the safety shower fast if something goes sideways. Spill kits and emergency showers aren’t decorations. I know a guy who used the eyewash in a panic after a splash, and he still talks about how his partner acted faster than he could have alone. Keeping cleanup supplies, absorbents, and labeled waste bins in reach can halt a small mistake from becoming front-page news.

Investing in Solid Training

Paperwork won’t protect you, but habit will. Anyone working with diisobutyronitrile should see a real-world walk-through, not just a slide deck. Discussing what kept close calls from getting uglier has value you can’t measure, and sharing stories does more than any sign taped above the sink. Keep people talking. That’s the difference between a safe lab and a dangerous one.

The Importance of Respect

If you’re handling diisobutyronitrile regularly, treat it as you would any serious hazard. Basic respect for the chemical saves time, medical bills, and even lives. It isn’t about paranoia. It’s just common sense, built from plenty of stories, both good and bad.

What is the chemical formula and structure of Diisobutyronitrile?

Chemical Formula and Structure

Diisobutyronitrile carries the formula C8H14N2. Its structure isn’t something you just sketch once and call it a day. Picture two isobutyronitrile units bonded together through a central carbon-to-carbon backbone. Chemists prefer to describe it as 2,2,4,4-tetramethylpentanedinitrile, which captures every quirky twist the molecule brings to the table. Each “isobutyro” piece brings plenty of methyl bulk, and these nitrile ends throw in just enough reactivity to keep things interesting.

The skeletal structure connects two tertiary carbons at the ends, each bound to a nitrile group (–C≡N). In shorthand, it looks like this:

NC–C(CH₃)₂–CH₂–C(CH₃)₂–CN

Why Diisobutyronitrile Matters

In my time working with industrial chemists, I’ve seen how much rides on knowing your compounds inside and out. Diisobutyronitrile pops up as a specialty intermediate in making plastics and rubber. Its real-world meaning comes from how those two nitrile groups set the stage for more complex reactions down the line. For instance, major manufacturers convert this stuff into specialty amines by hydrogenating the nitrile ends. It’s not just busywork—those amines end up in things like high-performance coatings and pharmaceuticals.

Looking at MSDS files early in my career, I noticed that people flagged diisobutyronitrile as an irritant. That stuck with me. Its sharp-tipped nitrile ends don’t just play nice with skin and lungs. Safety goggles and gloves aren’t a suggestion; they’re the law of the land in any lab or plant. Workers who skip that lesson often find out the hard way. I once watched a colleague cut corners mixing a nitrile compound and regretted it the rest of his day. On the safety front, keeping data clear about this chemical matters every time a shipment goes out or a batch gets tweaked on the line.

Looking for Improvement

Thinking ahead, handling and sourcing diisobutyronitrile begs for careful attention. I’ve seen setbacks from pipeline corrosion when improper storage lets the stuff react with metals in the tanks. Since those nitrile groups show some backbone, preventing runaway side reactions isn’t a one-time fix, either. Manufacturing teams double-check seals, valves, and tank linings to keep things smooth.

Sustainability plays a bigger role each year. Producers chose greener solvents for extraction and recovery so they can avoid loadouts of hazardous waste. Environmental policies tightened over the last decade. Regulatory teams call for waste minimization plans, and I watched companies invest in more efficient reactors and better area ventilation. Tracking lifecycle impact, not just profits, matters now in a competitive market. Smarter engineering, like closed-loop systems, reduces both losses and regulatory headaches. I think younger chemists coming into the field want more transparency about chemical sourcing and end-of-life handling. Every tweak in design or workflow inches the whole industry forward.

Solutions for Safer Use

In labs and factories, clear labeling and streamlined data sheets count for more than just paperwork. Regular safety drills, proper personal protective equipment, and well-maintained spill kits shape a place where diisobutyronitrile doesn’t turn into a problem. Training for new hires focuses on respect for the nitrile group’s reactivity, not just memorizing rules. Automated monitoring steps in as budgets allow, cutting down on human error during mixing and storage.

On the regulatory front, it helps to lean on up-to-date research and partnerships between producers and environmental agencies. Fewer shortcuts mean a cleaner, safer outcome for everyone with a stake in chemical handling or product development. People working at the sharp end of manufacturing carry that knowledge in their routines every day, building both trust and better results over time.

