|
HS Code |
220051 |
| Name | 3-Pyridinecarboxylic acid, 6-bromo- |
| Synonyms | 6-Bromonicotinic acid |
| Cas Number | 607-75-4 |
| Molecular Formula | C6H4BrNO2 |
| Molecular Weight | 202.01 |
| Appearance | White to off-white solid |
| Melting Point | 180-183°C |
| Boiling Point | Decomposes before boiling |
| Solubility | Slightly soluble in water |
| Smiles | C1=CC(=NC=C1C(=O)O)Br |
| Inchi | InChI=1S/C6H4BrNO2/c7-5-2-1-4(6(9)10)3-8-5/h1-3H,(H,9,10) |
| Pubchem Cid | 19367 |
As an accredited 3-Pyridinecarboxylic acid, 6-bromo- factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | White plastic bottle labeled "3-Pyridinecarboxylic acid, 6-bromo-, 25g." Features hazard symbols, chemical formula, and lot number. |
| Container Loading (20′ FCL) | Container Loading (20′ FCL) for 3-Pyridinecarboxylic acid, 6-bromo-: 14 metric tons (MT) packed in 560 fiber drums, 25 kg each. |
| Shipping | 3-Pyridinecarboxylic acid, 6-bromo- is shipped in tightly sealed containers, protected from moisture and direct sunlight. During transit, it is handled according to standard safety guidelines for chemicals, including proper labeling and documentation. Package integrity and regulatory compliance are ensured to prevent leaks, spills, and exposure during domestic or international shipping. |
| Storage | 3-Pyridinecarboxylic acid, 6-bromo- should be stored in a tightly sealed container, kept in a cool, dry, and well-ventilated area away from incompatible substances such as strong oxidizers. Protect the chemical from moisture and direct sunlight. Ensure that storage is clearly labeled and access is limited to trained personnel. Handle with appropriate personal protective equipment to prevent exposure. |
| Shelf Life | **Shelf Life:** 3-Pyridinecarboxylic acid, 6-bromo- is stable for at least 2 years when stored in a cool, dry, sealed container. |
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Purity 98%: 3-Pyridinecarboxylic acid, 6-bromo- with purity 98% is used in pharmaceutical intermediate synthesis, where high purity ensures efficient reaction yields. Molecular weight 216.01 g/mol: 3-Pyridinecarboxylic acid, 6-bromo- with molecular weight 216.01 g/mol is used in heterocyclic compound formulation, where precise molecular control optimizes structural integration. Melting point 230°C: 3-Pyridinecarboxylic acid, 6-bromo- with melting point 230°C is applied in solid-state organic synthesis, where thermal stability supports controlled process conditions. Particle size ≤10 µm: 3-Pyridinecarboxylic acid, 6-bromo- with particle size ≤10 µm is utilized in fine chemical manufacturing, where reduced particle size enhances dissolution and uniformity. Storage stability 2 years: 3-Pyridinecarboxylic acid, 6-bromo- with storage stability of 2 years is employed in research laboratory inventories, where long-term shelf life maintains chemical efficacy. Water content ≤0.5%: 3-Pyridinecarboxylic acid, 6-bromo- with water content ≤0.5% is used in moisture-sensitive processes, where low water content prevents unwanted side reactions. UV absorbance 280 nm: 3-Pyridinecarboxylic acid, 6-bromo- with UV absorbance at 280 nm is used in analytical method development, where distinct absorbance enables accurate compound detection. Bulk density 0.7 g/cm³: 3-Pyridinecarboxylic acid, 6-bromo- with bulk density 0.7 g/cm³ is incorporated in automated powder dosing systems, where uniform flow properties improve dosing accuracy. Solubility in DMSO >50 mg/mL: 3-Pyridinecarboxylic acid, 6-bromo- with solubility in DMSO >50 mg/mL is applied in screening assays, where high solubility facilitates preparation of concentrated stock solutions. Chromatographic purity 99%: 3-Pyridinecarboxylic acid, 6-bromo- with chromatographic purity 99% is utilized in fine synthesis routes, where minimal impurities enhance downstream product quality. |
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The landscape of chemical synthesis has shifted over the years, with researchers hunting for molecules that offer utility, flexibility, and reliability. 3-Pyridinecarboxylic acid, 6-bromo- stands out as one of those molecules that you return to for niche uses in the lab or new ideas in the pilot plant. This compound, often called 6-bromo-nicotinic acid, features a unique bromo-substitution on the pyridine ring, giving it a special place in catalogues geared toward pharmaceutical and agrochemical development.
What makes the 6-bromo substitution matter? From hands-on time with similar heterocyclic acids, it's clear that chemical behavior can pivot dramatically with even subtle changes to ring structures. The presence of a bromine atom at the 6-position of the pyridine ring doesn’t just increase the molecular weight—it alters the compound's electronic properties, influencing reactivity and allowing targeted functionalization that plain pyridinecarboxylic acids just don't deliver. This bromo group creates a reliable handle for cross-coupling reactions. In practice, it directly supports Suzuki, Heck, or Sonogashira methodologies, often found in both industrial and academic settings.
