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Tert-Butyl N-(4-Bromophenyl)-Carbamate

    • Product Name Tert-Butyl N-(4-Bromophenyl)-Carbamate
    • Alias Boc-4-Bromoaniline
    • Einecs 648-582-9
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    659145

    Chemical Name Tert-Butyl N-(4-Bromophenyl)-Carbamate
    Cas Number 144033-06-9
    Molecular Formula C11H14BrNO2
    Molecular Weight 272.14
    Appearance White to off-white solid
    Melting Point 120-124 °C
    Purity Typically ≥98%
    Solubility Slightly soluble in organic solvents (e.g., DMSO, methanol, ethanol)
    Smiles CC(C)(C)OC(=O)Nc1ccc(Br)cc1
    Inchi InChI=1S/C11H14BrNO2/c1-11(2,3)15-10(14)13-9-6-4-8(12)5-7-9/h4-7H,1-3H3,(H,13,14)
    Synonyms Boc-4-bromoaniline
    Storage Temperature 2-8 °C
    Stability Stable under recommended storage conditions

    As an accredited Tert-Butyl N-(4-Bromophenyl)-Carbamate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White crystalline powder in a sealed amber glass bottle, labeled, 25 grams, with chemical name, hazard symbols, and batch number.
    Shipping Tert-Butyl N-(4-Bromophenyl)-Carbamate is shipped in tightly sealed containers to prevent moisture and contamination. It is packaged according to chemical safety regulations, typically in amber glass bottles with protective packing. Shipping follows standard hazardous material protocols, including labeling and documentation, to ensure safe transport and compliance with international regulations.
    Storage Tert-Butyl N-(4-Bromophenyl)-Carbamate should be stored in a tightly closed container, in a cool, dry, and well-ventilated area away from light, moisture, and incompatible substances such as strong acids or bases. Store at room temperature or as specified by the supplier, and ensure the chemical is clearly labeled. Use appropriate chemical storage cabinets if available.
    Application of Tert-Butyl N-(4-Bromophenyl)-Carbamate

    Applications of Tert-Butyl N-(4-Bromophenyl)-Carbamate in Industrial Manufacturing

    Tert-Butyl N-(4-Bromophenyl)-Carbamate plays a crucial role in several chemical manufacturing sectors, particularly within pharmaceutical and fine chemical synthesis. As an established manufacturer, we supply this intermediate to customers who require high purity, reliable supply, and in-depth technical consultation for their downstream use cases. The following sections detail the principal industrial application scenarios, including compliance standards, common formulation ratios, exact points of process integration, and the types of finished products produced.

    1. Pharmaceutical Intermediate for API Synthesis

    The material serves as a protected aniline derivative integral to the multi-step synthesis of diverse active pharmaceutical ingredient (API) backbones, especially for small-molecule pharmaceuticals where a para-bromo substitution is maintained through protection-deprotection strategies during heterocycle assembly or peptide modifications. This compound is favored in construct assembly for kinase inhibitors, CNS agents, and certain anti-tumor candidates where precise control of substitution patterns is essential for pharmacological activity and regulatory submissions.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP General Chapters 231 and 232: Elemental Impurities
    • EU GMP Part II for bulk pharma chemicals
    • FDA 21 CFR Part 211 for finished pharmaceuticals (applicable when used in final API synthesis)

    Typical usage ratio

    • Usage typically ranges from 0.85 to 1.15 molar equivalents per synthetic cycle, adjusted based on impurity profile and subsequent protection group removal steps in the multi-stage synthesis workflow.

    Downstream process integration

    • Batch addition at the initial coupling or amidation stage, entering via jacketed reaction vessels under inert atmosphere, with removal of tert-butyl protection subsequent to key condensation or cyclization steps.