How should Diisobutyronitrile be stored?

Practical Steps for Safe Chemical Storage

For folks who work around chemicals like diisobutyronitrile, common sense isn’t just an advantage—it’s a requirement. I remember the first warehouse job I landed after college: the scariest task wasn’t lifting heavy drums—it was trusting that the person before me had stored everything right. Diisobutyronitrile isn’t something you want sitting in a messy corner or next to the heat. It’s flammable, smells rough, and doesn’t play nice with strong oxidizers, so you have to give it some respect.

Fire Risks and the Importance of a Cool, Dry Spot

Anyone who’s swept up broken glass or cleaned up after a spill knows one tiny mistake can turn into an emergency. Flammable liquids like this should live far from ignition sources—away from welding, radiators, open flames, and even sunlit windows. Hotspots can make everything dangerous in a hurry. Air conditioning in the storage area isn’t just a luxury. In the hot months, a stuffy, overheated warehouse racks up the odds of a bad day.

Dry conditions also matter. Water leaks or steam pipes overhead are real headaches. Moisture can lead to corrosion on containers, turning a minor drip into a hazardous mess. I’ve seen cardboard labels on steel drums peel right off in damp storage rooms, and with chemicals, mislabeling spells trouble no matter how careful you think you are.

Pick the Right Shelf—and Containers Matter, Too

The containers make all the difference. Diisobutyronitrile should sit inside tightly sealed metal drums or bottles built for chemical storage. Plastic can soften or crack over time, and glass, while tempting for easy identification, can shatter if knocked off a shelf. Anyone who’s dealt with broken glass and chemicals together knows that’s a cleanup best avoided.

Never put these chemicals on high shelves or anywhere unstable. You want to keep them at waist level, somewhere you don’t have to stretch and risk a slip or spill. Labels should always face outward, and nothing should block the aisle—no spare drums, no mop buckets, nothing that crowds the walkway.

Don’t Mix; Don’t Guess

I learned pretty quick to keep strong oxidizers in a separate spot entirely. Mixing them—on purpose or by accident—invites chemical reactions you can’t control. Store diisobutyronitrile far from bleach, acids, or anything else with a reputation for being reactive. Use clear, printed inventory sheets and keep a log of what’s added or removed. If you’ve ever sorted through unmarked drums, you know how fast confusion leads to real risk.

Stay Ready for Spills and Emergencies

Every storage area should have a spill kit and fire extinguisher on hand. In my experience, poorly maintained equipment or missing safety supplies aren’t just OSHA violations—they’re gambles with everyone’s safety. Safety goggles and gloves don’t gather dust; they get used and replaced regularly.

Complacency creates more trouble than ignorance. If you ever walk into a storage room that smells off or looks a mess, speak up or fix it. Safety meetings should cover chemical hazards—not just as a formality, but as real reminders of what’s at stake.

What are the hazard classifications of Diisobutyronitrile?

Understanding the Risks in Plain Terms

Diisobutyronitrile doesn’t come up in everyday conversation, but this chemical plays a behind-the-scenes role in various industrial processes. Its hazard profile might sound like dry regulatory talk, but knowing its risks means people stay healthier and workplaces run safer. If you ever found yourself reading through a Safety Data Sheet (SDS) at work, you know that some chemicals earn their spot on the watchlist for a reason. Diisobutyronitrile definitely fits that description.

Acute Hazards—Not Just a Warning on Paper

Diisobutyronitrile can get under your skin. Literally. Skin contact brings irritation and redness, and splashes to the eyes spell trouble as well. The fumes may not smell strong, but even a few breaths can set off headaches, dizziness, and confusion. People exposed for long periods sometimes report nausea or even fainting. That’s not rare; it’s how nitrile compounds work on the nervous system. In high enough amounts, inhalation creates real danger—think about struggling for clean air, not just coughing.

Flammability—A Hidden Problem

The flash point for diisobutyronitrile is low enough that it can catch fire if the storage conditions slip just a little. A leaky drum next to a space heater, or static near an open lid, can trigger a burn nobody sees coming. Liquid spills aren't only a slip hazard. Vapors can be heavier than air and hug the ground, spreading well beyond their original point. Somebody farther away might light a match, and a flash fire races back along the vapor trail. Workers need real awareness and regular drills, not just warnings posted on a door.

