|
HS Code |
784127 |
| Productname | 2-(2-Bromoethyl)Benzaldehyde |
| Molecularformula | C9H9BrO |
| Molecularweight | 213.07 g/mol |
| Casnumber | 60656-22-6 |
| Appearance | Colorless to pale yellow liquid |
| Boilingpoint | 134-136°C at 15 mmHg |
| Density | 1.444 g/cm3 |
| Refractiveindex | 1.574 |
| Purity | Typically >98% |
| Solubility | Soluble in organic solvents like dichloromethane and ethanol |
| Storagetemperature | 2-8°C |
| Smiles | Brc1ccccc1CC=O |
| Inchi | InChI=1S/C9H9BrO/c10-7-6-8-4-2-1-3-9(8)5-11/h1-4H,5-7H2 |
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Anyone who has spent time in a chemistry lab, either hunched over aromatic aldehydes or navigating the finer points of fine chemical production, knows how every small functional tweak brings a new world of possibilities. For years, working with derivatives of benzaldehyde served as solid ground for reliable synthetic routes. So when 2-(2-Bromoethyl)Benzaldehyde comes up in discussion, it tends to hold attention—this isn’t just another molecule in a thick catalogue. Researchers and chemical engineers who are always eyeing the next step in custom synthesis or active pharmaceutical ingredient (API) development should take a closer look.
The basic structure builds from benzaldehyde, giving it that unmistakable aromatic base. On this foundation, you find a bromoethyl group placed two carbons out from the core, creating an entry for a broad spectrum of next-generation transformations. The product often circulates under model identifiers like CAS 16619-58-6, a number that more than a few chemists have scribbled into their lab notebooks. For those who care about numbers: its molecular formula settles at C9H9BrO, and the average sample puts the purity near 98%, if not higher.
Small adjustments in a molecule have a way of unlocking or blocking entire classes of reactions. Working in research settings, I’ve seen colleagues frustrated by molecules that dodge easy functionalization. The bromoethyl handle in 2-(2-Bromoethyl)Benzaldehyde means you get a robust leaving group already in place, which becomes invaluable if you want to introduce other groups or extend the carbon skeleton. With nucleophilic substitution reactions, the bromoethyl chain creates a flexible site for attaching amines, thiols, or more complex substituents—something traditional benzaldehydes just can’t offer without multiple extra steps.
Those of us who have ground through longer syntheses for lack of suitable handles know how much time and material waste factor into the bottom line. Streamlining a reaction sequence saves headache and cost, especially when working with valuable intermediates. In contract research or startup chemistry settings, speed and adaptability often make the difference between delivering a promising hit or missing a development window. The ability to use direct alkylation, or generate secondary and tertiary amines with fewer purification worries, gives this molecule a clear advantage.
One of my early managers drilled into me the significance of the aldehyde group—how it invites condensation reactions, forms imines quickly, and manages reductions to alcohols without complex reagents. In this compound, you retain all the aldehyde’s power. The extra functional group doesn’t interfere; instead, you get dual access points. This plays a role when making heterocycles or tacking on fragments critical for downstream pharmaceuticals. With classic benzaldehyde, the path often leads to a dead-end unless you invest time protecting sites and swapping groups in long-winded sequences. Here, the dual sites open a toolkit that’s faster, less prone to side reactions, and easier to optimize in practice.
The difference becomes real in medicinal chemistry runs, or scale-up batches where efficiency means fewer solvents and a smaller environmental impact. Years ago, scale-up used to mean big drums, lots of waste, and plenty of time rerunning columns. In labs today, green chemistry pressure is stronger, and regulatory expectations keep rising. Using intermediates that cut down purification steps brings solvent use down. Even students notice the difference—less time prepping and cleaning means more room for higher-value design work. Compounds like 2-(2-Bromoethyl)Benzaldehyde support these changes, letting teams pivot to greener and more cost-effective workflow.
It’s tempting to lump this molecule in with the sea of similar benzaldehyde derivatives, but a closer look proves otherwise. The location of the bromoethyl group—in the ortho position—shapes the path of reactions that follow. In practice, this translates to site-selectivity when targeting subsequent transformations. Researchers tuning for regioselective coupling or avoiding unintended rearrangements often gravitate to this structure over its para- or meta- relatives. This matters whether you’re building libraries of potential drug candidates, designing novel polymers, or engineering fluorescent markers for diagnostics.
