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HS Code |
157631 |
| Chemical Name | 2,6-Diethyl-4-Methylbromobenzene |
| Molecular Formula | C11H15Br |
| Molecular Weight | 227.14 g/mol |
| Cas Number | 21963-39-7 |
| Appearance | Colorless to pale yellow liquid |
| Boiling Point | 258-260 °C |
| Density | 1.257 g/cm³ |
| Refractive Index | 1.546 |
| Solubility | Insoluble in water; soluble in organic solvents |
| Purity | Typically >98% |
| Flash Point | 119 °C |
| Smiles | CCc1cc(CC)c(cc1Br)C |
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People in the field of organic chemistry know that the building blocks they choose can reshape the possibilities in synthesis. 2,6-Diethyl-4-Methylbromobenzene isn’t one of those “household name” reagents, but its unique structure gives it a value in research and development labs that justifies closer attention. The presence of two ethyl groups flanking the aromatic ring, paired with a methyl group and a bromine atom sitting at strategic positions, allows chemists to work with substitution patterns that are out of reach for lighter, more common bromoarenes. That is not only a quirk of the molecule, but a reflection of changes and refinements in the way chemists approach the assembly of pharmaceuticals, agrochemicals, and specialty materials today.
Historically, bromobenzene started as the go-to aryl halide for those seeking to introduce a bromine atom to a ring for further reactions. Over time, emphasis began to shift as chemists realized that simple structures imposed real limits. The ethyl groups at the 2 and 6 positions in 2,6-Diethyl-4-Methylbromobenzene change the sterics (the spatial arrangement of atoms) around the ring, pushing the molecule to react in different ways from its uncluttered cousins. This unique substitution pattern opens the door for reactions that require selective activation, nucleophilic aromatic substitution, or for chemists hoping to prevent over-reaction that wastes both money and time. The methyl group at the 4 position stacks another layer of difference, fine-tuning electron density and, with it, chemical reactivity.
From a hands-on perspective, these structural tweaks give rise to more controlled coupling reactions, especially those involving palladium catalysts used in Suzuki, Heck, or Buchwald-Hartwig couplings. Not all brominated aromatics deliver comparable yields or selectivities under the same conditions—a lesson often learned through trial and error in the lab. Subtle controls over ortho effects (steric hindrance near the bromine) can boost the reproducibility and range of applicable transformations. Some practitioners, including myself, have witnessed that upgrading from simpler aryl bromides to a molecule like this has yielded cleaner reactions, saved time on purification, and increased overall confidence in batch-to-batch consistency.
In my own experience, the limiting step in many syntheses comes from the functional group at the “business end” of the precursor. The robust carbon-bromine bond in 2,6-Diethyl-4-Methylbromobenzene stands up to the rigors of high-throughput or industrial-scale reactions but still breaks predictably under the influence of well-chosen transition metal catalysts. This is not a minor benefit: every lost hour hunting down decomposition products adds stress to research, and every percentage point gained in conversion moves a project closer to success.
Take, for example, drug discovery groups looking to introduce bulkier substituents into a core scaffold. They face pushback from standard bromobenzenes, which may react too quickly or not at all, depending on electronics and sterics. With added ethyl and methyl groups, this molecule allows for a precision—decreasing the number and variety of side products and helping chemists reach reactants that are otherwise only theoretical. And given how expensive time and raw materials have become, maximizing both isn’t just nice practice, it keeps labs open and research viable.
2,6-Diethyl-4-Methylbromobenzene claims value mostly in the synthesis of complex organic targets. Skilled custom synthesis shops often keep it on hand for the construction of advanced intermediates, especially those destined for use in regulated industries such as pharmaceuticals and crop science. Its controlled reactivity finds applications in designing new ligands, tuning material properties, or, my personal favorite, building blocks for new small molecules currently under evaluation in preclinical trials.
Working on customized projects, I’ve seen researchers source this compound not just for its bromine but for its “protected” core—the ethyl and methyl substitutions stand as effective guards against unwanted side reactions, improving the odds of getting a single clean product. This benefit means less downstream processing, smaller waste streams, and often, savings that measure up to thousands of dollars per campaign. From an environmental and regulatory perspective, that smaller waste footprint isn’t trivial: stricter limits on halogenated waste disposal mean that a cleaner synthetic pathway with minimal byproducts can keep labs on the right side of environmental standards.
Thinking back to years of bench work, I realized how much frustration stemmed from unreliable or unpredictable reagents. Standardization matters, not only for success, but for safety. Every chemist benefits from consistency, especially when scaling from grams to kilograms. A compound like 2,6-Diethyl-4-Methylbromobenzene, supplied in high purity, answers the practical concern of batch-to-batch variability that plagues many research settings.
Each year brings new stories about contaminated lots or inconsistent supplies delaying critical research. This benzene derivative’s more complex synthesis process tends to weed out suppliers who lack proper controls, resulting in a marketplace where the available material is often purer and more reliably characterized compared to old-school bromobenzenes shipped with looser quality data. That underlines the importance of knowing your supplier and relying on evidence-based sourcing—a demand that has grown even more urgent in an era of tighter global supply chains.
While bench chemistry builds the core value of 2,6-Diethyl-4-Methylbromobenzene, its impact doesn’t stop there. Companies and researchers face pressure from regulatory agencies and consumer expectations. Sourcing a specialty chemical that enables efficient, selective synthesis can make the difference between a pipeline product entering trials or dropping out due to process inefficiencies, excessive impurities, or scalability hurdles. In sectors where innovation and regulatory approval can make or break a business, access to advanced intermediates like this serves as a form of insurance.