Toxicity—Bigger Than a Single Exposure

Repeated exposure to diisobutyronitrile isn’t just about short-term symptoms. Animal studies and industrial case reports link long-term contact with effects on the liver, kidneys, and blood system. If engineering controls or personal protective equipment don’t get used every shift, workers start stacking up risk. The smell alone doesn’t warn you early enough; by the time symptoms arrive, serious damage could be underway. Diisobutyronitrile also doesn’t play nice with other chemicals—strong acids or oxidizers can drive dangerous reactions.

Transportation and Environmental Impact

Shipping diisobutyronitrile falls under strict rules by agencies such as the Department of Transportation. This isn’t just red tape. Spills on highways or rail lines can endanger emergency crews and nearby communities. Cleanup companies train specifically for organonitrile accidents because ordinary absorbents and neutralizers may not cut it. Environmental release causes aquatic toxicity, putting stress on fish and waterways for weeks. It sticks around, unlike some fast-dispersing solvents.

Safer Handling—Where Change Happens

Companies using diisobutyronitrile can swap out outdated equipment—sealed transfer systems help stop leaks before they start. Staff working with it should get hazard training just like new firefighters get time at the burn building. Hand protection, splash goggles, and real fume hoods aren’t luxuries. For smaller shops or schools needing the compound, finding a less hazardous substitute saves more than just money or compliance paperwork. The right precautions come from lived experience, not just rule books.

Diisobutyronitrile
Names
Preferred IUPAC name 2,4,4-Trimethylpentanenitrile
Other names 2,4-Dimethyl-2,4-pentanedinitrile
2,4-Dimethylglutaronitrile
Tetramethylethylenedinitrile
Pronunciation /ˌdaɪˌaɪsəˌbjuːtɪˈrɒnɪtraɪl/
Identifiers
CAS Number 1195-32-0
Beilstein Reference 1462303
ChEBI CHEBI:85621
ChEMBL CHEMBL185027
ChemSpider 7664
DrugBank DB14170
ECHA InfoCard 03f80b6c-8406-44e7-b28c-ed4085c2baa0
EC Number 220-876-8
Gmelin Reference 78473
KEGG C19433
MeSH D007917
PubChem CID 7967
RTECS number UU7350000
UNII 5D6F5S2E2Q
UN number UN2481
Properties
Chemical formula C8H14N2
Molar mass 136.22 g/mol
Appearance Colorless liquid or crystals
Odor Odorless
Density 0.792 g/mL at 25 °C
Solubility in water Insoluble
log P 0.94
Vapor pressure 0.33 mmHg (at 25 °C)
Acidity (pKa) 25.0 (estimated for alpha-H)
Basicity (pKb) 22.0
Magnetic susceptibility (χ) -49.5 × 10⁻⁶ cm³/mol
Refractive index (nD) 1.4060
Viscosity 2.26 mPa·s (25 °C)
Dipole moment 3.7 D
Thermochemistry
Std molar entropy (S⦵298) 437.6 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -117.6 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -8227.7 kJ/mol
Pharmacology
ATC code V03AB36
Hazards
GHS labelling GHS02, GHS07
Pictograms GHS02,GHS07
Signal word Warning
Hazard statements H226, H302, H312, H332
Precautionary statements P210, P261, P273, P280, P304+P340, P312, P370+P378, P403+P235
NFPA 704 (fire diamond) 1-3-2-ح
Flash point 99 °C (210 °F; 372 K)
Autoignition temperature 565°C
Explosive limits Explosive limits: 1.2–7%
Lethal dose or concentration LD50 oral rat 6400 mg/kg
LD50 (median dose) LD50 (median dose): 6400 mg/kg (oral, rat)
NIOSH SN2100000
PEL (Permissible) PEL: 2 ppm (10 mg/m³)
REL (Recommended) 65 mg/m3
IDLH (Immediate danger) 500 ppm
Related compounds
Related compounds Malononitrile
Methacrylonitrile
Isobutyronitrile