Lab experience shows how small differences explode into major outcomes. Using other electrophilic handles, especially those on longer chains or with different halogens, sometimes muddies reaction pathways. Chlorides, for example, resist substitution under milder conditions and require harsher bases or longer runs; this can chew up sensitive intermediates. I once spent weeks adjusting conditions for a similar reaction using a 2-(2-chloroethyl)benzaldehyde, only to see the expected yield slip away. With 2-(2-Bromoethyl)Benzaldehyde, these frustrations drop off—bromide leaves easily, and downstream yields climb.
From the safety angle, working with a bromo derivative calls for routine PPE and local ventilation, just as you would expect with aromatic halides. The difference shows up less in handling and more in reduced exposure due to fewer required steps. Quality chemical suppliers offer this product in solid form—usually a pale-yellow crystalline powder—ensuring workable shelf life and reliable performance.
Across the last decade, the pressure to deliver new small molecules in both pharma and specialty chemical industries moved attention to compounds like this. As an intermediate, 2-(2-Bromoethyl)Benzaldehyde fits easily in multi-step synthesis plans for compounds targeting central nervous system disorders, anti-cancer scaffolds, and custom ligands for bio-imaging. The logic is clear: rapid introduction of functional groups plus stable aldehyde reactivity gives scientists the freedom to invent. In medicinal chemistry, leads often demand precisely placed donor or acceptor sites; this compound’s design supports those requirements without extra steps.
Outside pharmaceuticals, researchers testing new organic semiconductors and photostable dyes find that a benzaldehyde backbone joined with a strategic bromoethyl group provides improved electronic properties and easy adaptation to further synthetic steps. For those in material science, creating polymers or high-strength resins, this molecule’s two-point leverage fits right in. The bromoethyl tail can open up, join a growing chain, or anchor specialty side groups shaped for use in sensors or flexible electronics.
Lab-scale custom chemistry also benefits. I’ve seen small teams pivot research by introducing the bromoethyl handle at nearly the last step, minimizing cumulative yield loss and expanding structural diversity. The same approach saves budget—opting for pre-formed intermediates shrinks costs over time, particularly in low- to mid-scale runs where wasted starting material eats into margins. Academic groups working with sparse funding or under tight timelines can stretch resources by building unique fragments atop a robust and versatile skeleton.
With the market still full of benzaldehyde-based intermediates, why pick out this one? A quick survey of available molecules shows most lack the ready reactivity that the ortho-bromoethyl design enables. Take unsubstituted benzaldehyde—it serves well for simple reactions, but creating branched molecules or adding halogens usually means backtracking or tackling low-yield steps prone to side products. Para-substituted analogues show up, but their symmetry alters electronic properties and complicates selective transformations.
Nitro-substituted derivatives, often used for their electron withdrawal, sometimes destabilize the molecule or lead to safety restrictions during scale-up. Better electron management, without heavy regulatory baggage, often means turning to bromo- and iodo- analogues. I’ve worked with a few ring-brominated options that clog up chromatographic columns and deposit sticky residues—side hassles that shape long nights and extra waste disposal. A straight 2-(2-Bromoethyl) chain, snug in the ortho site, generally avoids these traps, letting reactions proceed smoothly. Reaction selectivity and manageable handling combine in a way most competitors can’t replicate.
I always tell students and new hires that chemical innovation does not rest solely on having the boldest ideas. At the bench, reliable results stem from consistency and transparency across every batch. As demand for reproducibility climbs, the choice of source grows in importance. The purity level you’ll find—typically better than 98%—meets the standards set by advanced R&D labs and regulated industries. Modern suppliers usually validate each lot using NMR, GC-MS, and HPLC, so working chemists can cross-check certificates before scaling up.
Anyone troubleshooting a tricky synthesis appreciates access to reference spectra and up-to-date lot analysis. Suppose an unexpected impurity appears during a development run—comparing lab-obtained spectra to manufacturer-supplied data saves time in diagnosing and correcting problems. Past headaches with poorly documented intermediates taught me how much smoother life runs with solid transparency. That lesson echoes on every new project review. Taking care with supplier choice not only enhances research accuracy, but also smooths out later technology transfers.
Over the last few years, the tide in fine chemicals has shifted toward responsible sourcing and handling. No lab can afford to ignore evolving standards around environmental and occupational safety. Using intermediates that ease process intensification and require fewer auxiliary chemicals links to this movement naturally. I have seen sustainability reviews tip in favor of reagents that reduce waste and energy—this often starts by choosing versatile, multi-functional molecules at the planning stage. 2-(2-Bromoethyl)Benzaldehyde stands out by eliminating several peripheral reactions that chew up resources and generate extra waste.
