|
HS Code |
994639 |
| Iupac Name | 1-(5-bromo-2-chlorophenyl)ethan-1-one |
| Cas Number | 22502-99-8 |
| Molecular Formula | C8H6BrClO |
| Molecular Weight | 249.49 g/mol |
| Appearance | White to off-white crystalline powder |
| Melting Point | 67-70°C |
| Boiling Point | 301°C at 760 mmHg |
| Solubility | Slightly soluble in water; soluble in most organic solvents |
| Density | 1.60 g/cm³ |
| Smiles | CC(=O)C1=CC(=C(C=C1)Br)Cl |
| Inchi | InChI=1S/C8H6BrClO/c1-5(11)6-2-3-7(9)8(10)4-6/h2-4H,1H3 |
| Purity | Typically ≥98% |
| Flash Point | 135°C |
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There are times in the laboratory when a single molecule acts as the keystone for a wave of creativity and function. I’ve seen many chemists light up at the sight of a reliable halogenated acetophenone on their shelves. 5'-Bromo-2'-Chloroacetophenone, a compound appreciated by both research veterans and production teams, steps into that role. With a molecular formula of C8H6BrClO and a solid crystalline structure, it stands apart for those seeking both bromine and chlorine substitution on a simple, workable aromatic core. People who care about progress in organic synthesis quickly recognize the unique set of opportunities it brings to the table.
Diving into chemical synthesis, I’ve noticed colleagues struggle when their starting materials lack that rare blend of reactivity and predictability. 5'-Bromo-2'-Chloroacetophenone maintains dependability in a variety of environments. Its dual halogenation isn’t just a matter of academic interest; it opens doors for sequential or selective functional group manipulation, a real advantage when you’re juggling multiple steps and don’t want to gamble on the outcome of each reaction. For synthetic pathways in pharmaceutical, agrochemical, and fragrance chemistry, these properties streamline planning and execution, helping teams conserve both time and peace of mind.
In my own work, chemicals stand out most when they don't demand elaborate storage or fussy handling. 5'-Bromo-2'-Chloroacetophenone holds up well under routine conditions, storing stably at room temperature, nicely sealed from excess moisture or light. It presents as an off-white to pale yellow solid—a straightforward material, but with hidden versatility. People value this compound’s solubility in most common organic solvents; typical examples like dichloromethane, acetone, and ethyl acetate open up no-frills solution-based application, cutting down on unnecessary preparation steps.
With a melting point tucked in the mid-70s Celsius range and a weighty presence from its halogen atoms, this acetophenone handles smoothly in standard laboratory glassware. Unlike more volatile analogues, working with it feels predictable. Reactions involving Grignard agents, lithium-halogen exchange, or palladium-catalyzed coupling don't raise anxiety about runaway volatility or decomposition here. Perhaps that’s why I’ve seen graduate students pick it out for teaching demonstrations and for serious research—good learning comes from approachable but robust materials.
Browsing catalogue shelves or online databases, you’ll often see a wave of halogenated acetophenones, some with only one substituent, others sprinkled with fluorine, iodine, or multiple bromines. What puts 5'-Bromo-2'-Chloroacetophenone in a different bracket comes down to its balanced substitution pattern. Experienced synthetic chemists appreciate the way bromine and chlorine atoms activate different positions on the aromatic ring. This distinction enables regioselective transformations that just don’t work as well with mono-halogenated variants. I’ve found that mono-brominated acetophenone doesn’t allow the same selectivity in Suzuki or Heck couplings, nor does it provide the avenues for cross-coupling diversity that a bromo-chloro tag team achieves.
Anyone who’s run a reaction involving only 2'-bromoacetophenone or its chloro cousin knows the limits that pop up—one group is simply less reactive, or the product diversity is narrower. The two-halogen pattern makes one position more reactive toward lithium exchange, and the other more selective for palladium-catalysis. That gives chemists the capacity to build molecules stepwise, layering in new complexity with fewer surprises. It’s the kind of fine-tuned control that can turn a tricky total synthesis into a manageable route.
