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HS Code |
166170 |
| Chemical Name | 4-Bromo-1-ethyl-1H-pyrazole |
| Molecular Formula | C5H7BrN2 |
| Molecular Weight | 175.03 g/mol |
| Cas Number | 57848-46-1 |
| Appearance | Colorless to pale yellow liquid |
| Purity | Typically ≥97% |
| Synonyms | 1-Ethyl-4-bromopyrazole |
| Smiles | CCN1C=C(C=N1)Br |
| Inchi | InChI=1S/C5H7BrN2/c1-2-8-4-5(6)3-7-8/h3-4H,2H2,1H3 |
| Storage Conditions | Store at 2-8°C, keep tightly closed |
| Solubility | Soluble in organic solvents such as DMSO and methanol |
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4-Bromo-1-Ethyl-1H-Pyrazole stands out in today’s fast-evolving world of fine chemicals. Behind the name lies a molecule shaped to meet the needs of synthetic chemists who want reliable, clean building blocks. A simple tweak in the molecule—replacing one hydrogen atom with a bromine and an ethyl group on the ring—unlocks a host of reaction pathways. It’s not just an academic curiosity. I’ve watched researchers choose this compound over similar ones because its structure offers a more manageable path in multi-step syntheses, shaving days or weeks off their timelines.
The model under discussion—pure 4-Bromo-1-Ethyl-1H-Pyrazole—appears as a pale solid, crisp and almost crystalline to the eye. Most batches arrive at lab benches with a purity north of 97%. Purity sounds clinical, but in practice, it’s the difference between frustration and ease, especially with sensitive catalytic reactions. Chemists loathe repeating a step because of a hidden impurity; a consistent high-quality source avoids that sort of waste. Molecular weight checks in at just a bit over 175 g/mol, making handling less of a headache compared to bulkier bromo-pyrazole derivatives.
Many users encounter it in bottles sealed to avoid moisture, which can slowly degrade the compound. Water exposure is a real concern—pyrazoles have that tendency toward ring opening under the right (or wrong) conditions, and brominated versions, oddly enough, can sometimes amplify the problem. In practice, I store it under argon or nitrogen whenever possible, just in case. Storage quirks aside, the compound doesn’t need refrigeration, sparing most labs the chase for limited freezer space.
For a wide range of pharmaceutical and agrochemical research, 4-Bromo-1-Ethyl-1H-Pyrazole has carved out a niche. Medicinal chemists rely on the pyrazole scaffold for the design of enzyme inhibitors, kinase blockers, and other small-molecule candidates. This variant, with its extra ethyl group and bromine atom, gives a unique set of handles for cross-coupling reactions, especially the Suzuki-Miyaura and Buchwald-Hartwig processes that dominate modern drug discovery labs. The bromine’s position on the scaffold makes it reactive enough for clean coupling, but not so much as to trigger uncontrolled side reactions. The ethyl tail has small but noticeable effects on solubility and lipophilicity, which can help shape the pharmacokinetic profiles of potential drug candidates.
I’ve seen colleagues use this compound as a linchpin for diverging synthetic pathways. Few intermediates offer the versatility to swing between forming aryl, alkyl, or heteroaryl pyrazole derivatives with such reliability. Tinkering with related molecules—say, a methyl or isopropyl version—invariably brings new headaches: steric hindrance goes up, or the reaction window tightens so much that yields crash. The ethyl group, it seems, is just right for balancing reactivity with manageable process conditions.
Comparisons with other bromo-pyrazole derivatives tell a real story. Take 4-Bromo-1-Methyl-1H-Pyrazole, for instance. Both the methyl and ethyl variants are favorite starting points, but small structural shifts matter. Methyl, being a bit less bulky, turns out to be slightly more volatile. That can be a problem with long, high-temperature steps, since material loss and inconsistent weights pop up in even careful labs. The ethyl group here—just one CH2 unit larger—keeps volatility in check. I’ve walked into labs where just switching to the ethyl version instantly raised isolated yields by a noticeable margin.
