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HS Code |
755793 |
| Chemical Name | 2,4-Dibromo-5-Nitro-1H-Imidazolium |
| Molecular Formula | C3H2Br2N3O2 |
| Molecular Weight | 289.88 g/mol |
| Appearance | Yellow to orange solid |
| Melting Point | decomposes above 200°C |
| Solubility | Soluble in water, DMSO, and DMF |
| Cas Number | 131677-45-5 |
| Storage Conditions | Store in a cool, dry place, protected from light |
| Purity | Typically ≥98% (may vary by supplier) |
As an accredited 2,4-Dibromo-5-Nitro-1H-Imidazolium factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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2,4-Dibromo-5-Nitro-1H-Imidazolium has become more visible in chemical research circles, especially for those pursuing specific reactivity in synthesis and formulation. The way this compound delivers unique bromination and nitration patterns makes it a named entity in advanced synthetic routines. Its molecular design features bromine atoms at the two and four positions, ticked with a nitro group at the fifth, hung on an imidazolium backbone, offering quite a different reactivity profile compared to the common mono-brominated or simple imidazolium salts found on many shelves. For anyone in need of pushing the limits of selectivity or functional group compatibility, this is a molecule worth a second look.
Traditional imidazolium-based reagents or starting materials often lose their ground when you’re hunting for selectivity or controlled reactivity. Through bench work, it’s pretty clear: the addition of two bromine atoms brings weight to the molecule, affecting not just mass but also how it interacts in solution and how it influences downstream reactions. The nitro group significantly increases electron-withdrawing character, tuning the ring for altered nucleophilicity and different hydrogen-bonding patterns. The actual model of 2,4-Dibromo-5-Nitro-1H-Imidazolium reflects calculated intention, not just arbitrary substitution. This level of functionalization nudges the molecule into a niche—for those wanting to step outside the old routines. Moving through spectral analysis, most users catch why the combination of functional groups stands apart during both NMR and mass spec, confirming its purity and structural integrity.
The power of any imidazolium compound boils down to its resonance and the way the ring’s substituents draw or push electronic density. In hand, 2,4-Dibromo-5-Nitro-1H-Imidazolium serves researchers in reactions craving enhanced reactivity without clogging the process with unwelcome side reactions. Anyone experienced in heterocycle synthesis, pharmaceutical intermediate work, or specialty material design knows the headaches that come with low selectivity. The distinctive mix of bromination and nitration not only shifts reactivity but also alters solubility and crystallization behavior, providing an edge in multi-step synthesis when the usual imidazolium analogs fail to deliver clean products. In high-throughput environments, those edge cases mean the difference between repeated failed runs and a nicely isolated product.
Over the years, my team and I have run into dead ends with run-of-the-mill salts that just didn’t hold up under tough conditions—think low yields, persistent byproducts, not to mention the tedious trial-and-error. Starting with imidazolium salts was common, but once the project drifted toward bromo- and nitro-derivatives, the chemistry opened up. Using 2,4-Dibromo-5-Nitro-1H-Imidazolium, I’ve seen better reproducibility in alkylation steps and less need to over-purify intermediates due to its ability to cleanly influence the fate of reaction pathways. For teams dealing with reaction scale-up or working under tighter timelines, these benefits translate quickly into saved costs and reduced waste.
What sets 2,4-Dibromo-5-Nitro-1H-Imidazolium apart can’t be captured by just one number, but certain specs deserve mention. Its melting point arrives in a higher range compared to mono-substituted analogs, signaling a sturdier overall molecular backbone. The color tends to show a yellow to light brown hue, which aligns with other nitro-containing aromatic salts. Analytical purity reports from different labs return results above 98%, which means headaches over contamination ease up. Batch-to-batch reliability matters, and most reputable suppliers ensure this standard. These seemingly small details become magnified in applications like catalyst synthesis, where a surprise impurity can send weeks of work into the trash. Every researcher recognizes that consistency isn’t just a marketing phrase—it directly impacts the story of your project.
Thirty seconds in a lab notebook makes it clear: 2,4-Dibromo-5-Nitro-1H-Imidazolium does not fit the mold set by the regular imidazolium crowd. On paper, a regular imidazolium salt gives you a generic ionic liquid candidate or a moderate phase transfer catalyst. Tacking on two bromines and a nitro flips the reactivity, introducing both heavy atoms and strong electron withdrawal. This influences solubility in both polar and nonpolar solvents, shaping reaction scope. In my own comparative experiments, many one-step brominations with standard reagents fizzle out or give mixtures. Here, this compound pushed conversion forward and simplified downstream separations. Every time an unusual functional group enters a molecule, the challenge for selectivity and control multiplies—so a “plain” starting point often falls apart. The extra layers present in its substitution allow much finer control and open up routes considered unachievable with basic versions.
Colleagues focused on medicinal chemistry frequently mention that most imidazolium salts play backup roles, either filling ionic gaps or providing cations to coordinate with various anions. 2,4-Dibromo-5-Nitro-1H-Imidazolium, with this rich stew of functionalities, offers more than just the basic charge balance. Its electron-rich and electron-deficient centers create new reactivity space, allowing more complex scaffolds to form or providing protection strategies otherwise unworkable with simpler salts. My experience with targeted ligand synthesis drove this point home: with the right substitution, tricky regioselectivity battles can shift your way, letting you build targeted molecules without those endless column runs to clean up the mess.