I’ve seen first-hand how time and again this compound bridges the needs of both exploratory discovery and scalable synthesis. Whether the end goal is a new drug candidate, a smarter pesticide, or even a fixative for advanced materials, 5'-Bromo-2'-Chloroacetophenone doesn’t just fill space on a supply list. Researchers value productivity, and this reagent encourages creative planning—stretching budget dollars, since fewer steps and simpler purification methods point straight to cost savings.
Not long ago, a colleague faced a tough synthetic challenge in the preparation of a heterocyclic molecule. Multiple steps depended on precision halogen exchange and downstream functionalization, and most conventional acetophenones kept running into dead ends with selectivity. Switching to 5'-Bromo-2'-Chloroacetophenone provided exactly the differentiation needed. In less time, with fewer side-products, the team made real progress, demonstrating that smart substrate choice isn’t just theory—it’s what accelerates discovery and puts new compounds into real-world testing.
Current research values environmental stewardship and user safety more than ever. 5'-Bromo-2'-Chloroacetophenone, by virtue of its physical properties and manageable reactivity profile, often fits well within responsible lab practices. The moderate melting point makes accidental vaporization unlikely. Unlike some fluorinated acetophenones, worries about persistent environmental impacts remain reduced, since this molecule doesn’t persist or accumulate in the same way. Simple precautions, like gloves and goggles, deal with most user exposure issues, while standard chemical waste collection typically suffices for leftover material.
I’ve found that its benign handling profile gives peace of mind in teaching and industrial laboratory settings alike. Since liquid spills and airborne contamination are far less likely with a solid, the risk of exposure drops. For scale-up purposes, this matters. Plant managers don’t want to overhaul ventilation or spill mitigation for every chemical, and safer materials boost productivity. Still, common sense always applies: don’t eat it, don’t inhale dust, and store securely, away from strong acids or bases.
No chemical is perfect. From my years at the bench, I’ve seen cases where the dual-halogen approach in 5'-Bromo-2'-Chloroacetophenone requires careful planning, especially for less experienced chemists. Sometimes selectivity backfires if the reaction conditions swing too far in one direction, making it possible to favor unintended side-reactions or mixtures. The presence of two different halogens invites competitive reactions—one faster than the other, not always in harmony with the goal of a clean, singular product. In scale-up situations, purity and trace byproduct control sometimes take extra effort.
This is where it helps to partner with an experienced process chemist and to leverage real analytical data. High-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) guide purification strategies, picking apart closely related intermediates. I’ve learned to take it slow, not to skip trial runs or quality checks, since scaling up a textbook reaction can sometimes hide new quirks, especially with indirect halogen interactions.
Everybody in research wants consistency and quality. There’s little patience for chemicals that shift purity or performance from one batch to another. Laboratories trust 5'-Bromo-2'-Chloroacetophenone when suppliers provide full transparency, following thorough quality controls and offering certificates of analysis. I typically stick with vendors who publish actual test results, NMR spectra, and documented synthesis routes. This doesn’t just inspire confidence—it saves headaches in troubleshooting or cross-comparisons. Early career scientists especially benefit from clear sourcing, since chasing down impure or mischaracterized materials can wreck whole months of planning.
Supply chain disruptions, global events, and shifting industry regulations place new demands on reliability. At times, certain halogenated starting materials become bottlenecked by transportation or tariff delays. Experienced chemists know to order early and maintain reliable partnerships, rather than rely on last-minute shipments or unverified channels. I recommend keeping secure stock levels and always validating material identity before starting high-stakes reactions.
There’s a reason this acetophenone attracts so much attention beyond academic circles. Medicinal chemistry teams use it in routes to potent kinase inhibitors or anti-inflammatory frameworks, taking advantage of its halogen pattern to build molecular scaffolds with precise receptor binding properties. Agricultural chemists follow suit, finding routes to new pesticides or herbicidal agents that demand both robust reactivity and predictable degradation.
