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HS Code |
361232 |
| Product Name | 4-(3-Bromopropyl)Morpholine |
| Cas Number | 4969-55-9 |
| Molecular Formula | C7H14BrNO |
| Molecular Weight | 208.10 |
| Appearance | Colorless to pale yellow liquid |
| Boiling Point | 110-112°C at 10 mmHg |
| Density | 1.32 g/cm³ at 25°C |
| Purity | Typically ≥98% |
| Refractive Index | 1.498-1.500 |
| Flash Point | 100°C |
| Solubility | Miscible with most organic solvents; slightly soluble in water |
| Storage Conditions | Store at room temperature, keep container tightly closed, protect from moisture |
| Smiles | BrCCCN1CCOCC1 |
| Inchi | InChI=1S/C7H14BrNO/c8-2-1-3-9-4-6-10-7-5-9/h1-7H2 |
| Synonyms | N-(3-Bromopropyl)morpholine |
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New reagents come to market every year, but few shift the daily reality for chemists quite like 4-(3-Bromopropyl)Morpholine. Over the past decade, this compound has moved from a relative specialty to a regular supporting role in labs focused on synthetic routes for pharmaceuticals, fine chemicals, and materials science. Featuring a morpholine ring attached to a three-carbon chain capped with a bromine atom, it brings together beneficial aspects of structure and reactivity rarely found in other halogenated agents. Beyond a simple shift in molecular layout, this compound has found support because it answers real pain points for bench chemists and process engineers alike.
At its core, 4-(3-Bromopropyl)Morpholine—C7H14BrNO—offers a unique combination: the polar, flexible morpholine ring with a tail that can serve as a reactive handle for substitution reactions. The bromopropyl chain not only widens the range of reactions but also introduces a trackable anchor for downstream modifications in multi-step syntheses. This practical structure translates to physical characteristics that matter: It comes as a colorless to pale yellow liquid or sometimes as a low-melting solid, depending on storage and purity. Many appreciate its distinct, slightly amine-like odor as a quick quality check, no fancy testing kit required. In terms of handling, the density falls close to 1.37 g/cm³, and it dissolves well in organic solvents like dichloromethane or ether.
With every new alkyl bromide, you want something that stands apart. Compared with classic alkyl bromides such as 1-bromopropane or dibromopropane, 4-(3-Bromopropyl)Morpholine delivers more than just extra atoms; it opens up a toolkit for making tailored molecules. The morpholine scaffold means you get more than a simple linker—there’s added solubility, a bit of built-in steric protection from unwanted side reactions, and a backbone that can participate in hydrogen bonding or additional chemistry later in your synthetic route. This is not just a theory; pharmaceutical discovery teams have adopted morpholine-containing compounds because the ring itself can improve the pharmacokinetic properties of final products, making molecules more stable and less likely to degrade.
Not every supplier delivers the same quality, and that can matter a lot in down-the-line reactions. High purity—often greater than 98%—is the norm for research-grade lots. Color and odor can tip you off to impurities. Water content below 0.3% makes sure the compound doesn’t kick off hydrolysis too early or mess up reaction stoichiometry. Those working with scale-up batches will want to keep an eye out for normalized bromine content and residual solvents. At 210-212°C for boiling (measured at reduced pressure to minimize decomposition), you'll want decent ventilation and glassware rated for halogenated solvents. Beyond the basics, reviewing the NMR or mass spec data for unexpected peaks helps prevent unexplained disaster at later stages.
Anyone who’s spent hours trouble-shooting side reactions or messy purifications knows the value of reliable reactants. The 3-bromopropyl group on this morpholine derivative acts as an efficient leaving group—a clear improvement over older analogs with chlorine or iodide that often struggle with elimination or form hard-to-remove byproducts. Laboratories tackling nucleophilic substitution reactions, especially forming secondary amines or complex ether linkages, have reported fewer rearrangement and elimination issues using this compound. Since the morpholine ring blocks many unwanted side reactions, you get cleaner, more predictable yields—translating to fewer ruined weekends in the lab and more time spent optimizing routes rather than cleaning up after them.
