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HS Code |
864227 |
| Chemical Name | 2-Amino-2-(4-Bromophenyl)acetic acid |
| Molecular Formula | C8H8BrNO2 |
| Molecular Weight | 230.06 g/mol |
| Cas Number | 7518-72-9 |
| Appearance | White to off-white crystalline powder |
| Melting Point | 229-233°C |
| Solubility In Water | Slightly soluble |
| Purity | Typically ≥98% |
| Storage Temperature | 2-8°C |
| Synonyms | 4-Bromoglycine |
| Inchi | InChI=1S/C8H8BrNO2/c9-7-3-1-6(2-4-7)8(10)5-11/h1-4,8H,5,10H2 |
| Smiles | C1=CC(=CC=C1C(C(=O)O)N)Br |
| Ec Number | 231-183-3 |
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Chemists often talk about building blocks, and 2-Amino-2-(4-Bromophenyl)Acetic Acid stands out as one you remember after first using it in the lab. Recognized by its chemical formula—C8H8BrNO2—and a structure carrying both a bromine atom and an amino acid backbone, this compound bridges the familiarity of glycine with a twist from the para-bromophenyl group. The pureness of this compound isn’t just an academic detail; laboratories experienced in synthesis will attest to purity often acting as the difference between a successful reaction and a frustrating dead-end. Reliable samples come crystalized, with melting points that let skilled hands verify batch quality before moving to crucial experiments.
Working with 2-Amino-2-(4-Bromophenyl)Acetic Acid can feel satisfying. There’s a robust confidence in having a trusted chemical ally that dissolves predictably in standard solvents and delivers repeatable outcomes. In peptide synthesis and pharmaceutical research, this acid offers more than a placeholder. Researchers focused on medicinal chemistry pick this molecule when working around bromine’s reactivity. Bromine substitutions open up avenues for Suzuki couplings or for introducing new functional groups through well-tuned catalysis. This flexibility brings value, with chemists reaching for it to precisely control substitutions along aromatic rings without fighting random byproducts. The nature of the amino group, combined with acid functionality and the para-bromo arrangement, enables a thoughtful chemist to draft clear synthetic plans on paper—and witness those plans manifest with minimal troubleshooting.
Every medicinal chemist knows some molecules arrive with baggage—tricky isomers, problematic hydrolysis, unexpected insolubility. 2-Amino-2-(4-Bromophenyl)Acetic Acid dodges many of those headaches. It enters the ring with a straightforward structure that isn’t easily confused or tangled during a multi-step transformation. When teams tackle analog synthesis, especially those navigating structure-activity relationships, this acid gives them a quick way to insert a bromo-substituted phenyl group at the alpha position. In my own experience troubleshooting receptor-ligand interactions, adding a bromine atom onto a phenylacetic acid skeleton helped clarify binding preferences without cluttering the molecule’s metabolic profile.
The bromine atom holds weight in drug discovery. Its presence can shift everything: electron distribution, lipophilicity, and metabolic fate. In one memorable series of CNS research projects, inserting the para-bromo group guided lead optimization by fine-tuning blood-brain barrier penetration. Some substituted phenylacetic acids are too aggressive in their reactivity or decompose under basic conditions. This one—the 2-amino-2-(4-bromophenyl)acetic acid—brought stability along with the right level of chemical “interest” for late-stage functionalization.
Those working on process development crave specifics: melting range, solubility, batch consistency. From years of analytical benchwork, the best samples demonstrate narrow melting points (typical for well-defined crystals) and offer solid yields after purification with water, alcohols, or acetonitrile. The importance of storage—cool, dry places free from light—can’t be overstated, especially when long-term inventory planning for research groups comes into play. Handling safety is equally routine: basic personal protective equipment, attention to dust formation, and understanding waste protocols shaped by the compound’s halogen content.
