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HS Code |
298596 |
| Chemical Name | 6-Bromo-5-Chloro-1H-Indole |
| Molecular Formula | C8H5BrClN |
| Molecular Weight | 230.49 g/mol |
| Cas Number | 885518-31-8 |
| Appearance | Off-white to pale yellow solid |
| Melting Point | 105-108°C |
| Solubility | Slightly soluble in organic solvents (e.g., DMSO, methanol) |
| Purity | Typically ≥97% |
| Storage Conditions | Store at room temperature, protect from light and moisture |
| Smiles | Clc1cc2cc[nH]c2cc1Br |
| Inchi | InChI=1S/C8H5BrClN/c9-6-3-5-2-11-8(5)4-7(6)10/h2-4,11H |
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6-Bromo-5-Chloro-1H-Indole stands out as a versatile and valuable component within many chemical research and industrial processes. As someone who has spent years observing the evolution of special indole derivatives, I have witnessed how small changes in molecular structure often unleash entirely new avenues for discovery. The addition of both a bromine at position six and a chlorine at position five offers chemists a dual handle, opening further opportunities in fine-tuning reaction pathways or directing selective syntheses. Compared to common indoles, this compound sets itself apart by offering unique reactivity properties, which can save significant time and effort for teams hunting for new drug scaffolds or agrochemical leads.
Chemists pay attention to every substitution pattern on an indole ring, knowing that the difference between a methyl and a halogen can be the difference between a promising pharmaceutical candidate and just another compound on the shelf. With 6-Bromo-5-Chloro-1H-Indole, the combination of halogen atoms gives rise to precise electronic and steric effects. In practical terms, this means reactions that might fail with a simple indole can proceed cleanly and efficiently. Its solid form presents as a beige to off-white powder, and its standard molecular weight and defined melting point allow for direct integration into established synthetic routes, whether in discovery or process development.
Having handled many indoles and their analogs, I can attest to the importance of trustworthy batch-to-batch consistency. Researchers rely on material that behaves the same way every time. Stringent purity, measured by rigorous spectral and chromatographic analysis, ensures that downstream results stay reliable. For those working with catalytic coupling, halogenated positions simplify strategies for Suzuki, Buchwald-Hartwig, or Sonogashira reactions, offering predictable reactivity to make challenging cross-couplings less of a frustration and more of a routine procedure.
Innovation in drug discovery moves fast, but only if new starting points are available. Patents and scientific literature show how often these halogenated indoles spark that next big lead molecule. Research teams interested in heterocyclic frameworks use this compound for its distinctive reactivity, which facilitates the introduction of diverse functional groups in parallel syntheses. This isn’t just another building block; it fits a niche where specific substitutions are needed—where neither a simple indole nor a single-halogen variant does the trick. With the rise in advanced materials, such as organic semiconductors and fluorophores, these indole derivatives open paths to new device fabrication, too. From my own experience, I have seen how a compound like this bridges the gap between organic chemistry’s classical approaches and the evolving needs of interdisciplinary applications.
Not every project heads toward pharmaceuticals. Crop protection, specialty polymers, and even dye chemistry draw on heteroatom-substituted indoles to get exactly the right behavior—and sometimes just the right color, stability, or solubility. Companies seeking to patent novel enzymes or inhibitors often turn to less common indole derivatives to outmaneuver generic competitors. When teams find themselves boxed in by existing compound libraries, adding something like 6-Bromo-5-Chloro-1H-Indole to the toolkit often leads to creative breakthroughs.
I remember early in my career being handed a stack of papers, each listing a different indole for potential use in kinase inhibition. Back then, structures with just one halogen already felt advanced. With a combination of bromine and chlorine on the ring, 6-Bromo-5-Chloro-1H-Indole occupies a middle ground: it carries enough reactivity for further transformations while remaining stable in storage. Unlike the unsubstituted parent molecule, dual halogens act as both activating and directing groups for electrophilic aromatic substitutions and metal-catalyzed couplings. In practice, this means chemists can access many distinct analogs from one precursor, making it a time- and resource-saving asset.
There is a temptation to lump every indole together, but any researcher who has spent days troubleshooting a reaction knows the frustration of picking the wrong substitute. Often, literature surveys lead to dead ends, with unsubstituted indoles proving too reactive or single-halogen indoles falling short in reactivity or selectivity. The balanced nature of 6-Bromo-5-Chloro-1H-Indole offers a solution where both reactivity and selectivity reach a practical compromise. Those designing synthetic routes for complexity or library construction have a ready-made platform to build diversity with fewer overall steps.
Every chemist can tell stories of reagents that look promising on paper yet cause headaches in actual lab practice. Handling and storage are real concerns, especially for rare or specialty compounds. 6-Bromo-5-Chloro-1H-Indole shows solid shelf stability when kept dry and away from strong oxidizers. Its physical properties make measuring and transferring the compound straightforward. Most colleagues I know prefer a solid form to avoid losses during transfer, especially for expensive or hard-to-make materials. Its characteristic odor and appearance simplify identification and help avoid accidental confusion with other, more reactive or less stable substances.