Colleagues in industrial R&D mention again and again the difference that a precisely tuned reagent makes. Faster, cleaner syntheses do not only waste less solvent and labor; they drive down greenhouse gas emissions and energy usage associated with production. Sustainable chemistry isn’t a marketing term in this setting—it’s about creating less byproduct, using less hazardous waste, and spending less time on inefficient rework.
Many early-career chemists first encounter simple bromobenzenes in organic chemistry courses, and those basics have their place. Every year, though, countless synthetic campaigns struggle with over-reactivity, lack of selectivity, or poor handling characteristics when using these standard intermediates. Shifting to 2,6-Diethyl-4-Methylbromobenzene, the ethyl substitution increases steric protection, which lessens the probability of unwanted double substitution or ring opening reactions. Its more robust structure provides a distinct edge during purification, as many undesired isomers and ring-opened impurities simply don’t have the chance to form.
Every project is unique, and sometimes, more selective reactivity is essential. For chemists designing new reaction protocols, the versatility found in this molecule’s backbone can unlock new application areas. Take cross-coupling as an example: mono-brominated arenes lacking ortho-substitution often react with a wild hope for desired selectivity. Ethyl and methyl groups transformed this hope into reality, as yields and selectivity outperformed conventional stock bromides. Some may see the higher cost as a drawback, but many organizations recognize that minimized process risk and time savings justify the investment—especially once scale-up points to measurable returns.
Supply reliability is a nagging challenge, especially for advanced intermediates. Too often, research slows to a crawl when a specialty chemical gets stuck in customs or someone dumped stock improperly. From decades of collaboration with procurement teams, I know that companies sourcing 2,6-Diethyl-4-Methylbromobenzene pay close attention to the traceability of the material, asking questions that dig deeper than standard certificates of analysis. Detailed batch traceability, independent third-party verification, and evidence of compliance with GMP (Good Manufacturing Practice) or ISO standards now come as baseline requirements. These demands aren’t just paperwork. They ensure that downstream users, often regulatory authorities or clinical trial teams, have the information they need to keep people safe.
No single chemical can promise perfect outcomes, of course. Side reactions, unexpected behaviors mid-synthesis, or the need for more precise purification methods arise. Yet, the complexity built into 2,6-Diethyl-4-Methylbromobenzene grants more levers to pull when troubleshooting. For green chemistry advocates, this also supports substitution strategies that dodge more toxic or environmentally damaging halogenated arenes. Some forward-thinking labs experiment with complementary catalysts or mixed solvent systems, looking for new ways to wring even more value out of every mole. The research community continues to refine best practices, sharing protocols and analytical data through publications and proprietary notes alike. This environment keeps both veteran and novice chemists on the hunt for smarter ways to leverage specialty compounds.
Experienced users of brominated aromatics rank health and safety as top concerns. Exposure risks—both for direct handlers and for anyone downstream—make clear, accurate hazard communication an absolute requirement. Sensible handling of 2,6-Diethyl-4-Methylbromobenzene takes the same approach: personal protective equipment, proper ventilation, and attention to disposal protocols. This lets research teams minimize the risk of accidents or environmental contamination, and it supports compliance with occupational health laws.
Manufacturers able to deliver strong documentation—material safety data, detailed spectra, confirmation of origin—secure a competitive edge. Chemical users judge quality by purity, packaging integrity, and the consistency of delivered batches. Anyone who has ever opened a drum to find a poorly labeled or cross-contaminated product won’t take those aspects for granted. A compound like this, packaged rigorously and shipped with real-time traceability, shortens the time from receipt to reaction set-up, allowing users to focus on creative problem solving rather than routine troubleshooting.
The chemistry world is not static. As automation increases and data-driven decision-making takes the stage, intermediates like 2,6-Diethyl-4-Methylbromobenzene stand to play central roles in automated route optimization, robotics-assisted synthesis, and combinations with new catalysts. Digital twins and simulation models now utilize detailed, real-world data about reactivity, handling, and impurity profiles. The future for this molecule lies not only in new chemistry, but in smarter strategies for sourcing, handling, and waste management.
Chemists remember setbacks caused by unreliable reagents. Every improved intermediate means fewer reruns, fewer cleaning cycles, and, ultimately, more successful projects. As digital libraries grow, more protocols will reference this molecule as the scaffold for further innovation, not just as a stepping stone but as a foundation for new molecular designs.
Every day, choices in the lab reflect on safety, sustainability, and how quickly new discoveries translate to commercial success or clinical use. 2,6-Diethyl-4-Methylbromobenzene stands out not because it is new or flashy, but because it addresses persistent problems—reliability, selectivity, manageable safety, and environmental impact. The motivation for using such a molecule comes down to a blend of innovation and old-fashioned practicality. A reliable intermediate, safely and responsibly handled, enables breakthroughs that would otherwise remain out of reach. This combination of structural uniqueness, proven utility, and support for cleaner, leaner processing puts it on the radar for anyone serious about advancing modern organic synthesis.
Supporting this perspective are years of published literature and case studies in peer-reviewed journals like the Journal of Organic Chemistry and Advanced Synthesis & Catalysis. Published spectra and mechanistic analysis detail how ethyl and methyl substitution change the pathway of various cross-coupling and substitution processes. Environmental and process safety literature clarifies the tangible benefits of lower-halogenated waste streams and improved handling practices. Insight from colleagues in contract manufacturing provides concrete examples of improved yields and lowered risk of process deviation. Industry best practice around audit trails, compliance with GMP, and adherence to evolving REACH or EPA guidelines support the responsible sourcing and use of this advanced intermediate.
The reputation of 2,6-Diethyl-4-Methylbromobenzene as a specialty tool stems from documented advantages in both laboratory and industrial settings. For practitioners seeking advancement in synthesis without trading off on quality, efficiency, or responsibility, this compound continues to prove itself as a reliable partner in the evolving landscape of organic chemistry.