Jumping to larger substituents, like isopropyl or butyl, brings a common complaint among process chemists: the extra bulk can stymie substitution, and bromine speaks louder in those settings. The less-crowded pyrazole ring of the ethyl version is a sweet spot. The compound remains soluble in most polar organic solvents—dimethylformamide, acetonitrile, and sometimes even ethyl acetate at higher temperatures. Other bromo-pyrazoles either precipitate out or dissolve so completely that recovery becomes a pain.
I remember working on a set of cross-couplings where the 4-Bromo-1-Ethyl-1H-Pyrazole outperformed its cousins. With other variants, we dealt with inconsistent reactivity and results that didn’t survive scaling up. This compound was more forgiving and didn’t require endless purification cycles, which is a gift when time and resources run thin.
There’s a certain comfort in picking up a bottle of 4-Bromo-1-Ethyl-1H-Pyrazole. Its chemical logic fits well with the toolbox that organic chemists use. The bromo group sits at a reactive position, so it joins with a variety of partners in cross-coupling or substitution. Some plug in a phenyl ring, some use a heteroaryl, others tack on a simple alkyl chain. With robust conditions, like palladium or nickel catalysis and a sensible base, the reaction almost always does what the literature promises.
This reliability translates into less troubleshooting. Consider the contrast: with less common pyrazoles, protocols get tuned for each fresh batch, since variability sneaks in. The ethyl-bromo version seems less prone to these headaches. Labs with high-throughput screens depend on that. Pharmaceutical teams in particular value predictable results when screening small libraries of compounds, since time lost hunting down impurities or optimizing side reactions always comes at a high cost.
While organic synthesis takes the spotlight, there’s new curiosity building around 4-Bromo-1-Ethyl-1H-Pyrazole in materials research. I’ve seen groups exploring heterocyclic scaffolds like this one for potential electronic or optoelectronic properties. Pyrazoles often show up in organic light-emitting devices or as core rings in functionalized macromolecules. The bromine atom serves as a launchpad for further modification, letting researchers decorate the ring with electron-donating or withdrawing groups that adjust optical properties. This trend will likely expand as labs chase new organic semiconductors or better host materials for OLEDs.
Another arena where this molecule sees attention is agricultural chemistry. Substituted pyrazoles such as this one have a history in herbicide and fungicide research. The ethyl modification brings a different balance of hydrophilicity and cell permeability than longer-chain or branched derivatives. Field studies often pivot around these subtle chemical changes, which can influence environmental persistence and biological activity. I’ve seen tests where a single additional carbon in the side chain made one version stick in the soil just a little longer, altering uptake and performance in tangible ways.
Handling specialized chemicals comes with the usual set of headaches. 4-Bromo-1-Ethyl-1H-Pyrazole sits in that awkward zone: not toxic enough for most to balk at, but reactive enough to demand respect. Spills or dust can create irritation, so fume hoods and gloves are part of the daily routine in any competent lab. Disposal generates another axis of concern because halogenated compounds need specialized waste streams to avoid unintended reactions down the line.
The real pain point, though, shows up in scale-up. It’s easy to move a gram of this reagent from bench to beaker, but twentieth-gram scale is rarely the end goal. Turning one gram into a kilogram means tracking batch-to-batch consistency far more closely. My experience tells me that some suppliers slip in quality if you don’t keep them honest. The best workaround is to work with vendors who publish batch analytics and who communicate honestly about their production practices. Quality audits may sound tedious, but I’ve watched project timelines slip by months because of a bad delivery.
Another recurring issue springs from the reagent’s own chemical reactivity. The bromo-ethyl pyrazole is reactive, but not invincible. Exposure to strong acids, bases, or high heat can eat away at its utility, meaning synthesis protocols need to account for every step, down to the last drop of solvent. I advocate for short storage times and simple techniques like cold traps during purification whenever possible. Clear preparation and attention to the specifics of each batch mean that more complex reactions deliver the targeted products with fewer failures.