Human error remains a constant risk, and so reliable analytical data helps. A sharp melting point and clear spectral signals from NMR or mass spectrometry provide fast confirmation of identity. In project meetings, these little points build trust—no one wants surprises mid-project. I’ve seen research groups burn through budgets because a substituted indole turned out unreliable, forcing costly repeats and delays. Use of 6-Bromo-5-Chloro-1H-Indole, with its track record of stable supply and straightforward analysis, avoids many of these pitfalls.
Stepping back, it’s worth considering how this compound compares to its close relatives. While 5-chloroindole or 6-bromoindole each occupy their own space in organic synthesis, blending both halogens unlocks synergies. For instance, try conducting a Suzuki coupling: the position and strength of the different halide groups affect catalyst choice, temperature tolerance, and reaction outcomes. With 6-Bromo-5-Chloro-1H-Indole, you tap into a broader range of possible reactions, reaching intermediate compounds that might not be accessible from the monosubstituted versions.
Some analogs struggle with overreactivity, especially towards nucleophiles or under palladium catalysis. Others show limited solubility in common solvents, which complicates purification. My experience with this compound has involved far fewer purification headaches and a lower tendency for decomposition under routine lab conditions—making life much easier. The dual-halogen scaffold saves precious time by requiring fewer protection-deprotection steps or workaround reactions. This convenience is never just about lab hours saved; it reflects directly in project pace and costs.
One concern voiced among colleagues is the risk of volatile pricing and availability with specialty building blocks. These materials sometimes get caught up in supply chain snags, or face periodic discontinuation if producers consolidate catalogs. My own approach involves building good relationships with multiple suppliers. Having at least two backup sources for 6-Bromo-5-Chloro-1H-Indole insulated past projects from shipping delays or price hikes. Group purchasing across multiple labs has also lowered costs, sidestepping the common pain points of specialty chemical procurement.
For those worried about regulatory compliance or trace impurities, I look at supplier documentation every time. Transparent communication helps researchers obtain custom specifications or method development support, which is especially valuable in regulated industries. If the global push for green chemistry continues, sourcing from producers committed to cleaner processes will become even more important. Options like solvent recovery and greener halogenation technologies are becoming feasible, and engaging with progressive vendors supports this broader movement.
Indoles have a reputation for being well-behaved, but halogenation increases attention to lab safety. Direct handling of 6-Bromo-5-Chloro-1H-Indole calls for gloves and goggles, especially because the powder can be respiratory irritant—an issue not always considered by less-experienced students. Safe storage alongside compatible chemicals, away from acids and bases, prevents unexpected degradation. Waste management is another angle; halogenated organic compounds raise disposal costs, so process chemists often plan for two or three-stage waste treatments. I’ve seen team members streamline workflows by using smaller reaction scales during optimization, reducing waste and keeping hazardous material exposure to a minimum.
The chemical industry’s growing focus on sustainability highlights the role of alternative synthesis techniques. Some recent literature examples detail use of alternative halogen sources or lower-temperature conditions, leading to reduced solvent consumption and safer workups. Groups willing to try these newer synthetic approaches not only contribute to greener chemistry but also often discover more robust and scalable methods. By choosing more sustainable practices around 6-Bromo-5-Chloro-1H-Indole preparations, researchers stay ahead as environmental regulations tighten.
Looking forward, the push for new molecular scaffolds and advanced material applications only strengthens the position of unique substituted indoles. Based on recent trends, research teams are already leveraging molecules like 6-Bromo-5-Chloro-1H-Indole to reach previously inaccessible areas of chemical space. Whether building molecular libraries for machine-learning-driven drug discovery, incorporating complex heterocycles into molecular electronics, or exploring novel imaging agents, this compound anchors many next-generation investigations.
The steady accumulation of structure-activity data in pharmaceuticals and crop protection means that nuanced halogen patterns increasingly drive the choice of chemical intermediates. I’ve heard from formulation chemists that materials made from halogenated indoles often show better bioavailability or compatibility with target receptors, highlighting direct life sciences benefits. Teams adopting digital chemistry platforms find it useful to prioritize such compounds during computer-aided design, compressing the research timeline.
Chemistry keeps evolving, and staying one step ahead requires moving beyond familiar reagents. 6-Bromo-5-Chloro-1H-Indole offers a rare combination of versatility, chemical stability, and selective reactivity. Those who add it to their repertoire signal both readiness to innovate and an understanding of the demands in contemporary synthetic planning. With dual halogenation supporting broad downstream transformations and offering solution pathways to common synthetic bottlenecks, this compound has carved out a real niche.
My own experience—and that of countless colleagues—confirms the importance of keeping an eye on specialty reagents like this one. While sourcing or handling can introduce minor hurdles, the gains in efficiency, selectivity, and creative options outweigh the complications. Whether a team gears up for a new pharmaceutical program or sets out to design better organic materials, including 6-Bromo-5-Chloro-1H-Indole often marks the difference between ordinary results and standout breakthroughs. Its unique structure supports creative exploration, and that’s what keeps research fresh, forward-looking, and globally relevant.