|
HS Code |
997323 |
| Product Name | Tert-Butyl 3-Bromopropionate |
| Chemical Formula | C7H13BrO2 |
| Molecular Weight | 209.08 g/mol |
| Cas Number | 22206-83-1 |
| Appearance | Colorless to pale yellow liquid |
| Boiling Point | 173-175°C |
| Density | 1.189 g/mL at 25°C |
| Refractive Index | n20/D 1.431 |
| Purity | Typically ≥98% |
| Flash Point | 68°C |
| Solubility | Insoluble in water; soluble in organic solvents |
| Storage Conditions | Store in a cool, dry place, tightly closed container |
| Smiles | CC(C)(C)OC(=O)CCBr |
| Inchi Key | KPMSUBXQKIEFLD-UHFFFAOYSA-N |
| Usage | Intermediate in organic synthesis |
As an accredited Tert-Butyl 3-Bromopropionate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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In the world of specialty chemicals, consistent performance and clear utility count for a lot. Tert-Butyl 3-Bromopropionate has steadily found itself favored in research laboratories and scale-up operations across pharmaceutical, agrochemical, and fine chemical industries. At the heart of its appeal sits a combination of reactivity, stability, and selectivity that's hard to ignore for those synthesizing complex molecules. With a CAS number recognized by professionals worldwide, this compound presents a structure that strikes the right balance for alkylation and coupling processes that require a versatile and easy-to-handle intermediate.
The structure of Tert-Butyl 3-Bromopropionate, featuring a tert-butyl ester and a bromine atom three carbons away, gives chemists multiple routes for functionalization. I’ve seen this molecular scaffold used in a lab where options are everything. Instead of trapping teams into narrow synthetic pathways or exposing them to excessive side reactions, this substance invites innovation yet lets you keep projects under control. Available in colorless to pale yellow liquid form and offering a boiling point around 70–71°C at reduced pressure, it lends itself to routine handling in standard organic synthesis environments.
Each batch typically comes with high purity levels—often above 97%—to support reproducible experiments and smooth scale-ups. That’s more than a comfort; it’s an essential for labs juggling tight project deadlines or regulatory demands. Instead of facing troublesome impurities that throw off yields or lead to tough-to-spot by-products, teams get a tool that supports progress without constant worry about surprises in the flask. Stability under typical storage and transport conditions means stocks don’t degrade quickly, which has proved especially valuable for teams who order in bulk for multi-step syntheses.
I’ve worked with plenty of alkyl halides, but few bring the same practical range as tert-butyl 3-bromopropionate, especially for modifying carbon chains. While regular 3-bromopropionic acid offers similar reactivity, the tert-butyl group blocks the acid, letting researchers add or modify sections of a molecule without triggering unwanted side reactions upstream. Labs looking to introduce a protected ester can run more dependable reactions—particularly carbon–carbon couplings or substitutions—without having to backtrack and fix mistakes caused by too-reactive functional groups clashing. That’s a lesson I saw learned the hard way: switching to the tert-butyl ester form smoothed out a project plagued by messy NMRs and inconsistent purity.
Other commonly used bromopropionate derivatives, such as methyl or ethyl esters, show less steric hindrance, making them better for fast reactivity but more prone to hydrolysis or other degradation under typical workup conditions. Tert-butyl's bulk shields the core structure while remaining amenable to easy removal under acidic conditions. Labs benefit from flexibility: keep the protecting group during difficult steps, then strip it off when needed, typically using common acids like trifluoroacetic or hydrochloric. There’s no need for exotic reagents or draconian conditions, which suits both commercial outfits and academic teams working on a shoestring budget. Less waste, less rework, and more time to focus on actual discovery.
Lab teams aiming for new drug candidates or the next generation of crop protectants have come to rely on practical tools, not just theoretical advances. Tert-Butyl 3-Bromopropionate is a staple when building beta-amino acid frameworks, peptidomimetics, or substituting key positions on complex heterocycles. The bromine atom offers a good leaving group for nucleophilic substitution reactions, meaning chemists can introduce various nucleophiles—from alkoxides to amines—with less risk of side products mucking up the process. Skilled hands can use this intermediate to string together longer, more elaborate molecules with fewer bottlenecks and a shorter synthesis timeline.