Many standard building blocks have recognized issues such as broad melting points, mixed stereochemistry, or trace residual metals. 2-Amino-2-(4-Bromophenyl)Acetic Acid stands apart in its straightforward, reliable crystalline form when sourced from reputable suppliers. That attention to detail becomes especially valuable for high-throughput workflows or scale-up settings, where batch reproducibility translates to months saved in the lab.
Structural analogs, especially in the world of substituted phenylacetic acids, crowd the catalogues. The popular 2-Amino-2-phenylacetic Acid (plain glycine with a phenyl handle) wins attention for its simplicity, but replacing hydrogen with bromine at the para-position changes everything. I remember guiding advanced undergraduates through aromatic substitutions—the look on their faces echoed mine when adding a bromine: new reactivity, new potential, not just a heavier atom.
With fluorinated or chlorinated analogs, reactivity profiles shift again. Fluorine substitutions bring different challenges, sometimes shrinking available transformations, or pushing metabolite formation out of reach for target engagement studies. The bromo-variant, though, hits a middle ground—reactive enough for productive coupling, yet not triggering excessive side reactions in robust synthetic conditions. Chlorinated versions offer less bulk and lower polarizability, often turning up less striking bioactivity data. There’s something purposeful about the balance struck by the bromine atom, historically attracting attention in both medicinal chemistry portfolios and advanced materials development.
For those slogging through late-night synthetic routes, practicality edges out flashy catalog descriptions. At my former workplace, researchers grew frustrated with chemical stocks that required endless post-purification tinkering. The consistency of 2-Amino-2-(4-Bromophenyl)Acetic Acid solved headaches—there’s no ambiguity when analytical runs show a clear main peak, no hunting for missed byproducts that chew up precious project time. For new graduate students, the compound’s reliable handling taught foundational lessons about recrystallization and solid-state purity checks—a hands-on education that led to fewer errors as projects scaled up in complexity.
It’s worth looking at the broader research landscape. Academic groups use 2-Amino-2-(4-Bromophenyl)Acetic Acid as a launch-point for library synthesis—one building block with the power to open up a range of downstream analogs from a stable aromatic core. Multiple publications reference this compound as an intermediate in anti-inflammatory, neuroactive, or imaging probe candidates. In patent filings, this backbone repeatedly shows up, marking the compound’s utility in both early-stage innovation and late-stage intellectual property protection. Industrial players value not just functionality, but also scalability. The compound’s stable supply chain and reliable profile matches the demand for kilogram-scale synthesis in pilot plant runs.
Chemists in the agrochemical sector, too, have leaned on this compound when probing new lead molecules. Past project files show brominated analogs holding their own during comparative bioassays—showcasing moderate toxicity profiles and clear breakdown routes in soil. Even as regulators tighten requirements on environmental persistence, well-constructed molecules like 2-Amino-2-(4-Bromophenyl)Acetic Acid provide the foundation for safer, greener innovation.
Safety concerns always shadow halogenated compounds, especially those containing bromine. From my own perspective as a lab manager, routine attention to proper disposal—especially incineration measures that capture and treat halogen byproducts—keeps compliance straightforward. Lab safety procedures include gloves, eye protection, and controls against dust inhalation. Handling experience shapes confidence; less experienced staff pick up these habits quickly, given the tangible scent and feel of well-crystallized material. Shipping regulations for fine chemicals sometimes complicate order timelines, so strategic planning around major project milestones pays off. In regions with tight environmental rules, clear labeling and robust records make audits much simpler.
People often ask: what can be changed or improved around compounds like this? Streamlining documentation—clear batch analysis, up-to-date safety data, and real-time analytical Certificates of Analysis—elevates transparency and trust. Suppliers willing to provide traceability help research groups mitigate risks from cross-contamination or counterfeit stock.
On the laboratory front, opportunities exist for greener processes. Developing milder bromination routes, swapping traditional solvents for those with a lower environmental impact, and investing in closed-loop purification help minimize overall waste. Forward-thinking research groups explore automated dispensing, minimizing user contact and reducing exposure to fine powders. Distributors who stay responsive to requests for pre-weighed aliquots see strong repeat business; convenience and safety naturally boost buying decisions.