Ethical sourcing also matters, both for compliance and public trust. Reliable suppliers who document their supply chain and commit to ethical raw material origins set off fewer red flags during audits. Research groups submitting work to top journals now face reviewer requests for traceable supply and handling documentation. Organizations looking downstream—pharma, biotech, materials—encounter clients expecting demonstrable care from bench to bulk. This kind of proactive transparency, tied closely to regulatory and ethical standards, finds strong support among chemists and business leaders alike.
Ask research chemists how a single component affects project schedules, and stories pour out. One project early in my career needed a selective, two-step substitution. Time running low, the team weighed every possible intermediate. Trying to start with traditional benzaldehyde meant several protective and deprotective steps that ate up precious days—and introduced loss at each turn. When we switched to an ortho-bromoethyl analogue, two reactions ran in quick succession with nearly double the yield and a fraction of the waste.
Speed matters most in collaborative or contractual settings, where external deadlines and milestone payments hang in the balance. Academic labs also gain from rapid prototyping—PhD students and postdocs get more shots at meaningful findings, less time rerunning purification. The memory of high-purity, user-friendly intermediates sticks with chemists, shaping the go-to toolkit for future projects. The value multiplies further when working with limited budgets or tackling novel ideas that benefit from fewer wasted runs.
Encounters with difficult substitutions, protection strategies, or stubborn impurities come regularly in chemical synthesis. The strategic placement of both aldehyde and bromoethyl groups offers a useful answer to many routine bottlenecks. Swapping other handles for hydroxy or amino groups, for example, often brings new side products or solubility headaches. The classic approach used to require rigorous temperature control just to eke out moderate yields. Here, milder conditions suffice, making process optimization easier and safer.
The choice to work with an ortho-bromoethyl attachment changes purification decisions, too. Aromatic side chains, once introduced, can otherwise stick to columns or induce unwanted rearrangements. With this compound, minimal rearrangement keeps purification straightforward, even as you extend the core skeleton. In process chemistry, avoiding intractable tars or emulsions preserves both material and morale.
Factory and pilot plant chemists face a unique set of hurdles—reaction scalability, regulatory expectations, and cost control. Using a well-documented, robust intermediate like 2-(2-Bromoethyl)Benzaldehyde means faster troubleshooting and less downtime. I recall a month lost to a problematic halide that wouldn’t cooperate at 50 L batch size, where switching to this alternative resolved yield slippage and improved overall plant reliability.
Innovation in chemistry doesn’t just move through new reactions or blockbuster drugs—it starts with smarter design in the earliest steps. The ongoing evolution of functionalized aromatics reflects growing demand for stability, reactivity, and process simplicity. As experienced as I am with classic tools of the trade, there’s always room for improvement, and this molecule fits the call for efficiency and reliability. As more industries chase advanced materials and smarter pharmaceuticals, the practical share of work handled by intermediates like 2-(2-Bromoethyl)Benzaldehyde looks set to grow.
Emerging applications in quantum dots, bioresponsive ligands, and high-performance polymers all draw from the same need: adaptable, predictable starting points. Modern research no longer tolerates complexity for its own sake—every tool that cuts down iterative steps counts as both a budget saver and an edge over competitors. Those crafting new platforms in molecular electronics, imaging, and precision medicine will keep pushing for ways to extract more value from bench-proven, high-quality intermediates.
Years spent managing chemical inventories, running developmental runs, and overseeing transfer to manufacturing hammered home the value of smart choices in intermediate selection. Success in chemistry never springs from equipment or automation alone. Instead, careful, informed material choices drive core improvements. 2-(2-Bromoethyl)Benzaldehyde stands out as a product born of these lessons—simple enough to scale, versatile enough to underpin advanced synthesis, and reliable through many reaction cycles.
Chemists learn early on that the best results often follow from a mix of good ideas, reliable materials, and a touch of luck. Tipping the odds with intermediates that simplify the hard parts of multi-step synthesis remains one of the few ways to guarantee steady progress. For labs building novel compounds, industries pushing up against the limits of efficiency, and researchers charting new chemical frontiers, this molecule offers all the right ingredients.
In a field where each advance builds on the last, tools that shave hours off reaction times and usher in cleaner, more reproducible results matter as much as the final product. My own experience, echoed by peers and emerging professionals, firmly places 2-(2-Bromoethyl)Benzaldehyde among these essential tools. As research teams continue to stretch toward tougher chemical targets and greener, more responsible practices, this product delivers where it counts—at the intersection of functional flexibility and reliable performance.