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(6-Bromopyridin-2-Yl)Acetonitrile

    • Product Name (6-Bromopyridin-2-Yl)Acetonitrile
    • Alias 6-Bromo-2-pyridylacetonitrile
    • Einecs EINECS 695-492-8
    • 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

    403312

    Productname (6-Bromopyridin-2-Yl)Acetonitrile
    Casnumber 31727-52-7
    Molecularformula C7H5BrN2
    Molecularweight 197.04
    Appearance Off-white to light brown solid
    Meltingpoint 48-52°C
    Purity Typically ≥98%
    Solubility Soluble in organic solvents such as DMSO and DMF
    Smiles N#CCc1cccc(Br)n1
    Inchi InChI=1S/C7H5BrN2/c8-7-3-1-2-6(10-7)4-5-9/h1-3H,4H2
    Synonyms 2-Cyano-6-bromopyridine
    Storagetemperature 2-8°C

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    More Introduction

    Exploring (6-Bromopyridin-2-Yl)Acetonitrile: A Standout Choice for Chemical Research

    Science keeps pushing boundaries. Every year, researchers reach for compounds that help unlock paths to new materials, pharmaceuticals, and technologies. In this context, (6-Bromopyridin-2-Yl)Acetonitrile draws interest for its distinct structure and clear advantages in organic synthesis. It doesn’t have the buzz of some household chemicals, but in the lab, it makes things possible that other reagents just can’t touch. Here’s a chance to explore why this molecule deserves a closer look and how it stands apart from similar compounds.

    Molecular Features and Appeal

    This compound offers a structure worth some time and explanation. It features a pyridine ring — a six-membered ring containing one nitrogen atom — that’s been modified in two notable positions. On the second carbon, you find an acetonitrile group, which introduces a -CH2CN moiety. On the sixth carbon, expect a single bromine atom. That pattern forms (6-Bromopyridin-2-Yl)Acetonitrile and gives the compound excellent flexibility for further transformation.

    In a setting where new pharmaceuticals often start with a modest scaffold, having a handle like the bromo group opens doors. This bromine sits ready for cross-coupling — Suzuki, Stille, or other named reactions — making the compound a useful intermediate. Add the nitrile group and suddenly, synthetic options multiply. Chemists can use it for condensation, reduction, or even as a precursor to amines and carboxylic acids. The versatility comes not just from the functional groups, but from the precise location of those groups on the pyridine ring.

    Specifications That Matter in the Lab

    Quality and purity have a real impact on results. Most sources offer (6-Bromopyridin-2-Yl)Acetonitrile at a high grade, with purity often topping 97% or 98%. This makes a big difference in challenging reactions, where a few contaminants would derail the effort or muddy the outcome. The compound appears as a pale yellow solid, and its relative stability allows for straightforward storage and handling, making it practical for busy work benches.

    While numbers like molecular weight and melting point matter for calculations or process scaling, what concerns most researchers is batch-to-batch consistency. Any deviation complicates data interpretation. When suppliers pay attention to recrystallization, drying, and packaging, labs can return reliable outcomes. That attention separates the good sources from the merely adequate.

    Where (6-Bromopyridin-2-Yl)Acetonitrile Shines

    Work in medicinal chemistry, materials science, and agrochemical development all depend on flexible heterocyclic building blocks. Pyridine derivatives — like the one here — see heavy use in projects aiming for new biological activities or industrial properties. Once, I saw a research group hit a wall with a sulfa drug analog because simple pyridine wasn’t reactive enough. They swapped in (6-Bromopyridin-2-Yl)Acetonitrile, and the project pushed forward. The bromo group allowed coupling with a variety of partners, while the nitrile acted as a linchpin for downstream transformations.

    In catalytic research, this compound enables fast access to libraries of candidate molecules. One professor, who specialized in transition-metal-catalyzed reactions, leaned on this structure as a go-to substrate for testing new palladium and nickel catalysts. The complex would either react cleanly, forming a new C-C bond, or stubbornly resist, letting the team fine-tune ligands and reaction conditions. Small changes at the 2- and 6-positions had an outsized effect, turning theoretical frameworks into real applications.