    Final product types

    • Pharmaceutical intermediates for patent-protected APIs
    • Active pharmaceutical ingredients for CNS and oncology sectors
    • Research compounds for toxicology profiling
    • Small-batch clinical trial drug substances

    2. Peptide Synthesis Protecting Group Reagent

    Used as a protected amino building block, this compound finds direct application in solid-phase peptide synthesis (SPPS) when manufacturers prepare custom peptides containing 4-bromophenylalanine residues. Its well-controlled deprotection kinetics under acidic conditions allow large-scale peptide contract houses and research units to optimize sequence assembly reliability while meeting stringent process validation benchmarks.

    Industry compliance standards

    • ICH Q11: Development and Manufacture of Drug Substances
    • EP 2.9.27: Peptide Mapping methods for sequence validation
    • ISO 9001:2015 Quality Management Systems for fine chemicals
    • USP <1047>: Peptide Quality Attributes (reference for analytical testing)

    Typical usage ratio

    • Usually applied at 1.00 molar equivalent per resin-bound amino group, with the actual addition rate adjusted for sequence length and expected removal efficiency during global deprotection.

    Downstream process integration

    • Direct charge during the monomer loading phase on automated SPPS synthesizers, followed by cleavage and purification after sequence elongation and side-chain deprotection protocols.

    Final product types

    • Custom synthetic peptides for diagnostic reagents
    • GMP-grade peptide reference standards for pharma QC
    • Preclinical peptide lead compounds
    • Biosimilar peptide analogs

    3. Agrochemical Active Ingredient Synthesis

    This carbamate intermediate is routinely chosen during the construction of select agrochemical molecules, particularly those requiring a bromo-substituted aromatic core that survives downstream nitration, halogenation, or coupling reactions. Agricultural chemistry producers favor the tert-butyl carbamate protection for its stability in multi-step syntheses of fungicide and herbicide scaffolds, and for facilitating efficient final product purification procedures.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • ISO 17034: Reference Material Producer Accreditation
    • REACH Regulation (EC) No. 1907/2006 for European agrochemicals
    • OECD Principles of Good Laboratory Practice (GLP) for toxicology studies

    Typical usage ratio

    • Recommended addition at 0.9–1.1 stoichiometric equivalents per targeted aromatic nucleophile, modulated to minimize residuals in the isolated preform before downstream functionalizations.

    Downstream process integration

    • Initial protection of aniline intermediates in pilot or kilo-lab reactors, followed by further oxidation, halogenation, or coupling; final deprotection and purification performed prior to blending into formulated agrochemical actives.

    Final product types

    • Technical-grade fungicide actives
    • Herbicide intermediates for final formulation
    • Pesticide reference substances
    • Agrochemical lead compounds for regulatory submission batches

    4. Raw Material for Specialty Fine Chemicals

    Producers of specialty fine chemicals integrate tert-butyl carbamate-protected anilines to manufacture custom aryl derivatives required by downstream electronics, material sciences, and dye industries. Controlled bromination and subsequent modification steps employ this material for batch processes where trace impurity control and scalability are key customer demands. Suppliers to the electronics and specialty dye industry use these intermediates to reliably introduce functionalized aryl groups.

    Industry compliance standards

    • ISO 9001:2015 for quality management in specialty chemicals
    • RoHS Directive 2011/65/EU for restriction of hazardous substances
    • IEC 62474 for declarable substances in electrical/electronic applications
    • Customer-driven specifications for trace metals and by-product control

    Typical usage ratio

    • Charged at 0.95 to 1.05 equivalents based on the desired substitution level and subsequent reaction yield benchmarks for each specialty compound class.

    Downstream process integration

    • Batch introduction in glass-lined reactors prior to Friedel-Crafts, Suzuki, or Ullmann-type cross coupling stages, with subsequent protection removal and refinement to customer specification on dedicated finishing lines.