Fragrance and specialty chemical developers also touch base with this molecule. The presence of both bromine and chlorine allows for stepwise introduction of functional groups, which means more flexibility in tuning volatility, scent profile, or stability—even in consumer-facing goods. I know formulators interested in environmental degradation kinetics often study halogenated aromatics for their balance between stability and safe breakdown.
Materials science isn’t left behind, either. Polymers and advanced resins sometimes demand precise incorporation of halogenated aromatic cores, which 5'-Bromo-2'-Chloroacetophenone can provide. Cross-linking dynamics and thermal performance often improve when the right acetophenone derivative anchors the polymer backbone, making this compound a go-to for forward-thinking process engineers.
Research today faces more scrutiny, both from within and from the public. For those who prioritize ethics and transparency, it’s important to avoid outsourcing chemical choices purely for cost. Choosing 5'-Bromo-2'-Chloroacetophenone from regulated, reputable sources supports quality, but it also means engaging in responsible science—considering not just what works, but how it affects people and the planet. I’ve stood in group meetings where the long-term environmental impact of halogenated intermediates sparked thoughtful debate, and robust discussion helps drive safer, smarter choices.
There’s growing recognition of the need to minimize environmental load and to design synthetic routes that avoid overuse of halogens when alternatives exist. Still, for some transformations, the blend of function and safety provided by thoughtful halogen selection outweighs generic substitutes. This is where personal judgment, informed by both data and the lived experiences of a research community, shapes the smartest pathways forward.
Given regulatory scrutiny and competitive pressure, it pays to flex creative muscles in making the most of what 5'-Bromo-2'-Chloroacetophenone offers. Reactivity profiling and computer-aided reaction planning help identify new transformations, making labs nimbler and more productive. Cross-pollination with disciplines like catalysis, flow chemistry, and green solvent selection broadens the landscape for this acetophenone, reducing waste and boosting yields. Some research units now prioritize Lean Six Sigma style process mapping, trimming solvent use and isolating valuable intermediates in fewer steps.
Colleagues often organize mini-workshops to exchange tips—how to isolate the cleanest intermediates, get the best yields from cross-couplings, or short-circuit troublesome purification steps. This knowledge-sharing isn’t just a feel-good story; it reflects a larger trend of scientists taking charge of their supply chain and optimizing their chemical toolkits with a real sense of community.
Chemical progress boils down to smart decisions—choosing the right starting materials, handling them responsibly, and getting the most from every research dollar. In my view, compounds like 5'-Bromo-2'-Chloroacetophenone set the scene for ongoing improvement, helping research teams stay nimble as the world’s synthetic targets shift and diversify. They turn setbacks into new questions and possibilities, and that’s where breakthroughs happen.
Educators like it, too. Introducing undergraduates to practical halogen chemistry means less frustration, more excitement, and safer teaching labs. Industrial scientists appreciate the repeatability and robustness, which translates to smoother technology transfer out of the lab and into the plant.
Nobody gets anywhere in science by accepting what’s merely adequate. Embracing a compound like 5'-Bromo-2'-Chloroacetophenone, with its unique halogenation pattern, keeps the doors open for exploration and practical problem-solving. It’s more than a bottle on a shelf; it’s a signal of researchers’ drive to push further, to question routines, and to carve out smarter, faster, and safer ways of working. That’s the lesson I’ve learned in every corner of the lab: progress shows up in details, and the right reagent, chosen with care, can shape new chapters in both discovery and application.
With sound knowledge, reliable sourcing, ongoing collaboration, and an eye on both ethics and innovation, research teams can continue to bring out the best that 5'-Bromo-2'-Chloroacetophenone and related compounds have to offer. Real expertise grows—one well-chosen intermediate at a time.