    In pharmaceutical chemistry, it’s not just about making any molecule, but about fine control over pharmacokinetic properties. By varying the groups on the pyridine ring, chemists can modulate solubility, metabolic stability, and even the likelihood of off-target effects. The nitrile group, for instance, contributes polarity without introducing much bulk — sometimes this small structural tweak shifts a compound from inactive to potent. When you need a scaffold that invites further modification, (6-Bromopyridin-2-Yl)Acetonitrile fits the bill.

    Comparing to Similar Chemical Building Blocks

    Plenty of pyridine derivatives float around in the market, so what’s unique here? Take unsubstituted 2-pyridylacetonitrile as a comparison point. It’s structurally simpler, lacking the bromo group, which limits direct access to cross-coupling routes. Adding a halogen like bromine rewrites the synthetic playbook. Instead of requiring laborious, multi-step transformations, you can dive straight into modern coupling chemistry, attaching aryl or alkyl partners under mild conditions.

    Pyridine rings substituted at the 3- or 4-position tell a different story. Shifting halogenation or nitrile addition away from the 2- and 6-positions alters reactivity in subtle ways. Most cross-coupling protocols exhibit strong preferences for certain positions, leaving other isomers less effective in practice. The precise geometry of (6-Bromopyridin-2-Yl)Acetonitrile supports high yields in established reaction formats. I watched a group try both 3-bromo and 6-bromo analogs in a series of Suzuki reactions; the 6-position gave faster conversions and fewer side-products, streamlining purification.

    Other nitrile-bearing heterocycles compete for a space in synthesis plans, but often bring less versatility or require harsher conditions for the same results. 2-Bromopyridine itself fails to provide the same synthetic handles, since it lacks the nitrile’s options for further derivatization. What seems like a minor modification on paper becomes a major catalyst for creativity in practice. The extra nitrile, positioned away from the ring nitrogen but close enough to pull electrons, changes reactivity in predictable and useful ways.

    Guiding Safe and Responsible Use

    Laboratory professionals appreciate practicality along with performance. A compound might offer great reactivity on paper, but if it needs exotic storage or hazardous conditions, enthusiasm quickly fades. (6-Bromopyridin-2-Yl)Acetonitrile keeps things manageable on the bench. While it always pays to handle organohalides with gloves and eye protection, this material stores at room temperature, behind a standard chemical safety cabinet door, away from moisture and direct sunlight. As with nearly all nitrile-containing reagents, keeping a well-ventilated environment is a must, but no special containment or refrigeration takes up precious space.

    Waste disposal brings another consideration. The compound’s structure, combining halogen and nitrile functionality, reminds users to follow established waste streams for halogenated organics and avoid uncontrolled release down laboratory drains. Responsible chemical management extends from synthesis to post-reaction cleanup. In industry, environmental teams push for greener alternatives or waste minimization, but so far, few replacements can rival the efficiency of this reagent in key transformations.

    Impact on Research Progress

    Over the past decade, cross-coupling chemistry changed the landscape for drug and materials discovery. (6-Bromopyridin-2-Yl)Acetonitrile gave chemists a reliable entry point for both known and exploratory frameworks. Bringing in a bromo group at the right site means carbon-carbon and carbon-heteroatom bonds can form exactly where scientists want them — no need to chase after laborious protection-deprotection cycles or risk costly byproducts. As someone who’s watched promising ideas flounder due to subpar intermediates, I see clear value any time a new scaffold speeds up progress. Research teams avoid dead ends when options expand, allowing new hypotheses and creativity in study design.

    Incorporating a nitrile group at the acetonitrile position means more than just a new synthetic knob to turn. This small change in structure directs subsequent steps and shapes the behavior of the molecule in screening assays. Smaller substituents like nitrile often slip through synthesis with less fuss, and their presence opens up rings, triggers rearrangements, or stands ready for conversion into other vital groups. The result? More efficient, predictable access to analogs that would remain off-limits with less functionalized starting materials.