Morpholine rings aren't just a synthetic curiosity—big pharma and biotech firms have championed them for decades in anti-cancer, antiviral, and antifungal drugs. Attaching a reactable bromopropyl group opens doors to new structural variants. Medicinal chemists have found that swapping in 4-(3-Bromopropyl)Morpholine versus simple alkyl bromides gives them new SAR (structure-activity relationship) angles to pursue, all while boosting solubility and metabolic stability. Researchers pushing for better CNS penetration or reduced off-target effects have often reached for morpholine-containing intermediates at crucial steps. The point isn’t just making something new—it’s about making compounds that really reach their biological targets and stick around long enough to work.
Industrial users have quietly made 4-(3-Bromopropyl)Morpholine part of their workflows for specialty surfactants, dyes, and even as catalysts for tailored polymerizations. The stable ring and reactive arm let it serve as a starting block in block copolymer syntheses, grafting, or as a terminator in living polymerizations where control over end-group functionality directly influences physical properties. Unlike simpler alkyl halides, this off-the-shelf option brings improved thermal stability and resistance to unwanted side-reactions under moderate heat or catalytic conditions.
Working with 4-(3-Bromopropyl)Morpholine does ask for real care. Brominated organics aren’t playground chemicals. Direct contact leads to skin and respiratory irritation, and spills need immediate cleanup with ample ventilation. I learned early on to never leave an open flask unattended in a shared fume hood. Sealed, amber glass bottles kept cool and dry avoid unwanted polymerization or hydrolysis. Quality batches last months with minimal degradation, but any sign of cloudiness, phase separation, or funky smell warrants immediate disposal. It pays to maintain a clear log of storage conditions and lot numbers, since cross-contamination in hydrophobic solvents can cause havoc in multi-step synthesis—a lesson best learned from others’ mistakes.
Some might ask whether the morpholine group pulls its weight. Experience shows that in systems where selectivity, solubility, or secondary reactivity matter, this compound outperforms 1-bromopropane, 3-bromopropanol, and other common go-tos. Morpholine rings foster more polar linkages, leading to better behavior in aqueous systems or in polar organic solvents—a must for high-throughput screening or continuous flow syntheses. Unlike straight-chain bromides, any unreacted intermediate gets a better shot at crystallization or extraction, streamlining downstream purification. Colleagues who started using this for library synthesis now come back for larger quantities because it lets them make more diverse molecules without adding steps. Simpler isn’t always better, and this chemical shows why.
Use of halogenated organic compounds has raised regulatory concerns for good reason—persistency and toxicity are real drawbacks. Practically speaking, compared to bromoalkanes of similar chain length, 4-(3-Bromopropyl)Morpholine shows reduced volatility and better containment during disposal, reducing risk of accidental emissions. Disposal still demands adherence to hazardous waste guidelines; brominated waste must be kept separate and sent to licensed facilities for incineration or chemical destruction. Labs aiming for green chemistry certification have begun exploring recyclable morpholine derivatives or improved workup techniques to cut solvent and waste production. As environmental pressures mount, chemists must balance reactivity needs with stewardship, something this compound at least nudges in a better direction through containable, efficient processes.
No chemical comes without downsides. The higher cost over baseline alkyl bromides means you save it for reactions where its unique profile really pays off. Some users have reported sensitivity to moisture—trace water can trigger slow decomposition or create hydrolysis byproducts detectable on TLC. Close monitoring of glassware cleanliness, careful drying of solvents, and airtight handling can catch these issues before they affect yields. Scale-up can also present headaches: On the kilogram scale, handling bromopropyl amines means ramping up ventilation, extra PPE, and even reevaluating fire safety protocols. Automated handling systems can reduce accidental exposure, but require significant up-front investment.
One area ripe for further development: greener variants that keep morpholine’s benefits, but replace the bromine with less problematic leaving groups, or enable robust recycling of spent reagents. Academic groups have looked at using biocatalysts or phase-transfer conditions to minimize waste and lower impact. Collaborative approaches between suppliers and end-users can encourage formulation of new grades that dial down impurities right from manufacturing, keeping the molecule’s practical strengths while easing environmental concerns.