Used as a stock reagent in global research labs, 4-Bromo-1-Ethyl-1H-Pyrazole still relies on a small circle of trusted suppliers. Reagent reliability can define a lab’s success rate, and in financial terms, reproducibility translates into saved budgets and earned grants. The purest batches often come with an NMR or HPLC trace to show the lack of trace impurities. Savvy chemists look for more than the label. If a supplier touts sparkling purity but won’t back it up with spectra, seasoned scientists walk away.
The supply chain for specialty chemicals gets tested during global disruptions—think of shipping backlogs or export restrictions. Labs that depend on timely delivery value suppliers who stock domestic warehouses or who commit to regular restocking schedules. In my experience, direct conversation and feedback loops with suppliers go a long way in keeping stock reliable. Bulk purchasing brings savings, but only if the compound keeps its integrity across lots; otherwise, false economy kicks in, and the lab burns through time and funds cleaning up or troubleshooting middling product.
Responsible handling means more than donning gloves or working behind glass. For halogenated pyrazoles, knowledge and a little humility mean fewer mistakes and safer workplaces. These molecules are not acutely toxic in the doses most labs see, but chronic exposure via skin or inhalation carries risks, especially for junior staff pushing to meet deadlines. Clear labeling and well-maintained MSDS sheets do more than satisfy regulations; they create a culture of respect for the chemistry and the people doing it.
Disposal and accident procedures should never be an afterthought. Many labs train new students or hires with real, hands-on cleanup routines, so panic doesn’t become the default in a spill. Some of the best-run outfits I’ve seen run regular refresher sessions where people handle inert versions of common reagents, building muscle memory for real emergencies. That way, chemical work stays creative and purposeful, not a series of risky shortcuts.
For labs with less experience, consulting with safety officers—sometimes dismissed as bureaucratic overkill—means better prevention and less downtime. I once watched a lab grind to a halt for weeks after using outdated protocols, an avoidable problem linked directly to stewardship and basic care.
With each passing year, the demand for flexible, well-characterized building blocks like 4-Bromo-1-Ethyl-1H-Pyrazole grows. Drug discovery’s latest wave seeks fragments and motifs that permit tight, selective modifications, and this compound delivers both. Recent research aims to streamline synthesis even further, using greener, less wasteful catalytic cycles. I expect to see more work focused on flow chemistry, where small volumes of reactive intermediates make for safer, faster synthesis and, eventually, more sustainable manufacturing.
Digital transformation has reached chemical supply too. Labs and companies now track batch variability, emission profiles, and inventory levels automatically, reducing errors tied to human oversight. This reality helps nudge suppliers toward transparency and traceability, raising the baseline expectations for technical specs and quality reports. Customers forced to navigate ambiguous supply chains or opaque documentation often shift suppliers quickly, a trend that pushes the industry as a whole in a more responsible and open direction.
The fundamental chemistry behind this molecule also opens doors outside medicine and materials science. Environmental chemists and analysts probe pyrazole derivatives for their potential in agrochemical runoff studies and environmental monitoring. Having access to well-defined intermediates cuts ambiguity in published research and tightens up data sets, building confidence in the findings that shape regulations.
There’s no shortcut to high-impact science. Progress hinges on choosing starting materials that deliver results, not just on paper, but on the bench and in the field. 4-Bromo-1-Ethyl-1H-Pyrazole is neither new nor glamorous, yet it has quietly fueled advances across medicinal and materials chemistry for years. Its predictability, reactivity, and balance of solubility and stability turn what could be a footnote in a catalog into a tool for real innovation.
I find myself returning to basic molecules like this, not for flash, but for the kind of tangible, hands-on results that let teams ask bigger questions and pursue bolder ideas. Reagents that deliver—time after time, across projects—build a foundation of trust. Whether pushing forward on the next drug scaffold or screening a new class of agrochemicals, chemists count on intermediates that match their needs with predictability, reliability, and substance. In this regard, 4-Bromo-1-Ethyl-1H-Pyrazole earns its place in the lineup—not as a one-size-fits-all solution, but as a flexible, durable stepping stone for those prepared to make the most of it.