Larger institutions can take it further. Partnering with chemical suppliers on take-back or recycling programs, tracking chemical life cycles, and nudging industry toward sustainable practices serve long-term interests and regulatory peace of mind.
From the bench to the pilot plant, successful projects rely on reliable building blocks. The conversations in tech transfer meetings often circle back to raw material consistency. In one past experience, a scale-up campaign ran into trouble with a competitor’s analog—not due to cost, but from inconsistent particle size and problematic solubility in the main reaction solvent. Projects using 2-Amino-2-(4-Bromophenyl)Acetic Acid from verified sources sidestepped these potholes. Feedback from project leaders pointed to direct savings—fewer deviation reports, less downtime, and faster turnaround from analytical teams.
With global supply chains under pressure, the importance of diversified sourcing can’t be overlooked. Smart purchasing departments maintain relationships with more than one supplier, routinely qualifying lots by both chromatographic purity and element-specific analysis. These practical steps ensure end-users always receive material that matches performance expectations, regardless of where it’s made.
Emerging digital inventory management helps reduce wastage. Automated alerts, linked to regular quality checks, keep research groups ahead of expiration dates and help streamline budgeting. For growing organizations, these small process improvements help limit overhead and allow scientific staff to focus on discovery, not firefighting.
Market trends shape where research dollars flow. These days, demand for halogenated amino acids touches everything from PET tracer synthesis to advanced polymer development. Engineers working in hybrid materials blend 2-Amino-2-(4-Bromophenyl)Acetic Acid into structures for optoelectronic devices or molecular sensors. New frontiers open regularly, with graduate students and postdocs leveraging open-access spectral datasets to explore both classic and unconventional chemical space. Compared with less documented analogs, this compound’s extensive presence in published spectra speeds up method development and lets researchers troubleshoot with confidence.
Teamwork between academic labs and industrial process chemists continues to shape new downstream uses. For example, modern coupling methods—think Pd-catalyzed aminations or light-driven radical additions—demonstrate the potential to functionalize the para-bromine selectively, yielding unique derivatives unavailable through older routes. By using 2-Amino-2-(4-Bromophenyl)Acetic Acid as a cornerstone, organizations can innovate on familiar ground, building on proven success while pushing scientific boundaries.
Many chemicals fade from routine use if they fail the twin tests: reliability and adaptability. In pharmaceutical projects, having a reliable intermediate pays off in both time and money. Recent trends show biotechnology startups and larger pharmaceutical companies alike appreciating molecules with well-understood safety, solid performance records, and open analytical documentation. These traits keep 2-Amino-2-(4-Bromophenyl)Acetic Acid in regular rotation, from the undergraduate teaching lab to process chemistry departments at global firms.
Mentorship often involves highlighting not just “what works” but “what works without drama.” New students, faced with pivotal synthesis deadlines, appreciate having reliable building blocks. Their success stories often feature familiar compounds like this one—materials that avoid hidden pitfalls, let projects move confidently from idea to deliverable, and support clear data for grant renewal time.
In the regulatory arena, transparency matters just as much as performance. Materials with internationally harmonized safety and handling information earn trust from regulators and end-users alike. This fosters a cycle of adoption, positive citations in the literature, and a strong foundation for future innovation.
Thinking back on years in synthetic chemistry, the value of a steady workhorse building block like 2-Amino-2-(4-Bromophenyl)Acetic Acid stands clear. It brings together ease of use, distinctive functionalization, and a strong safety track record. Its role in driving successful reactions, simplifying method development, and supporting cutting-edge applications makes this compound a vital staple in today’s chemical toolkit. In a research world chasing speed and accuracy, compounds that quietly outperform expectations earn their place—not through hype, but by enabling projects to reach completion, on time and on budget, while opening space for the next wave of discovery.