Chemists trust compounds when they know what they’re getting. High-purity 3-Pyridinecarboxylic acid, 6-bromo- typically arrives as a pale crystalline powder. Lab analyses report melting points hovering around 230°C and above, signaling thermal stability during storage and moderate heat applications. The molecular formula, C6H4BrNO2, translates to a mass just above 200 g/mol, and the solid dissolves well in polar organic solvents—think dimethyl sulfoxide (DMSO), dimethylformamide (DMF), or methanol. In practical terms, this range of solubility unlocks synthetic possibilities for scale-up or detailed characterization using NMR, IR, or MS techniques.
Where does this compound truly shine? It rarely finds itself in a starring role as a finished product. Instead, its main function sits at the molecular crossroads of invention. Medicinal chemists lean on 3-Pyridinecarboxylic acid, 6-bromo- to craft novel scaffolds for drug candidates. The bromo group gives a clean entry point for introducing aryl, alkynyl, or vinyl groups that change how a molecule interacts with biological targets. Experienced teams in agricultural research draw on these same properties, blending the acid into pre-cursors for new herbicides or growth regulators.
My own background in academic organic chemistry reflects the importance of ready-to-use building blocks. Earlier in my career, we scoured catalogues for pyridine derivatives capable of modification without tedious protection and deprotection sequences. A bromo substituent—especially one secured to a pyridine ring bearing a carboxylic acid—unlocked new strategies for late-stage diversification. It sped up the testing of analogs and shortened timelines between initial idea and proof-of-concept bioactivity. The difference between pushing forward with a well-characterized 6-bromo compound versus wrestling with untested, poorly soluble materials often proved decisive for our experimental success.
Look at the literature of the past decade: derivatives built from 3-Pyridinecarboxylic acid, 6-bromo- show up in patents for kinase inhibitors, antifungals, and anti-inflammatory drugs. Data points underline the reliability of the compound’s reactivity under several catalytic systems. The bromo function enables direct palladium-catalyzed coupling, and the carboxylic acid handles supply an anchor for amide or ester linkages. This interchange of functional groups turns what looks like a three-line catalogue item into a creative spark for generating molecules with higher value.
Outside the pharmaceutical sector, some recent studies focus on the material science angle. For example, researchers building coordination polymers or metal-organic frameworks put 6-bromo-nicotinic acid to use as a linker. The acid and the bromo meet distinct coordination and electronic needs, which is crucial for tuning properties like ion exchange, porosity, or luminescence. In the realm of electronics, engineers have found utility in 6-bromo pyridine systems for sensor arrays, leveraging unique electron densities and binding characteristics.
There’s often confusion about why chemists don’t just use 6-chloro or 6-fluoro versions. While all share the major backbone, reactivity and downstream possibilities shift with different halogens. Bromine sits in a chemical sweet spot—large enough to foster good leaving group properties, but less prone to dehalogenation or unwanted side reactions than iodine. Chlorine analogs can be cheaper, but they often stall during key couplings, failing to give the yields or selectivity found with bromine. Fluorinated derivatives have their place, yet they rarely play nice with palladium-mediated routes, which cuts down versatility.
I once joined a collaboration between synthetic and computational chemists aiming to build a library of kinase inhibitors. The initial lead structure demanded late-stage arylation. Our early experiments with chloro- and fluoro- analogs needed harsh or even dangerous reaction conditions—more time, more cost, more troubleshooting. The 6-bromo compound brought yields back up with milder reagents and let us switch focus from troubleshooting chemistry to evaluating biological data. This kind of direct experience makes the difference between a project stalling out and seeing a breakthrough.
Talk of green chemistry and responsible material selection continues to get louder. While 3-Pyridinecarboxylic acid, 6-bromo- doesn’t solve waste problems on its own, its high reactivity supports more efficient routes in many syntheses—meaning fewer steps, less waste, and less reliance on protecting groups. Faster, higher-yielding reactions align with modern principles of atom economy. Many established vendors offer detailed certificates of analysis, lot tracking, and traceability, which helps research labs meet documentation requirements in regulated sectors. Working with such transparency not only supports reproducibility in published science but also underpins trust when these compounds end up next to human trials.
It’s fair to be alert to the downsides. Brominated molecules often draw scrutiny for persistence in the environment, especially in bulk applications. Researchers keep this in mind when scaling up project pathways. Yet, because the product almost always serves as a stepping stone to other compounds, there’s rarely a need to worry about it ending up in commercial release or direct application. By targeting conversions to final molecules with neutral or benign leaving groups, chemists balance industry demands for innovative structure exploration with responsibility about what enters waste streams.
Experience has shown that effective use starts long before the reaction flask. Understanding how a batch of the compound looks and behaves in storage—moisture content, particle size, any visible discoloration—saves headaches down the line. In a busy chemistry lab, proper storage in airtight containers and clear labeling are critical, especially for powders that resemble more benign materials. I’ve seen unfortunate cases where mix-ups led to failed reactions or safety incidents, easily avoided with the most basic inventory control.
