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4-Bromo-6-Chloro-1H-Indole

    • Product Name 4-Bromo-6-Chloro-1H-Indole
    • Alias 4-Bromo-6-chloroindole
    • Einecs 612-219-6
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    906758

    Chemical Name 4-Bromo-6-Chloro-1H-Indole
    Molecular Formula C8H5BrClN
    Molecular Weight 246.49 g/mol
    Cas Number 52021-88-8
    Appearance Off-white to pale yellow powder
    Melting Point 161-164°C
    Solubility Slightly soluble in organic solvents such as DMSO and DMF
    Purity Typically ≥ 97%
    Smiles Brc1ccc2[nH]ccc2c1Cl
    Inchi InChI=1S/C8H5BrClN/c9-5-1-2-8-6(3-5)7(10)4-11-8/h1-4,11H
    Storage Conditions Store at 2-8°C, protected from light
    Synonym 4-Bromo-6-chloroindole
    Hazard Statements May cause irritation to skin, eyes, and respiratory tract

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    More Introduction

    Exploring 4-Bromo-6-Chloro-1H-Indole: Precision in Chemical Synthesis

    The world of fine chemicals relies on building blocks that do more than just fill a gap in a reaction chain. 4-Bromo-6-Chloro-1H-Indole (CAS Number: 121134-40-1) stands out as a solid contributor in research and industrial chemistry. From the earliest years in the lab, scientists appreciate compounds that offer versatility without excess complexity. As a halogenated indole, this compound makes itself known through both its reactive sites and its proven track record across pharmaceutical development and advanced materials science.

    What Makes 4-Bromo-6-Chloro-1H-Indole Distinct

    Plenty of molecules crowd the indole family tree, but not all carry this particular arrangement of bromine and chlorine on the core framework. The presence of these two halogens at the 4 and 6 positions of the indole ring makes it unique among similar indoles. Adjusting the pattern of electron distribution, these substituents shape the way this molecule interacts with nucleophiles and electrophiles. The practical outcome is a compound with its own “personality,” which seasoned chemists start to recognize through time and use.

    Many research projects have called for reliable halogenated indoles as starting materials for more complex synthesis. In work that focuses on drug development, exploration of cell signaling, or even organic electronics, the hands-on experience of working with a finely tuned substrate goes a long way. My own time spent in late nights at school and industry has shown the difference between using almost-right reagents versus ones made for the task. Running reactions with less common indole analogs, the variation in yields, side-products, or even the ease of purification, often tells the whole story long before an NMR or chromatography check can catch up.

    Technical Details and Properties

    Working with 4-Bromo-6-Chloro-1H-Indole offers several advantages for synthetic chemists. The molecular formula, C8H5BrClN, lands it in the mid-weight range that most glassware and solvent systems can handle comfortably. Under standard conditions, the substance comes as a light to off-white solid. Its melting point sits in a range that resists most accidental warming in the lab, but isn’t so high as to require specialized procedures for handling. For practical storage and transport, samples stay stable sealed under dry conditions at room temperature, kept out of direct sunlight and moisture.

    The compound’s solubility profile makes it suitable for reactions in common organic solvents: dichloromethane, tetrahydrofuran, and dimethylformamide all give reliable results. The halogen substitutions tweak the molecule’s reactivity, often allowing for selective transformations that wouldn’t survive with an unsubstituted indole. A busy chemist notices that some analogs can resist bromination or chlorination at the right positions — 4-Bromo-6-Chloro-1H-Indole skips these challenges, starting the project at the exact desired points.

    Core Applications in Modern Chemistry

    Applications in medicinal chemistry demonstrate one of the compound’s key strengths. Over the last decade, researchers have chased new scaffolds for kinase inhibitors, anti-cancer agents, and probes for disease-related enzymes. The indole ring system has a rich history in pharmaceutical research, with numerous drugs tracing their backbone to this motif. By offering ready-made halogen substitutions, 4-Bromo-6-Chloro-1H-Indole shortens synthetic routes and cuts down steps, an economy that makes a visible difference for teams under deadlines. Some reports from patent literature show its value in constructing molecules that require both electron-rich and electron-poor positions on the indole ring—a challenge that earlier chemists could only solve with much longer routes.