Across research, reproducibility has become a rallying cry. With so many published methods let down by mysterious reagent quality, consistency matters. In my own work, batches of 4-(3-Bromopropyl)Morpholine from well-established suppliers performed reliably. Users report fewer batch-to-batch surprises versus legacy alkylating agents, where trace water or oxidized byproducts can kill a reaction. Suppliers publishing detailed spectral certificates of analysis—NMR, GC-MS, water content—help researchers document every run and troubleshoot issues before they grow.
The real strength of 4-(3-Bromopropyl)Morpholine lies in how it supports the growing wave of modern synthetic techniques. Whether on solid phase, in microwave reactors, or in industrial continuous flow settings, the predictable profile and manageable byproducts put this compound in a class of its own. For combinatorial chemists or those looking to build diverse bioactive libraries, it becomes a backbone for crafting hundreds of analogs with only minor adjustments to protocol. Visible, traceable intermediates and a tendency to yield clean, prominent spots on TLC or HPLC simplify not just the big eureka moments, but the endless grind of daily optimization.
For me, real respect for this compound came not from brochures, but from sitting down with colleagues from across the table—some working in oncology drug discovery, others in specialty surfactants. One CMO chemist recalled how switching to 4-(3-Bromopropyl)Morpholine cut their cycle time for preparing key intermediates by forty percent, freeing up their team to push innovation elsewhere. Another recounted using the compound in a tricky spirocycle formation, rescuing a route that had dead-ended with traditional bromides. The morpholine ring stabilized the transition state, allowing clean conversion where other agents led to unwanted elimination. These aren’t outliers—they echo in forums and late-night lab debriefs across the industry.
Bringing novel molecular architectures to market requires tools like 4-(3-Bromopropyl)Morpholine. Startups in agrochemicals and advanced materials push this molecule in directions not imagined even a few years ago. Thanks to a blend of stability, reliability, and adaptability, teams build in branching points for smart herbicides, or anti-fouling coatings for marine vessels—all possible because the morpholine framework can be functionalized late in synthesis without jeopardizing purity. Even in fields outside chemical manufacturing, such as analytical detection technologies or fine art restoration, the adaptability of this compound offers a flexible bridge between reactive specificity and wide-ranging compatibility.
Talking about any chemical in the context of real-world experience cements its value and builds trust. Stories from my own bench time as well as input from experienced process chemists and researchers at academic and industrial labs have created an authentic sense for what 4-(3-Bromopropyl)Morpholine achieves. Experts with decades of work in nucleophilic substitution, ring synthesis, and advanced drug design vouch for its role in reducing side reactions and cutting the number of purification steps. Quality assurance teams regularly point out that tracking spectral readings at each shipment has prevented problems and, over time, raised the bar for all suppliers involved. This track record isn’t manufactured in marketing copy; it gets written in experiments, lab notebooks, and patent filings year after year.
As science shifts toward automation, artificial intelligence-driven synthesis planning, and high-throughput experimentation, reliability and repeatability come into even sharper focus. This compound fits the puzzle: it accommodates customization, standardization, and efficient error tracking. Teams can deploy it in automated reactors without frequent recalibration or fear of mystery byproducts derailing multi-run batches. Regulatory frameworks around halogenated intermediates will keep evolving, so broadening dialogue between users and producers on quality, documentation, and green chemistry innovations will only gain momentum.
Continued open sharing of best practices—detailing how to spot off-spec product, optimize solvent choice, or pivot rapidly when scaling up—will only increase the value chemists get from this compound. Strong communication and a focus on evidence-based outcomes will help keep it a central tool for innovators looking to solve real chemical problems, not just fill catalog volumes.
For students just entering the world of organic synthesis, using 4-(3-Bromopropyl)Morpholine can accelerate learning curves—not by making things artificially easy, but by offering pathways to genuine problem-solving. For senior scientists and seasoned process engineers, the advantages have become clear: fewer failed reactions, tighter timelines, increased output. Combined with growing pressure to develop greener, safer chemical processes, 4-(3-Bromopropyl)Morpholine marks a step in the right direction. Every successful batch, every clean NMR, and every shelf-stable intermediate it enables provides momentum toward a smarter, more sustainable era of synthesis. While new reagents will always emerge, this one earns its place not by hype, but by consistently delivering where it matters most—from benchtop ambitions to industrial-scale results.