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HS Code |
650296 |
| Chemical Name | 4-Ethynylanisole |
| Cas Number | 22021-34-9 |
| Molecular Formula | C9H8O |
| Molecular Weight | 132.16 |
| Appearance | Colorless to pale yellow liquid |
| Boiling Point | 256-258 °C |
| Density | 1.048 g/cm3 |
| Refractive Index | 1.567 |
| Smiles | COC1=CC=C(C#C)C=C1 |
| Inchi | InChI=1S/C9H8O/c1-3-8-4-6-9(10-2)7-5-8/h1,4-7H,2H3 |
| Flash Point | 111 °C |
| Solubility | Insoluble in water |
As an accredited 4-Ethynylanisole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | Amber glass bottle labeled "4-Ethynylanisole, 98%, 5g" with hazard symbols and safety information, sealed with a screw cap. |
| Shipping | 4-Ethynylanisole is shipped in tightly sealed containers under dry, cool conditions, away from heat, sparks, or open flame due to its flammability. It should be handled using appropriate personal protective equipment, and in compliance with local, national, and international regulations. The product is typically transported as a hazardous material. |
| Storage | 4-Ethynylanisole should be stored in a tightly sealed container, kept in a cool, dry, and well-ventilated area away from sources of ignition and incompatible substances such as strong oxidizers and acids. Protect from light and moisture. Store at room temperature or as specified by the manufacturer, and ensure proper labeling to avoid accidental misuse or exposure. |
Applications of 4-Ethynylanisole in Industrial Manufacturing4-Ethynylanisole serves as a key intermediate across diverse industrial processes due to its functional ethynyl group and methoxy substitution pattern. By supplying material directly from our ISO-certified production lines, we ensure specification consistency for downstream polymerization, pharmaceutical synthesis, advanced organic electronics, and specialty dye manufacturing. Our technical team supports process integration and regulatory compliance for each application area. 1. Electronic Materials: Organic Light-Emitting Diode (OLED) IntermediatesManufacturers use 4-ethynylanisole as a building block in complex small-molecule and polymeric structures for OLED device layers. The ethynyl group enables site-specific coupling to aromatic cores during cross-coupling reactions. 4-Ethynylanisole typically participates in Sonogashira couplings for the synthesis of light-emitting and hole transport materials. Its controlled reactivity ensures minimal by-product formation during multi-step reactions under anhydrous conditions. Our production batches comply with low metal residue specifications required for optoelectronic applications to reduce quenching risks in device fabrication. Industry compliance standards
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2. Pharmaceutical Intermediate: API Structural ModificationLeading pharmaceutical synthesis routes employ 4-ethynylanisole as a high-purity intermediate for introducing functionalized anisole motifs into drug candidates. The ethynyl moiety allows for late-stage diversification and macrocyclization strategies, such as forming aryl-alkyne bonds using standard coupling catalysts. Our batches maintain pharmaceutical-grade impurity and moisture limits following cGMP protocols to support regulatory submissions for drug products, and we provide detailed batch documentation required by regulatory affairs departments. Industry compliance standards
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3. Agrochemical Fine Synthesis: Herbicide PrecursorChemical crop protection manufacturers incorporate 4-ethynylanisole in the synthesis of herbicide intermediates, especially where selective aromatic substitution is required. Its reactive ethynyl functionality facilitates targeted ring construction or modification via established palladium-catalyzed approaches. We support large batch production with traceability documents for food and environmental QC auditing. Material meets agro feedstock purity requirements to avoid unwanted biocidal residues in finished products. Industry compliance standards
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4. High-Performance Polymer Synthesis: Functional PolyaromaticsAdvanced material developers select 4-ethynylanisole to introduce rigid, conjugated segments within polyaromatic frameworks for electronic and thermal applications. The terminal alkyne handles enable step-growth or chain-growth polymerization with minimal branching, supporting robust mechanical properties at elevated temperatures. We guarantee low moisture and residual palladium content, essential for high-purity polymer chains and device qualification processes. Industry compliance standards
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5. Specialty Dye and Pigment Manufacturing: Arylethynyl-Modified ChromophoresDye and pigment producers employ 4-ethynylanisole in the construction of arylethynyl-linked systems for high-performance colorants. The ethynyl group permits direct attachment of chromophores for light-fast, photostable pigment families used in inks and coatings. Its use requires reaction monitoring to control batch-to-batch hue consistency and purity, supported by our in-plant QC and trace metal content records. We provide supply solutions compatible with large-scale continuous or batch dye synthesis. Industry compliance standards
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Over the years in chemical production, a few specialty building blocks have proven their practical value in both academic and industrial labs. 4-Ethynylanisole stands out among these, not because it makes a flashy headline, but because of its consistent performance and unique properties that suit real-world synthesis. Produced with in-house control over each step, this compound has earned its spot on the bench of researchers who care about yield, reproducibility, and downstream functionalization.