    Versatility Across Disciplines

    Not all chemical reagents pull their weight outside narrow applications. Here, the story changes. Academic researchers, process chemists, and startup innovators alike find reasons to stock (6-Bromopyridin-2-Yl)Acetonitrile. Whether developing a lead compound for a drug pipeline or testing surface modifications in a sensor startup, the same parent structure provides value. The ability to tinker with both the bromo and nitrile groups translates across different experimental setups and target molecules. This common thread reduces the learning curve for teams and encourages knowledge-sharing between labs.

    University teaching labs pull this compound out not only for practical exercises in palladium-catalyzed coupling, but to teach the logic of replacing leaving groups, adjusting electronic effects, and exploring functional group interconversions. Grad students often remember a result tied directly to this molecule — the first time a coupling reaction succeeded after days of troubleshooting, or a failed purification gave way to textbook-clean chromatography. Personal experiences reinforce textbook learning and push commitment to good experimental technique.

    Overcoming Practical Barriers

    No chemical intermediate solves everything. Real limits pop up in price, supply chain hiccups, or competing priorities in large organizations. (6-Bromopyridin-2-Yl)Acetonitrile holds up well on the availability front, as more suppliers recognize its demand in research communities. Fluctuations in halogen or nitrile supply sometimes affect cost, but a stable base of producers maintains accessibility for academic and industrial budgets alike.

    Sometimes, the bottleneck arrives when scaling up from milligram bench reactions to kilogram process runs for industrial use. Impurities that remain hidden during small-scale experimentation can cause headaches during large batch reactions, leading to yield losses or regulatory delays. Teams committed to reproducible science stay alert, verifying lot purity and following up on critical parameters like residual solvents, trace metals from catalysts, and consistent melting or boiling points.

    Shipping and handling logistics matter too. A shelf-stable, solid chemical like this one lowers risks and insurance costs compared to liquid or highly volatile reagents. In my experience working logistics in a pharmaceutical supply chain, the fewer the exceptions and special instructions, the smoother the process. Picking a starting material that doesn't demand refrigeration, pressure vessels, or respirators keeps timelines on track and cuts expenses from specialized training and equipment.

    Room for Future Growth

    The world of heterocyclic chemistry evolves with new challenges in disease therapy, agriculture, and advanced materials. A compound with both a reactive halogen and a convertible nitrile group keeps pace, adapting to trends and keeping researchers equipped to tackle new problems. As green chemistry pushes for safer processes and renewable feedstocks, the value of high-yield, direct reactions grows. This pyridine derivative’s compatibility with established catalyst systems and mild conditions aligns with greener initiatives that still deliver strong results.

    Collaborative projects often benefit from robust, well-understood intermediates. Teams in distant time zones or working in parallel appreciate having reagents familiar to colleagues in related fields. Standardizing around effective building blocks simplifies communication, speeds up troubleshooting, and keeps interdisciplinary projects moving forward. From my time collaborating on patent filings, the presence of proven, widely accepted intermediates reduced the legal risk of infringement and simplified the description of inventive steps.

    Suggestions to Boost Accessibility and Safe Use

    Regular input from bench chemists and procurement teams shapes which reagents survive the test of time. Listening to reports about reaction issues or batch-specific idiosyncrasies makes a difference. Suppliers can support their users by offering not just high-purity materials, but also real technical support — sharing application notes, successful reaction conditions, and troubleshooting tips based on experience. Regular feedback loops between producers and end-users support higher confidence and creative new uses.

    Greater transparency in trace impurity profiles and best-practice storage recommendations aids busy research teams working under pressure. Packages labeled with real, up-to-date spectral data support faster quality control and save valuable time. Reliable documentation, from material safety advice to solvent compatibility, lets even less-experienced team members handle new materials like this one with confidence and care.

    Championing Effective, Adaptable Reagents

    Compounds like (6-Bromopyridin-2-Yl)Acetonitrile serve as more than just ingredients in a protocol; they offer foundational tools that let science move faster and safer. Standing at the intersection of pyridine chemistry and modern cross-coupling, this molecule marks a proven starting point for new ideas in discovery, product development, and education. Its thoughtful balance of reactivity, manageability, and versatility positions it as a staple in the toolkit of anyone driven by curiosity and innovation.