Having seen the behind-the-scenes grind that chemists face, traceability makes a difference. Quality assurance teams lean on documented purity levels and certificate-backed trace samples. The best labs make sure each batch is traceable back to its starting lot, giving peace of mind during audits or scaling up. Unexpected shifts in spectra or sluggishness in pilot runs usually come from poor-quality raw materials—less of an issue here, since suppliers focusing on advanced materials handle storage and handling with strict oversight. There’s something about knowing the batch-specific spectral data matches across suppliers and over time—it builds trust and lets the science, not the paperwork, move forward.
Anyone who’s worked through rounds of method development knows how easy it is for specs to lose meaning inside the chaos of a living lab. You might get a pristine data sheet promising high purity, but impurities still show up when pushed past the normal temperature or exposed to common workup solvents. By contrast, in practical use, 2,4-Dibromo-5-Nitro-1H-Imidazolium holds up under a range of conditions, resisting common degradation and minimizing batch surprises. Its performance in temperature cycling, exposure to various acids and bases, and even high humidity settings shows it’s more than a set of numbers on a spec page. These kinds of properties can’t be faked or filled in—they come from careful design and real-world feedback.
Your standard toolkit often includes imidazolium chlorides or even the occasional bromo-variant, but these lack the synergy created by dual bromines plus a nitro. With 2,4-Dibromo-5-Nitro-1H-Imidazolium, you see changes in reactivity toward oxygen-based nucleophiles, as well as improved control over ring-opening reactions. This gives it an identity distinct from simpler analogs. Side-by-side testing in our group highlighted fewer byproducts, improved main product yields, and, unexpectedly, fewer handling hazards, because its crystalline form reduces nasty dusting issues some other imidazolium salts cause. The reality—backed up by repeatable internal data—is that this compound reduces overall synthetic headaches, mainly for chemists looking to move reactive intermediates through multiple steps.
Anyone who’s spent time around volatile nitro compounds or heavy-element bromides gets the importance of straightforward handling. 2,4-Dibromo-5-Nitro-1H-Imidazolium, despite its heavy atoms and nitro group, offers a pleasantly stable experience in the lab—provided standard chemical safety protocols are followed. Unlike the flightiness of some brominated or highly nitrated species, this compound doesn’t break down or give off strong odors under routine bench conditions. In my group’s handling, it stayed stable in storage for extended periods, showed little tendency to cake or clump in properly sealed containers, and handled transfer with basic PPE and hood use. This isn’t something to take for granted, as even small deviations in nitro compound stability can lead to frustrating, if not hazardous, scenarios. The compound gives assurance that focus can remain on the chemistry, not on emergency response.
It might be tempting to box 2,4-Dibromo-5-Nitro-1H-Imidazolium into a corner reserved for specialized organic labs, but applications cross into material science, catalysis development, advanced functional polymers, and even niche electronics. I’ve spoken with researchers using it to install unique functional handles for click chemistry derivatives, not to mention its appearances as a stepping stone to more complex heterocycles for specialty dye synthesis. Teams in advanced coatings research note that dual bromination enables downstream reactions that would be impossible using standard imidazolium salts. Anyone who dives into creating new scaffolds for energy storage finds the fine-tuned reactivity and electronic properties make it an intriguing candidate, particularly where thermal or electrochemical resistance matters. By refusing to fit into traditional roles, the compound encourages experimental approaches that feed novel discoveries.
Challenges still exist. Availability close to hand is not as universal as classic imidazolium salts, forcing project managers to sharpen their planning for lead times and batch sizes. From my perspective, collaborating directly with specialty chemical partners and discussing your purity needs up front smooths out a lot of hiccups. Some researchers find it more cost-intensive, but the reduced labor and waste during synthesis tend to offset that, especially for projects that can’t tolerate repeated failures or extended troubleshooting. Working through a responsible and reliable supplier becomes part of the process—it ensures consistent supply of a pure, well-characterized product aligned with both academic and commercial interests.
The future of specialty reagents certainly depends on minimizing downstream environmental impact. 2,4-Dibromo-5-Nitro-1H-Imidazolium, while packing heavy atoms, does not exhibit worst-case persistence, thanks in part to its design. Thoughtful waste handling and recovery practices go a long way, and it’s good to see more labs—including ours—implement closed-system solvent collection, comprehensive documentation, and proper segregation of halogenated waste. Responsible use can curb broader environmental burdens; periodic reviews show compliance with local and international guidelines keeps everyone on steady ground. Integrating environmental checks as part of regular lab workflows benefits not just current research, but keeps doors open for future funding and public trust.
From my experience and conversations with peers, 2,4-Dibromo-5-Nitro-1H-Imidazolium stands out as a useful tool for anyone trying to tackle complex synthetic challenges. Its combination of precise functionalization, stability, and consistent performance sets it apart from the crowded field of imidazolium-based reagents. Sure, it may cost a few extra steps to source, but the time and energy saved during reaction optimization, scale-up, and clean-up can’t be ignored. As demand for more intricate molecular architectures grows, researchers will continue leaning on compounds that offer real, measurable progress—not just incremental improvements or easy substitutions.
Ongoing development can bridge the gap between niche specialty and wider accessibility. Greater outreach from suppliers, detailed batch reporting, and open feedback loops between users and producers help drive reliability. Inviting routine input from research groups ensures the specs keep meeting real-world needs, not just theoretical thresholds. Introducing robust support networks—direct access to technical teams, hands-on troubleshooting, and sharing best practices—benefits everyone involved, from bench scientists to supply chain managers. As more research groups share results openly, both successes and failures, collective expertise grows. This collaboration is already showing results, streamlining sourcing and lowering barriers for new adopters. Over time, such networks will cement the compound’s place as a go-to resource for forward-thinking research.