    Beyond pharma, materials science has put this compound to work in organic electronics and dye chemistry. The indole structure brings in the right conjugation for optical and electronic properties, and adding halogens ups the stability in challenging environments. A fresh generation of OLEDs and small-molecule conductors depend on fragments like this one to balance performance and longevity. Working with students on the bench, real-life efforts to develop new dyes show the payoff: compounds made with 4-Bromo-6-Chloro-1H-Indole often push device efficiency just that bit further than the last run.

    Advantages Over Other Indole Derivatives

    Laboratory routines change depending on what sort of indole derivative joins a synthesis. Unlike standard indole or simple mono-halogenated analogs, this compound offers two points of further functionalization, both well-placed for cross-coupling or nucleophilic substitution. The bromine at the 4-position stays reactive toward palladium-catalyzed Suzuki, Sonogashira, or Buchwald-Hartwig couplings, opening routes to biphenyls, alkynes, and aryl amines, respectively. The 6-chloro spot provides a less reactive, but still accessible site for substitution under the right harsher conditions, useful for Chemists who want to “dial in” the exact structure they need without extra fuss.

    I remember times wrestling with mono-substituted indoles that “just wouldn’t react” beyond the first modification. By contrast, 4-Bromo-6-Chloro-1H-Indole saves that frustration. Every step counts during a multi-week synthesis, and pre-engineered molecules like this let chemists make smarter choices from the first order to the final product.

    Comparing to more heavily substituted or backbone-modified indoles, complexity may help with certain targets but also adds headaches. Multi-halogen compounds can risk lower yields due to steric hindrance or unpredictable reactivity. Here, the balance strikes true — two halogens, well-placed, without overcomplicating downstream chemistry.

    Supporting Sustainable and Safe Lab Practices

    Each halogenated indole comes with environmental impacts and considerations for safety. Handling brominated or chlorinated reagents has shaped stricter guidelines across academic and industrial settings. Good lab practice, proper ventilation, and protective gear keep things safe, though the practical hazards of 4-Bromo-6-Chloro-1H-Indole don’t rise above those of other halogenated aromatic compounds. Over the years, I’ve seen new labs move to secure storage, minimize open handling, and introduce local scrubbers when scaling up analogs of this kind.

    Disposal practices have evolved as well. Lab leaders coach early-career researchers to segregate halogenated organic waste, especially with compounds containing both chlorine and bromine. Waste contractors look out for loads with hazardous metals or persistent organics, so keeping good paperwork matters as much as good pipetting. Greener chemistry initiatives seek alternatives to heavy halogenation, but right now, certain projects still depend on these specific substitutions. Finding ways to contain, reprocess, or neutralize waste byproducts should rank high on any facility’s checklist.

    Challenges in Sourcing and Quality Assurance

    Sourcing high-purity materials still poses a challenge. Not every supplier manages the synthesis of 4-Bromo-6-Chloro-1H-Indole to tight enough specifications for sensitive projects. Trace impurities, isomers, or breakdown products can complicate results, particularly in pharma or electronics work. I’ve been in teams where screening three or four vendors made the difference between usable and useless material. Analytical methods like HPLC, NMR, and mass spectrometry remain mainstays for confirming quality, even when certificates of analysis look good on paper.

    Researchers working under regulated environments—like drug development or semiconductor manufacturing—pay extra attention to lot-to-lot consistency. A difference in crystallinity, particle size, or even the way a batch dissolves has side effects downstream. Building a solid relationship with trusted suppliers pays long-term dividends here, reducing headaches and cutting reruns. Engaging with suppliers who invite questions, share their past analytical data, and respond well to unannounced review requests, proves to be a good strategy after many years in the field.

    Perspectives From the Bench and Industry

    There’s a difference between what’s written on paper and what plays out when the reaction flask heats up. Tales from graduate students and postdocs surface often — some about clever successes with 4-Bromo-6-Chloro-1H-Indole, others about layers of trial and error. The chemistry departments where I’ve worked run weekly “lab meeting” circles, where scientists swap practical tips: some suggest pre-drying the compound under vacuum before use, others recommend slow addition during coupling to maximize yield and control exotherms. No two days run entirely alike, but there’s a comfort in relying on a core reagent that rarely throws up surprises.

    Industrial teams want similar dependability. Late-stage synthesis requires scale-up without surprises, meaning process chemists bank on robust, well-behaved intermediates. In my previous role coordinating pilot plant runs, the difference between a batch that completes on time and one that lingers in troubleshooting often started with the reagent quality. Pre-tested lots of 4-Bromo-6-Chloro-1H-Indole support predictable scale-up, and teams aiming for GMP compliance demand clear documentation from the start: purity, moisture, and byproduct content not just for show, but to head off future regulatory trouble.