    Final product types

    • Brominated aryl monomers for polymer additives
    • Precursor dyes for technical textile application
    • Specialty building blocks for organic electronics
    • Analytical reference standards for instrument calibration
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    Certification & Compliance
    More Introduction

    Tert-Butyl N-(4-Bromophenyl)-Carbamate: Manufacturer View on Its Role and Value

    Introduction and Rationale for Development

    Every day, in our facility, we see requests coming in from researchers trying to push the boundaries of organic synthesis. Years ago, our team recognized the recurring need in pharmaceutical labs for intermediates that support rapid, selective modifications. Tert-Butyl N-(4-Bromophenyl)-Carbamate entered our pipeline after a long process of listening to chemists dealing with tough protection-deprotection cycles. As manufacturers, we devote resources to making sure this compound arrives in a form that saves time, avoids unnecessary purification, and meets the purity targets demanded by strict medicinal chemistry projects.

    Core Features that Matter in the Lab

    We produce Tert-Butyl N-(4-Bromophenyl)-Carbamate with special attention to what end users actually need in the lab. The main thing that sets this compound apart is the tert-butoxycarbonyl (Boc) group, which provides robust amino protection under a wide range of conditions and removes cleanly with mild acids. This precision of protection has proven critical in multi-step synthesis, especially in medicinal research aiming at next-generation kinase inhibitors or neuroactive molecules.

    The 4-bromophenyl group on the molecule broadens the scope for downstream coupling. From what we see in feedback, this group enables further derivatizations through palladium-catalyzed reactions, Suzuki and Sonogashira couplings, that are staples in libraries for high-throughput screening. The bromine atom’s position—para to the Boc-protected amine—opens up reactions that struggle with meta- or ortho-substituted analogs due to steric hindrance. We standardized our process to maintain this regiochemistry batch after batch to ensure reproducibility, because small inconsistencies show up quickly in the hands of skilled researchers.

    Quality Assurance Built on Consistency

    Any experienced manufacturer knows that a run-of-the-mill product riddled with byproducts never finds a reliable market. Many years ago, we learned from frustrating pilot runs that impurities like 2-bromo derivatives or unreacted starting material, even at low levels, mess with downstream reactions. That drove us to set controls lowering allowable impurities to below 0.5 percent, with careful chromatography monitoring. Stability checks get run at intervals throughout the product’s shelf life; no one benefits from an unstable intermediate that decomposes in storage or transit. This isn’t just for show: researchers need intermediates that behave exactly the same every time the bottle’s opened.

    The End-User Problem We Solve

    Practical problems guided us in refining our formula. Early on, an external partner reported residual acidic impurities that deprotected the Boc in solution, eliminating its value for stepwise synthesis. By addressing solvent effects and eliminating acid-trace carryover, we improved shelf life and usability. Similar feedback about water solubility limitations led us to experiment with drying techniques and packaging. Our most recent batches have passed moisture analysis with results under 0.3 percent, giving medicinal chemists predictable results even over multi-month storage, whether on a benchtop in Boston or a warehouse in Mumbai.

    Differences from Other Carbamates on the Market

    Researchers are familiar with generic carbamates as amino-protecting agents. What distinguishes Tert-Butyl N-(4-Bromophenyl)-Carbamate lies in its unique substitution pattern and protection profile. Boc groups are well known, but not every manufacturer delivers a reliable 4-bromophenyl derivative with polarity level and melting point sharply matching what clients expect. We’ve had customers turn to us after finding other suppliers’ versions produced erratic or incomplete reactions on scale-up. These production-side hiccups often trace back to unoptimized bromination steps or inconsistent purification strategies used elsewhere. We maintain reaction times and temperature controls with tighter variance thanks to process automation, which lets us catch and correct deviations before a batch ships out.

    Some products on the market claim “high purity,” but that rarely accounts for batch-to-batch consistency. Over the years, we found that even slight variations in t-butyl source or bromination reagent make a difference that shows up as streaky TLCs and problematic yields in critical research. Our standardization efforts remove that uncertainty. After years of direct feedback and in-house trials, we adjusted our workflow to produce the crystalline material that dissolves easily in DMF, DMSO, and nonpolar solvents, which many generic variants struggle with.