A good example comes from medicinal chemistry projects where a protected ester survives several steps under basic, neutral, or mildly acidic conditions. After the dust settles and the key fragment has been installed, the tert-butyl group gives way to the free acid, ready for further modifications or biological testing. Contrast this with less robust protecting groups, and it’s easy to see the extra cost and time that can pile up if rework becomes necessary. I’ve seen entire medicinal chemistry campaigns pivot toward tert-butyl esters after earlier attempts hit snags with decomposition or rearrangement.
Moving from bench-top experiments to hundred-gram or kilogram-scale production tests every choice a chemist makes in the early days. For scale-ups, batch-to-batch consistency and manageable safety profiles top the list of must-haves. Tert-Butyl 3-Bromopropionate stands out as a reliable building block in this context. The compound typically comes stabilized and free from excessive volatility. Handling is straightforward using standard chemical-resistant gloves and eye protection.
For sites committed to best practices, straightforward quality control checking—such as NMR and GC analysis—puts confidence within reach. Data over the years supports a stable impurity profile that streamlines paperwork for regulatory filings and process validation in both pharma and agrochemical settings. Many manufacturers have optimized the purification and packaging steps to avoid contamination, which matters when teams cannot afford time lost to troubleshooting or re-sourcing mid-campaign.
Some may debate the merits of tert-butyl versus methyl or ethyl esters in the bromopropionate family. From personal experience, the methyl analog participates in faster reactions, but ends up yielding to hydrolysis or transesterification when conditions heat up or when teams can’t strictly control pH. The ethyl version, long used for certain coupling reactions, falls between methyl and tert-butyl for both stability and ease of deprotection. I’ve worked through enough failed syntheses to appreciate retiring the methyl or ethyl options in favor of tert-butyl for stubborn or multi-step targets.
There’s also a safety perspective. Using tert-butyl 3-bromopropionate over more hazardous or volatile alkylating agents limits exposure risk and fire hazards. Teams in teaching labs or new manufacturing plants tend to favor compounds with a documented history of reliable performance and a predictable hazard profile instead of rolling the dice with more reactive or less-studied substances. In my experience training new chemists, providing them with substances that minimize risk translates directly to fewer mistakes, less panic, and smoother project timelines.
Everywhere from university start-ups to large pharmaceutical companies, attention has shifted to greener, safer chemistry. Tert-butyl 3-bromopropionate fits into this movement by offering a manageable environmental profile when disposed of properly. Its chemical robustness reduces the number of process steps lost to unforeseen breakdowns, keeping waste lower than with more finicky intermediates. Groups in my own network have reported improved solvent recovery and less resource drain on chromatography when using this compound compared to less-stable alternatives.
Some of the more forward-thinking supplier groups are adopting recycling protocols, ensuring that unused material is recovered and that residual waste is neutralized before disposal. Producers sticking with older, less stable intermediates may find themselves spending more on regulatory compliance or hazardous waste management, which eats into R&D budgets and limits environmental stewardship. Switching to compounds like tert-butyl 3-bromopropionate can become an easy win on both safety and sustainability, especially if the long-term savings are factored into the budgeting stage.
Chemistry research rarely unfolds in straight lines. Most discoveries spring from incremental progress—one well-chosen intermediate at a time. Anyone planning a complex multi-step synthesis can testify that picking the right protected intermediate early decides whether you finish on time or get bogged down in troubleshooting and cleanup. Tert-butyl 3-bromopropionate gives teams breathing room to focus on the science instead of constantly worrying about reagent shelf life, obscure side products, or costly purification.
Hands-on users report that switching to this compound reduces headaches associated with downstream processing and purification. Analytical teams find it easier to track and quantify process impurities using routine NMR or HPLC runs, avoiding the rarely-welcome surprises that crop up after long workups. Yields come up and repeat runs stay within expected margins, which in turn makes process validation less painful when it comes time to move an experimental batch toward regulatory approval.
