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HS Code |
990314 |
| Chemical Name | (S)-(-)-2-Bromo-3-Methylbutyric Acid |
| Cas Number | 40739-46-6 |
| Molecular Formula | C5H9BrO2 |
| Molar Mass | 181.03 g/mol |
| Appearance | White to off-white solid |
| Optical Rotation | [α]D20 = -25° to -29° (c=1, CHCl3) |
| Melting Point | 35-39°C |
| Purity | ≥98% |
| Boiling Point | No data (decomposes) |
| Storage Temperature | 2-8°C |
| Smiles | CC(C)C(C(=O)O)Br |
| Inchi | InChI=1S/C5H9BrO2/c1-3(2)4(6)5(7)8/h3-4H,1-2H3,(H,7,8)/t4-/m0/s1 |
| Synonyms | (S)-2-Bromo-3-methylbutanoic acid |
| Solubility | Soluble in organic solvents |
As an accredited (S)-(-)-2-Bromo-3-Methylbutyric Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | A 5g amber glass bottle with a secure screw cap, labeled with chemical name, formula, hazard warnings, and manufacturer details. |
| Shipping | (S)-(-)-2-Bromo-3-Methylbutyric Acid is shipped in secure, sealed containers compliant with safety and hazardous materials regulations. It is packaged to prevent leaks and breakage, labeled with appropriate hazard and handling information, and typically shipped via ground or air with proper documentation to ensure safe and efficient delivery. |
| Storage | (S)-(-)-2-Bromo-3-methylbutyric acid should be stored in a tightly sealed container, protected from light and moisture. Keep in a cool, dry, and well-ventilated area, ideally at 2–8°C (refrigerated), away from incompatible substances such as strong bases and oxidizing agents. Ensure appropriate labeling and follow local regulations for the storage of hazardous chemicals. |
Applications of (S)-(-)-2-Bromo-3-Methylbutyric Acid in Industrial ManufacturingAs an experienced producer of (S)-(-)-2-Bromo-3-Methylbutyric Acid, we serve a range of specialty chemical manufacturers seeking enantiomerically pure intermediates. Our direct applications focus on refined synthesis routes within the pharmaceutical, agrochemical, chiral catalyst, and fine chemical segments, where strict compliance and quality control define user expectations. Below, we present the principal industrial sectors adopting this chiral bromo acid, detailing real-world standards, practical ratio references, integration points in downstream manufacturing, and the scope of finished products from our major client groups. 1. API Intermediate for ACE Inhibitor PharmaceuticalsPharmaceutical companies use (S)-(-)-2-Bromo-3-Methylbutyric Acid as an essential intermediate in the synthesis of chiral side chains for certain angiotensin-converting enzyme inhibitor (ACEI) APIs, such as perindopril and cilazapril. The compound offers high optical purity which is critical for pharmacological selectivity and regulatory compliance. During the process, manufacturers incorporate the material in enantioselective alkylation reactions to build the required β-amino acid motif. Strict batch quality documentation and traceability apply throughout GMP-compliant facilities. Industry compliance standards
Typical usage ratio
Downstream process integration
Final product types
2. Agricultural Chiral Pesticide IntermediateMajor agrochemical producers incorporate (S)-(-)-2-Bromo-3-Methylbutyric Acid in the manufacture of selective herbicides and insecticides requiring high enantiomeric excess. The compound acts as a building block during complex cyclopropanation or asymmetric carbon–carbon bond forming steps, especially for actives where chiral purity impacts environmental and biological profiles. Production lines monitor all inputs against national agrochemical control laws and ensure residual solvents meet MRLs. Industry compliance standards
Typical usage ratio
Downstream process integration
Final product types
3. Synthesis of Chiral Organometallic CatalystsProducers of specialty homogeneous and heterogeneous catalysts integrate (S)-(-)-2-Bromo-3-Methylbutyric Acid as a key ligand precursor during the construction of optically active catalysts for asymmetric synthesis. The acid reacts with transition metal salts or is coupled to support matrices, giving rise to proprietary ligand systems with tailored steric and electronic properties. Compliance ensures trace metal limits and leachable profiles suit chemical and pharmaceutical synthesis applications. Industry compliance standards
Typical usage ratio
Downstream process integration
Final product types
4. Advanced Fine Chemical Synthesis for Fragrance IntermediatesFragrance compound manufacturers employ (S)-(-)-2-Bromo-3-Methylbutyric Acid for the enantioselective synthesis of key aroma building blocks such as chiral lactones and esters. The acid’s stereochemistry supports downstream reactions where subtle scent properties rely on absolute configuration. Integration requires robust documentation for food-grade compliance, and manufacturers routinely validate purity to meet international regulatory expectations. Industry compliance standards
Typical usage ratio
Downstream process integration
Final product types
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As a producer deeply involved in chiral building blocks, (S)-(-)-2-Bromo-3-methylbutyric acid has always stood out on our lines. This compound, defined by its stereochemical purity and a strong presence of bromine, enters requests from pharmaceutical and agrochemical developers who know their reactions inside out. Each lot turns up as a fine, off-white crystalline solid, and after countless purifications, its typical appearance never varies much, provided crystallization proceeds correctly.