    Moving from Bench Top to Kilo Lab

    We’ve noticed a sharp increase in scale-up requests from both biotech startups and major pharma. Transitioning a reaction protocol using Tert-Butyl N-(4-Bromophenyl)-Carbamate from a milligram to hundred-gram scale doesn’t just mean mixing up bigger batches. We had to adjust agitation and cooling cycles to maintain a constant product quality and purity, especially as batch sizes exceeded 10 kilograms. Process safety became a big focus; brominated compounds can give off hazardous fumes at large volumes and generate exotherms if handled incorrectly.

    Our engineers and chemists work closely to design reactors with capped temperature increases and improved venting. One production run a year ago taught us just how sensitive this molecule can get as concentration increases. After that, we built a separate reactor setup for larger batches, adding inline spectroscopy for better control. The difference shows up in the complaint log: since these changes, we have yet to receive a batch rejection for scale-up-related impurities.

    Working with Regulatory and Environmental Considerations

    We engage directly with regulatory staff and experienced analysts to ensure compliance. Every stage, from bromination to Boc protection and final crystallization, is monitored for hazardous byproduct removal. Our team developed an in-house waste management protocol for brominated materials, recycling solvents and neutralizing bromide byproducts before disposal. As environmental regulation tightens, especially around brominated organics, we’ve equipped our lines with additional filtration and fume scrubbers, well in advance of any enforcement visits. Several customers commented that our advanced tracking of handled and shipped material eased their own compliance audits.

    Regulatory bodies increasingly demand full traceability of starting materials, and we keep documentation back to the origin of every raw input, including certificates of analysis for each batch of t-butyl chloroformate and bromobenzene. Every outgoing batch comes with a full HPLC trace and residual solvent profile; problems get solved up front, not downstream on the client’s end.

    Molecular Applications in Targeted Synthesis

    Synthesis teams in our partner institutions often choose Tert-Butyl N-(4-Bromophenyl)-Carbamate for fragment-based approaches, given the way the Boc group supports orthogonal protection. Medicinal chemists use this particular carbamate as a building block for structure-activity relationship studies, optimizing pharmacophores by selectively deprotecting the amine without disturbing sensitive functional groups elsewhere. Our batches consistently serve as the initial protected amine in work that eventually leads to investigational new drug (IND) submissions.

    We follow up with labs to learn how our compounds perform in real reactions, beyond initial yield reporting. Some shared that our material reduced side-reaction rates, especially compared to materials with trace metallic or acidic contaminants. This has a direct impact on time-to-market for patent filings and ultimately on the competitiveness of their drug pipeline. We also commonly hear that switching to our carbamate shortens purification stages by simplifying workups and reducing chromatographic steps.

    Technical Specifications and Our Perspective on Their Importance

    Technical specs matter to customers, but as manufacturers, we think beyond numbers alone. We hold melting range tightly between 110°C and 113°C to confirm the absence of lower-melting impurities, and we test every batch to ensure that purity stays above 99 percent by HPLC. Moisture content below 0.3 percent removes risk for hydrolysis, a concern in humid regions. Solvent residues like ethyl acetate consistently remain beneath 300 ppm, verified by our in-house GC.

    From years of running different synthetic routes, we found that leaving even low levels of metallic residues from the bromination step led to unpredictable reactivity in downstream couplings. For this reason, we filter and test for residual copper and palladium, always aiming for less than 10 ppm total heavy metals. Our analytical chemists know the shortcut isn’t worth the cost: every failed reaction in a partner’s lab leads to delays, lost credibility, and expensive troubleshooting.

    Logistics, Packaging, and Storage: Practical Details

    Shipping pure Tert-Butyl N-(4-Bromophenyl)-Carbamate worldwide poses real challenges, especially with its sensitivity to moisture and light. Even a small pinhole in packaging lets in enough water to invalidate a batch for high-end synthesis. We use multilayer foil bags inside rigid containers, vacuum-sealed and desiccated on site. Our logistics partners receive explicit instructions detailing temperature and handling requirements, but we also include humidity indicators in every shipment, so users can verify integrity right away. Several customers in tropical regions reported that product stability met or exceeded their expectations, which we attribute to this attention to packaging.