A rush of innovation in drug discovery programs is calling for intermediates that can be handled by both experienced chemists and those new to the bench. Tert-butyl 3-bromopropionate offers this accessibility, inviting researchers to go after more ambitious targets with less risk of error. Its protecting group can get a project across the finish line in medicinal chemistry, even for those working long hours or learning as they go.
Pharma teams experimenting with novel fragments to support better efficacy or new drug-like properties increasingly rely on building blocks that offer mild deprotection methods. The tert-butyl group meets this need, giving up its hold cleanly in presence of acid—often simpler than alternatives that require more drastic or less environmentally friendly conditions.
I’ve seen the learning curve flatten for newer lab staff using this compound. Those just out of university found it easier to master new synthetic techniques with a more forgiving intermediate. Less time lost on “what went wrong” and more time spent on optimizing steps brought better project morale and, ultimately, more solid scientific gains.
Research chemistry depends on trust in the supply chain as much as on technical skill. Teams needing tert-butyl 3-bromopropionate usually weigh questions of purity, documentation, storage stability, and batch size flexibility. While global chemical supply chains remain stretched in some areas, this compound’s popularity means it can be sourced from reputable suppliers with minimal risk of delays or variability.
Supplier vetting becomes less of a worry for those picking this intermediate: documentation, including safety sheets and batch analysis, are widely available, satisfying audit and compliance departments. For project managers juggling timelines and tight resources, confidence in the input stream frees up bandwidth for problem-solving and creative planning.
Cost shapes nearly every decision in the chemical industry, especially during early R&D and pilot production. Tert-butyl 3-bromopropionate doesn’t always rank as the cheapest option by weight, but several teams have cut overall spend thanks to fewer failed runs and more forgiving workups. In manufacturing, time equals money, and less time troubleshooting means more cycles completed within quarter.
Market data from recent years shows that switching to tert-butyl-protected intermediates improved throughput and reduced seasonal procurement disruptions. In one notable case, a contract research group pivoted entire project portfolios after seeing yield increases that paid for the switch several times over. With supply chain headaches common in recent years, that kind of reliability counts for a lot.
From new antibiotics to next-generation crop treatments, advances in modern chemistry increasingly center on efficiency, reliability, and regulatory compliance. Tert-butyl 3-bromopropionate touches all these point. For university consortia and start-ups alike, the chance to use a proven intermediate can make or break the early phases of a project. Grant deadlines and investor milestones rarely wait for a second chance, highlighting the value of smart up-front choices.
Start-ups racing to secure intellectual property or move quickly from the bench to clinical trial supplies find that project delays multiply when basic intermediates create bottlenecks. Choosing a robust, easy-to-handle building block gives room to maneuver and helps stretch funding further. As the industry’s experience base with tert-butyl 3-bromopropionate grows, new applications from peptide chemistry to sustainable polymer synthesis are coming online, underscoring the compound’s adaptability.
No chemical is without risk. Previous projects have underscored the importance of respecting safe handling and disposal protocols for halogenated and ester-containing compounds. Standard laboratory practice, including fume hoods and appropriate protective gear, goes a long way toward preventing exposure. For teams without in-house expertise, training new staff and reviewing updated material safety data sheets helps ensure that nothing is left to chance.
Waste minimization strategies—such as solvent recovery and use of acid scavengers for deprotection steps—add an extra layer of safety and environmental responsibility. Companies making the switch to tert-butyl 3-bromopropionate often report a drop in hazardous incident reports and a smoother compliance path with waste management audits.
Every year brings a tide of new reagents and alternative synthetic strategies, but some compounds stay relevant through adaptability and a proven track record. Tert-butyl 3-bromopropionate has earned its place as a go-to intermediate for chemists dealing with complex targets and constrained budgets. Its unique combination of reactivity, protection, and manageability brings value to settings ranging from university research groups to commercial manufacturing plants.
In my own work, choosing tert-butyl 3-bromopropionate simplified difficult retrosyntheses and turned potential stumbling blocks into straightforward, repeatable workflows. Its utility comes not just from chemical properties, but from years of unglamorous, successful use across many teams. As the drive for greener chemistry and more standardized manufacturing continues, those proven, reliable intermediates become even more valuable.