The structure marks it out instantly from its relatives. With the methyl group tucked next to the carboxylic acid and the bromine on a secondary carbon, this chiral acid offers a precise handle for asymmetric transformations. Stereochemistry changes everything here; our experience has highlighted that the S-enantiomer brings higher selectivity than racemic or R-forms in most enzymatic or organocatalytic settings. Chiral HPLC charts prove this time and again when QA passes the batches through a final checkpoint.
We maintain the acid in sealed drums under dry, inert atmosphere. Hydrolysis can slowly start if exposed to moisture or if drums are poorly closed, but regular attention to the packing lines keeps the shelf life stable for at least eighteen months. The storeroom, just below 25°C and away from bases or oxidants, gives the acid the conditions it needs to reach customers in its best state.
Organic synthesis innovators come looking for (S)-(-)-2-bromo-3-methylbutyric acid because it serves as a direct precursor for chiral centers—key motifs in many advanced drugs and crop protection agents. Some of the largest interest comes from companies aiming to craft intermediates for statin drugs or to pursue new elements in aromatic amino acid synthesis. Laboratories specializing in peptide modifications value its predictable reactivity and reliability over alternatives like the racemic acid or non-halogenated beta-substituted acids.
Hydroxyacid dehydrogenase research units have increased their orders in recent years, pursuing new pathways that depend on enantioselective introduction of bromine at the correct carbon. This observation lines up with the broader swing in pharma: the right enantiomer saves both cost and regulatory hassle in lead optimization pipelines. Achiral or R-enantiomeric acids simply do not deliver the same yields or specificity in real-world syntheses.
While tightened tolerances look fine on a certificate, getting the acid within range batch after batch depends more on the right upstream purification than chasing paperwork. Our target is always an enantiomeric excess above 98%. This means not only the bromo acid forms correctly, but racemization stays below the noise floor—an issue especially tricky to control in older batch reactors or where base-catalyzed steps creep in. Each year we install a new round of sensors and controls, since monitoring the acid’s rotation using polarimetry right off the line has eliminated costly reworks.
Water and ash count sometimes challenge even seasoned teams. Those numbers can climb in humid seasons or if glassware pulls moisture from the air, threatening downstream reactions at customer sites. It often comes down to how briskly the crystallization progresses and how tightly the drying phase controls were followed—our cycle times here have grown shorter, with yields holding steady at over 90%.
Discrimination between this compound and its analogs comes from a mix of performance data, feedback from chemists, and firsthand observations. While simple 2-bromo isobutyric acids or the racemate get deployed in educational labs or for broad-spectrum transformations, the S-enantiomer targets high-value scaffolds every time a customer can justify the cost. Cost per kilo runs higher than either the non-chiral or R-variant, reflecting the labor and chiral reagents behind the synthesis.
The market sometimes asks for sodium or methyl esters out of curiosity, but conversions from the acid proceed directly with minimal side reactions. We’ve tried alternative syntheses—including an Astbury approach and phase-transfer catalysis—but stereointegrity and yields consistently favor traditional resolution and crystallization methods. Most customers confirm through their own analytics that our S-enantiomeric product triggers the right signature in both NMR and mass spectrum profiles, so there’s little confusion with more generic bromo acids.
Over years of runs, raw material sourcing makes the largest difference in how reliable each batch emerges. We avoid regions prone to unchecked halogen contamination or variable purity in butyric acid, refusing to cut corners with recycled bromine. These decisions push the price above traders’ bulk materials, but returns show up in never having to reprocess drums due to failed analytics.
Purity can fall victim to rushed or under-controlled production, especially as bromination steps raise temperatures and increase pressure for the lowest possible cycle time. Our process engineers log each run, noting everything from ambient humidity to the precise time the acid separates. Chemists on the dispatch side check for both the right melting point and absence of trace halides not part of the intended molecule. This hands-on oversight means fewer unexpected reactivity issues at our customers’ benches.