    Best Practices in Handling and Use

    Effective bench work always means thinking ahead. Planning synthesis with 4-Bromo-6-Chloro-1H-Indole involves more than grabbing it off a shelf. Most teams store it in well-sealed glass containers, with desiccants to protect against humidity, since moisture creeping in risks hydrolysis and degraded results. Measuring out small quantities inside a fume hood prevents inhalation exposure, a habit ingrained in every person who’s spent time elbow-deep in synthetic labs.

    During reaction setup, chemists dissolve this indole in compatible, freshly dried solvents. Running a short trial or calibration reaction with fresh batches tests both the reagent and the planned procedure. Recording results, including any color changes or unexpected precipitates, builds up a database over time that other team members benefit from. Sharing lessons learned — good or bad — keeps discoveries flowing forward while minimizing repeat problems.

    Improving Future Access and Affordability

    Halogenated indoles like this one can come with real cost, given multi-step synthesis and careful purification. Access sometimes limits progress, especially at under-resourced labs or institutions. Over the years, collaborative purchasing agreements and consortia have helped bring down costs, with larger research centers ordering bulk quantities that get divided up among satellite facilities or university departments. For educators training the next wave of chemists, ensuring affordable access to reliable reagents supports both teaching and meaningful project work.

    Looking forward, efforts to streamline synthesis of 4-Bromo-6-Chloro-1H-Indole by using more sustainable reagents, greener solvents, and reduced energy processes can make a real difference. Some recent papers, especially from European and East Asian research groups, outline new catalytic routes or solvent-free conditions that sidestep harsh reagents of the past. As adoption widens, these improvements may help lower global cost and environmental impact, making the compound more available to both public and private sector labs.

    Ethical and Regulatory Considerations

    Regulations control the sale, movement, and application of many halogenated organics. While 4-Bromo-6-Chloro-1H-Indole doesn’t fall on global “watch lists,” teams still work under chemical handling and reporting regimes—it’s not just good practice, it’s required by law in several regions. I’ve seen firsthand how training sessions on new regulations keep even experienced professionals up to speed, especially once cross-border shipments or listed precursor chemicals get involved.

    For chemicals heading into drug or agrochemical pipelines, tracking from synthesis to final application matters. Traceability, batch numbering, and documented chain-of-custody practices now form the daily rhythm in regulated labs. Auditors don’t just check for compliance—they point out areas for better documentation and safer handling. With 4-Bromo-6-Chloro-1H-Indole, putting these systems in place early not only heads off regulatory headaches, it also demonstrates a commitment to shared industry standards.

    Potential Solutions for Current Shortcomings

    While this compound performs with few complaints in many settings, a few persistent limitations crop up. Limited availability in some regions, relatively high costs, and occasional long lead times for shipping can slow down research schedules. The ongoing solution lies in improved local production and smarter logistics. More suppliers investing in regional manufacturing capacity reduces risks of shortages and can tighten quality control. Open channels between buyers and sellers ensure everyone knows what’s coming, what’s in stock, and where the next batch stands in the queue.

    For the safety side, regular training refreshers, standardized safety data sheets, and better container design (using tamper-proof, moisture-resistant seals) make a difference across the board. Maker communities and user forums offer a resource not just for trading technical information, but also practical tips for smaller labs in less resourced areas. This sharing of experience, advice, and cautionary tales forms a peer-led network, where common challenges find collective solutions.

    Where 4-Bromo-6-Chloro-1H-Indole Fits in the Landscape

    With the surge in demand for new drugs, materials, and electronic devices, specialized building blocks like this one earn their place. Teams in research and industry want more than a reagent that does the job—they look for reliability, flexibility, and proven results. The compound’s two halogen substituents make it more adaptable than basic indole, without overcomplicating the synthetic route. In day-to-day practice, I’ve seen it grant both experienced and new chemists the tools to take on bigger challenges with less worry about unforeseen side reactions or purity issues.

    From medicine to semiconductors, from one-off research projects to production-scale runs, 4-Bromo-6-Chloro-1H-Indole bridges gaps where lesser building blocks fall short. Drawing on collective lessons, careful planning and the support of supplier networks, chemists can overcome the usual barriers of access, cost, and quality. As new paths open in synthetic chemistry, the reputation of this compound only seems likely to grow. Where thoughtful sourcing and rigorous lab practice meet, the opportunities for innovation keep expanding.