Consistent handling routines—using gloves, fume hoods, and verified balances—keep the focus on creative science, not crisis management. Training new team members on best practices for weighing, dissolving, and disposing of pyridine derivatives builds both confidence and a culture of responsibility. No single bottle sits in isolation; the chemicals we manipulate have connections to team health and environmental impact. Respect for storage and handling isn’t just protocol; it’s a principle that lets chemistry translate from script to substance.
A practical barrier to wider use comes down to market accessibility. While large vendors supply the compound in standard purities, niche derivatives and bulk amounts call for advance planning and direct supplier communication. Delivery times and prices can fluctuate, especially if a supply chain relies on specific precursors or strict purity validation. Some researchers respond by developing new synthetic approaches, using green oxidations or flow chemistry to ensure a consistent local supply regardless of global disruptions.
As for innovation, more teams are exploring how modifying the bromo substitution—through reductive or radical reactions, for example—can generate rare or complex molecules in fewer steps than older, linear routes. This taps directly into trends of molecular editing, where late-stage modifications transform scaffold utility far beyond simple catalog functions. For those building new libraries, or tackling stubborn SAR challenges, these options make 3-Pyridinecarboxylic acid, 6-bromo- more than a label on a shelf; it’s a launchpad for ambitious molecular architecture.
Over the years, the need for transparent ingredient lists, batch-level analysis certificates, and responsive technical support from suppliers has grown. Early in my career, ordering obscure heterocycles meant relying on limited data sheets and vague guarantees about physical consistency. With wider regulatory scrutiny and the rise of globally standardized synthesis, buyers expect clear NMR spectra, HPLC chromatograms, and impurity thresholds with every shipment. Trust develops slowly in chemistry. Bad experiences with poor-quality batches can sour confidence, stall projects, and sometimes leave lasting skepticism toward unfamiliar catalog numbers.
Experienced researchers learn to compare batch data, review supplier references, and often reach for well-established vendors even at a premium. In cases where cost constraints exist, collaborating with academic synthesis labs or exploring contract synthesis offers alternative pathways to access reliable material. More recently, some suppliers include traceability—from raw material source to final packaging—which reassures teams working in fields where compliance demands thorough record-keeping.
Some projects call for direct functionalization at other positions on the pyridine ring. In those instances, alternatives such as 2-bromo or 5-bromo pyridinecarboxylic acids should be considered. Each positional isomer brings distinct steric and electronic consequences, affecting everything from catalyst choice to product isolation. Experienced chemists draw on literature precedent, predictive modeling, and direct experimentation to match the right starting material to the reaction’s needs.
In methods development, quick spot-checks using TLC or LC-MS help determine reaction success and inform whether a switch to a differently substituted compound makes sense. The process ends up as part technical decision, part creative troubleshooting. What’s worth remembering is that 6-bromo substitution opens key synthetic doors, especially for cross-coupling and directed ortho-metalation, which may remain closed or unreliable with less reactive analogs.
Reflecting on my own time at the bench, it’s clear how the right reagent boosts momentum in both research and chemical manufacturing. One project involved building a heterocyclic library for screening against antibiotic-resistant bacteria. Supply chain delays for related chloro acids forced a shift toward 3-Pyridinecarboxylic acid, 6-bromo-. Conversions ran smoother, purity held up through work-up, and the product portfolio expanded faster than expected. Results from subsequent biology screens surprised even skeptical team members. The lesson stuck: never underestimate the practical difference a single, smartly-positioned atom can make.
This hands-on view overlaps with feedback from industrial partners aiming to minimize downtime. They’ve raised the bar for suppliers, expecting single-source reliability and detailed analytical support. Teams invest considerable resources in validating their intermediates, often using HPLC or GC to ensure every shipment meets published purity data. In contract manufacturing, missteps with ill-characterized batches generate delays and unwanted rework, underscoring the value of reliable supply and communication.
Addressing the hurdles associated with halogenated pyridine acids, some labs have started to develop recyclable catalyst systems, minimizing heavy metal waste during cross-coupling. Others invest in integrated flow reactors, where small continuous processes remove bottlenecks and cut down on human error. Communication between end users and suppliers helps anticipate shortages, allowing advance stocking or switching to analogous compounds if needed.
Regulatory feedback loops, which reward transparent chemistry and penalize hidden impurities, contribute to better standardization across industries. As the market grows, even smaller labs benefit from these shifts, finding it easier to verbalize needs, spot issues in early batches, and secure support tailored to their project scale. From my standpoint, open lines between chemists, QA teams, and technical advisors give everyone more confidence in their work, whether in drug discovery or material science.
Reflecting on everything said, 3-Pyridinecarboxylic acid, 6-bromo- earns its place as a go-to intermediate for researchers who value versatility, predictable reactivity, and scalability. Its track record in both bench-scale innovation and industrial output rests on detailed chemical characterization, broad utility in cross-coupling, and adaptability across scientific fields. Chemical structure acts as a springboard for invention, and this compound delivers both flexibility and dependability. Researchers aiming to unlock new molecules will find that it stands up to scrutiny, responds well to modern synthetic options, and supports creative breakthroughs—qualities that reflect the best of modern chemistry.