Getting hydrophobic acids to separate easily from mother liquor keeps the plant floor busy. One year, several lots fell short on free-flowing texture until we adjusted solvent temperature curves and slowed the bromoalkylation step. By adding residence time data and tweaking agitation rates, nearly all future batches met expectations. This experiment taught the team not to trust theoretical yields alone; only batch-wise review delivers process confidence.
Odor control in the section working with brominated intermediates matters more than most realize. A sharp, penetrating note can linger from micro-scale halogen leakage. Upgraded HVAC and closed handling loops minimize workplace exposure—and our yearly logs from occupational health show fewer complaints since the sealing improvements.
One persistent complexity arises when customer projects demand kilogram-scale lots with consistent rotation and purity. Small runs permit manual control, but as customers grow and batch size rises to tens of kilograms, inline monitoring becomes essential. Installing online optical polarimetry and infrared sensors eliminated the large swings in ee, and employees report fewer out-of-spec returns.
Early-stage discovery projects focus on making small collections of chiral actives, so milligrams of the acid often head out in tight, pre-weighed vials with close to zero exposure to air. Some customers use automated platforms for iterative SAR studies, and they tell us ease of dissolution—no stubborn residues or crystallization in the pipettes—sets our material apart. Teams working on scale-up trials value the granularity of our delivery data: they don't want romance, just the rotation and purity plotted against lot number, going back years.
Moving to process production, fine control over melting point and water content becomes the main concern. Clients deploying (S)-(-)-2-Bromo-3-methylbutyric acid in continuous stirred reactors report low foaming and a lack of surprises on mass transfer, preventing operational headaches that slow down larger runs. Residual solvents can make or break a reaction, so we run extended drying cycles and keep batch records transparent. Over time, this lets our partners skip additional checks and shorten their QA cycle.
Although handling brominated acids attracts regulatory focus, operational risk tails off when systems remain sealed and VOC emissions come under strict observation. Effluent streams containing trace bromide and acid call for regular sampling and on-site neutralization; spill kits use activated carbon and acid scavengers, limiting risk to both personnel and the wider community. Reclaiming and recycling solvents not only saves input cost but also shrinks hazardous output, a practice our plant adopted well before they became regulatory mandates.
Employee training revolves around the specific properties of this compound: eye and skin contact risks, best practices for cleaning spills, and incident reporting, with frequent drills conducted in both day and night shifts. Insurance claims fell away after the last round of hands-on workshops and refinement to our multipoint exhaust systems.
Trends in recent years favor ever-tighter tolerances, driven by regulatory agencies worldwide focusing on trace impurities and the absolute certainty of enantiomeric purity. End-users keep pushing for trace-level residual solvent data and ever-quicker turnarounds. Meeting these demands called for new analytical lines, boosting response times for customer questions and reducing delivery windows by over 30%.
Clients rarely request off-spec lots for R&D anymore, preferring to stock smaller, perfectly qualified lots rather than risk a misstep in a critical phase. To answer this, we provide deep technical dossiers and stand behind the numbers we print on every label. This transparency builds long-term customer loyalty and cuts through the noise in a crowded market.
We constantly look for practical gains—from improved chiral catalyst recovery to solvent reduction per kilogram produced. Trials underway focus on green chemistry approaches, aiming to replace some halogen sources with less hazardous options and shrink the environmental profile of the entire upstream operation. Preliminary data points toward stable enantioselectivity with lower-waste processes, and as these processes come online, both cost and compliance should improve.
Customer requests guide much of our progress, pushing us to innovate in drying technology, in batch analytics, and in information tracking from raw material to delivery. Digital batch traceability, for instance, cut down our stock checkouts and rooted out sources of hidden loss. Cutting the gap from raw acid to final customer batch now runs more smoothly, avoiding unnecessary repacks.
(S)-(-)-2-Bromo-3-methylbutyric acid, more than most chiral intermediates, rewards careful management and attention to every detail. Issues of stereochemical control, batch reproducibility, and customer transparency remain central in daily operations. Everyday lessons show that running a trustworthy production line depends not just on validated process routes, but on knowing the quirks and edge cases that only surface after years on the floor.
Feedback from customers, internal analytics, and regulatory shifts all create a cycle that keeps improvement constant. Each improvement, from advanced analytical tools to solvent reclamation investments, supports customers who see fine differences between a generic acid and a dependable chiral building block they can trust for key synthesis campaigns.
As demand for tightly controlled chirality and low-impurity intermediates rises, producers rooted in first-hand batch experience and flexible technical support continue to shape the standards. Makers that commit to real data and transparent collaboration help customers hit targets faster and with fewer surprises. For those working on the next round of therapies or crop protectants, that reliability in (S)-(-)-2-Bromo-3-methylbutyric acid supply means projects move from idea to reality without detours.