In our facility, we create 4-Ethynylanisole with special focus on purity and lot-to-lot consistency. Our typical product comes in high-purity grade, meeting demands for applications in pharmaceutical research and advanced material science. Each batch undergoes GC and NMR testing, so buyers rely on clear data, not promises. Typical polar impurity limits remain under tight control, as aromatic alkynes react sharply to even small traces of unintended side-products.
We keep water and oxygen out of the process using rigorous handling standards. By gas-tight transfer, freshly distilled solvents, and protected reaction setups, we minimize side reactions and byproducts—this isn’t just “standard practice,” it’s protection against failed syntheses later down the line. Sometimes end-users mistake visible clarity for quality, but invisible impurities can wreck a coupling or addition reaction. By eliminating corners and documenting every parameter, we avoid costly surprises later.
A casual observer might group 4-Ethynylanisole alongside a slew of substituted anisoles and phenylacetylenes. On paper, plenty of alkynes look similar. In the reaction flask, subtle differences make or break an experiment. The ethynyl group at the para position doesn’t just enable standard Sonogashira or Heck coupling—it opens up regioselective routes where the methoxy group can direct reactivity. Unlike simple phenylacetylene, 4-Ethynylanisole cuts down the amount of undesired side coupling thanks to the electron-donating para-methoxy, which often helps reaction rates and product yields.
Some folks use unsubstituted phenylacetylenes thinking they’ll get higher selectivity, yet in real-world catalyzed couplings, we’ve seen rougher product mixtures and more difficult chromatographic separations. By providing both the ethynyl and methoxy, 4-Ethynylanisole delivers a handle for transformations downstream—whether adding functionality at the triple bond, using the oxygen as a pivot in ether cleavage, or serving as a starting point for advanced heterocycles.
From years of batch preparation, our team has learned that 4-Ethynylanisole deserves respect on the storage shelf. The ethynyl moiety, next to a methoxy group, can be sensitive to strong acids or base, which sometimes surprises newcomers. Unlike halogenated aromatics, alkynes with electron-donating substituents can degrade if not kept cold, dark, and dry. In busy labs, leaving open vials on benches stacks up exposure risk—so we use only airtight bottles, desiccators, and nitrogen blankets for bulk storage.
During transfer for scale-up runs, certain plastomers and elastomers can leach trace contaminants. We stick to glass or specially lined tubing, which avoids surprises later in product purification. In one customer pilot, we traced a stubborn GC impurity to tubing left uncapped between uses. Such details matter less for high-throughput screening, but large-scale preparation means every step of the logistics chain affects outcome. We advise downstream users to mirror this diligence, especially if downstream functionalization of the alkyne is planned in medicinal chemistry.
Our experience has shown academic and pharma sectors turn to 4-Ethynylanisole for a host of routes. The para-methoxy provides both electronic activation and a removable handle; this sets it apart from simple ethynylbenzenes when it comes to building more elaborate molecular scaffolds. In cross-coupling, such as Sonogashira and Cadiot-Chodkiewicz, this compound enables controlled reactions where aromatic substitution matters for selectivity.
Beyond coupling, the triple bond serves as a launching pad for cycloaddition. Chemists constructing complex fused ring systems use this alkyne as a masked functional group, revealing or transforming it at a later stage for maximal efficiency. In bioconjugation, the methoxy confers polarity that can aid in purification or analytical confirmation—important in early-stage pharmaceutical workflows and more complex biorthogonal labeling.
Laboratory-scale chemistry often skips over the practical realities of scaling. In production, we tune every parameter—from solvent degassing to distillation rates—to avoid batch-to-batch drift. Any tiny contaminant, especially residual metals or polymer-forming agents, can poison catalysts in later steps. Our own teams have seen reactions stall unexpectedly until we tracked down a careless drum rinse upstream. As a manufacturer, we go past technical datasheets by supporting researchers with tangible advice grounded in production experience.
Multi-step syntheses often depend on intermediates like 4-Ethynylanisole not causing cross-reactions or deactivating expensive catalysts. The wrong impurity profile turns a straightforward scale-up into a headache. Our QC displays full spectral authentication—not just a quick TLC spot check, but full spectral overlays and detailed impurity profiles. This approach helps researchers forecast compatibility with their downstream transformations, whether aiming for a new pharmaceutical candidate or an advanced material with tailored conductivity.
Years of supply partnerships have taught us that trust builds through performance, not promotion. Reliable supply chains prevent downtime, but deeper than that is the benefit of using intermediates with robust identities. Chemists running tight timelines for lead generation, or pushing for novel ligands or conjugates, do not want last-minute surprises. They have pointed out that switching to our 4-Ethynylanisole cut their troubleshooting by freeing up time typically spent on impurity control.
Cooperation works both ways. We often gather feedback from synthetic users striving for higher yields or fewer byproduct peaks. In one example, a university group adjusting their Pd-catalyzed couplings faced yield drops until we traced it to extra crystallization steps that introduced fine particulates. Adjustments on both ends—end-user protocol and producer’s drying process—brought those numbers back up. Engineers telling us about their latest coupling challenge ultimately help us sharpen each batch.