    Ideal storage conditions stick to cool, dry environments. We brief lab teams to avoid repeated opening and closing, explaining how exposure introduces variability in their own work. Through hands-on workshops and direct technical support, we actively help clients incorporate effective storage protocols, reducing spoilage and maximizing yield from each container.

    Responding to Feedback and Improving Processes

    Reliability depends on honest feedback. One lab found an off-odor in a single shipment, traced back to a minor issue with packaging adhesives in our production line. From that case, we phased out affected materials, collaborating closely with all downstream users to track the root cause. We prioritize lengthy troubleshooting and even re-issue certified material if warranted; our business relies on trust, reputation, and relationship-building rather than mere transaction volume.

    An early customer found the material clumped after months in shipment storage. That story motivated us to overhaul drying and packaging, preventing both hydrolysis and agglomeration. Each improvement starts with actual stories, calls, and emails. A company-wide ethos formed: listening often fixes more than theorizing about potential issues.

    Supporting Innovation and Next-Generation Applications

    As global expectations evolve for both speed and sustainability in chemical R&D, we see Tert-Butyl N-(4-Bromophenyl)-Carbamate’s role extending beyond traditional pharma. Startups focused on agrochemical development increasingly request the molecule to build new crop-protection scaffolds. Academic researchers rely on our product’s batch reproducibility to publish high-impact synthetic methods, with downstream applications in catalysts and advanced materials.

    Our technical team increases engagement through on-site visits and digital support, discussing how process tweaks can enhance performance. We regularly adapt batch size to client forecasts—supporting both kilo-lab needs and research-scale orders—so supply becomes a catalyst for innovation rather than a weak link. Feedback from these partnerships translates to more focused, large-scale optimization in-house, creating a feedback loop that underpins better science everywhere the material travels.

    Why Production Source and Methodology Matter

    Anyone can access protocols for making standard carbamates. What shapes reliability is disciplined methodology: careful raw material selection, automation that reduces variance, and well-trained operators. Any corner cut in this chain introduces uncertainty downstream. Over time, competing products that ignore these fundamentals fade from preference: stories trickle back about erratic purification, color changes after shipping, or disappointing NMR profiles upon delivery.

    We keep refining controls, add new analytical checkpoints, and run periodic “stress tests” against our samples—heating, cooling, and exposing to different solvents—to pick up subtleties that only appear outside idealized conditions. These efforts, accumulated year after year, translate directly to the confidence users place in our carbamate when planning multi-step syntheses, investing in scale-up, or writing major grant applications.

    Pushing Ahead: Commitment to Sustainable Manufacturing

    The world’s approach to chemicals is changing. As a producer of intermediates that include halogenated arenes, we owe it to customers and communities to proactively address potential risks. Our initiative to minimize solvent use emerged after we benchmarked our waste against industry standards and decided we could do better. Now over 80 percent of our reaction solvents are recovered and reused internally. We divert brominated waste to in-house neutralization rather than offsite disposal, reducing our environmental footprint and improving site safety.

    Customers in regions with tough regulatory requirements increasingly ask about lifecycle analysis and carbon tracking. Working from years of record-keeping, our staff respond with detailed documentation, supporting both market access and internal sustainability goals. As more countries introduce producer responsibility standards, early investments in compliance pay off for everyone involved.

    Looking Forward

    The story of Tert-Butyl N-(4-Bromophenyl)-Carbamate in our plant reflects the larger trajectory of specialty chemicals. Rather than treating each batch as a simple commodity, we recognize our job as stewards of trust between research and industry. By prioritizing hands-on quality control, hard-won process knowledge, direct end-user interaction, and environmental safety, we aim to deliver not only a product, but a predictable experience for every researcher, scale-up scientist, or process engineer planning their next breakthrough. The lessons we take from each batch—good and bad—shape both the compound and the commitments of a manufacturer determined to partner in progress.