4-Ethynylanisole draws attention for its sharp odor and volatility, prompting robust safety training for new operators. In our own facility, we invest in point-source exhausts and plenty of real-time air monitoring to catch small leaks. This isn’t a box-checking exercise; our operators work alongside these materials daily, so the equipment needs to remove vapors before they become a health concern.
The chemical’s reactivity mandates gloves, goggles, and flame-resistant lab attire as non-negotiable. We have experienced firsthand that a few small spills—quickly wiped and neutralized—underscore the importance of diligence, especially for new staff. From personal injury reports, minor eye or skin exposures happen fast if someone skips protocol. Solid routine keeps the environment safe, ensuring no surprises for anyone down the line, including logistics or end-lab users opening a fresh container.
Our daily conversations with research chemists show that innovation often hinges on stable, predictable intermediates. Those working on aromatic linker architectures, sustainable crop science molecules, or advanced dye development frequently request our 4-Ethynylanisole for its track record in functional transformations. The para-methoxy group fine-tunes reactivity not just in carbon-carbon couplings, but even in more modern photochemical or microwave-assisted transformations where process windows narrow and kinetic profiles shift.
Some fast-evolving fields now target bio-orthogonal labeling or late-stage molecular diversification, pushing intermediates past their original boundaries. Using 4-Ethynylanisole, researchers can introduce orthogonality into multistep routes, which brings more creative solutions to tricky target syntheses. We have seen multiple times where an expected 'side reaction' vanished by switching to our cleaner material, confirming that purity and well-characterized side-product profiles free up creativity, letting chemistry move forward instead of sideways.
Manufacturing aromatic alkynes requires vigilance about both emissions and waste. Over the years, we replaced single-pass purges and halogenated washes with closed-loop solvent recovery and safer quenching methods. On-site filtration and active carbon beds trap minor volatilized species, reducing environmental risk and complaints from surrounding communities.
As regulations toughen, commitment to cleaner processes goes beyond compliance. Fully documented protocols and operator training prevent rogue disposal or unknown reagent mixes from seeping into the waste stream. Our environmental records track every barrel, not because we're told to, but because best practice means today's efficiency does not create tomorrow's liability—either to the environment or the business.
In design and process optimization, new routes are continually tested to streamline atom economy and reduce overall process time. Feedback from customers working on green chemistry projects informs how we structure pilot runs, so fewer byproducts and solvents are used, letting both cost and impact stay under control. Every reduction in waste and improvement in yield means a healthier bottom line and safer conditions for our local environment.
Many custom syntheses start with a frank phone call or email about a stuck route or a regulatory roadblock. Because we hold expertise in alkoxyalkyne production, we can modify parameters based on urgent needs—a lower or higher threshold for metallic impurities, tighter water control, or custom container sizing. This flexibility grows from building each run ourselves, not offloading control to faceless tolling partners. Customers benefit from open, technical dialogue, not just canned responses. If a major project needs an extra gram-scale batch with matching impurity profile, we step up without delay.
Our teams take pride in keeping the whole process—from initial alkylation chemistry to final distillation—under a single quality assurance review. Sophisticated analytical labs back every drum or ampoule with the data chemists expect, although what makes the biggest difference often slips between the lines on a COA: true responsiveness, swift sharing of technical resources, and the peace of mind that comes from long experience.
For decades, chemical suppliers operated with a “good enough” threshold on specialty products. Mass-market vendors continue to struggle with consistent contaminant control and poor post-sale support. Our production team long ago realized these standards fail modern researchers, who build high-value libraries or high-profile active molecules for regulation-sensitive industries.
One lesson stands out: soon as a batch comes off the line, our responsibility extends into the customer’s workflow. We keep a robust archive of each batch, logging every deviation and outcome. Should a researcher halfway around the world call with a reactivity anomaly, we can pull historical analytical data to support troubleshooting—no runaround, no excuses. This approach keeps both the science and business relationships thriving.
Processes that satisfy both research and industrial regulatory needs earn trust through transparency. Each 4-Ethynylanisole shipment leaves our facility with spectral, chromatographic, and purity documentation. Over the years, we’ve seen the cost, in both lost time and damaged reputation, when incomplete or poorly kept batch records result in project dead ends. Our long records enable rapid cross-verification for any compliance audits or patent filings.
We secure strict chain-of-custody for every lot. This step doesn’t just tick a quality box; it protects downstream users pursuing intellectual property. Our ability to retrieve technical details builds real-world confidence, letting project managers and lead chemists focus on their science, knowing their materials won’t throw unexpected surprises that upend timelines or budgets.
Chemistry is moving fast, but the need for trustworthy intermediates holds steady. By focusing on in-house control, deep product knowledge, responsive technical support, and environmental responsibility, our 4-Ethynylanisole production keeps pace with rising industry and research demands. Whether the customer works on breakthrough therapies or next-generation solar polymers, every batch builds on experience, not speculation.
We stay close to the workbench, fielding technical queries, supporting troubleshooting, and translating fresh research needs into concrete process improvements. The difference between passable and outstanding materials grows clearer with every project—our commitment means every bottle of 4-Ethynylanisole delivered reflects this experience, keeping both the science and partners moving ahead with confidence.