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HS Code |
500725 |
| Iupac Name | [2.2]Paracyclophane |
| Molecular Formula | C16H16 |
| Molar Mass | 208.30 g/mol |
| Cas Number | 163-05-1 |
| Appearance | White to pale yellow crystalline solid |
| Melting Point | 285-288 °C |
| Boiling Point | N/A (decomposes) |
| Density | 1.14 g/cm³ |
| Solubility In Water | Insoluble |
| Solubility In Organic Solvents | Soluble in benzene, toluene, and chloroform |
| Smiles | c1ccc2c(c1)CCc3cccc(c3)CC2 |
| Refractive Index | 1.627 |
| Pubchem Cid | 11656 |
| Structure Type | Bicyclic aromatic hydrocarbon |
| Crystal Structure | Monoclinic |
As an accredited [2.2]Paracyclophane factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | A 5-gram portion of [2.2]Paracyclophane is packaged in a sealed amber glass bottle with a tamper-evident cap. |
| Shipping | [2.2]Paracyclophane is typically shipped as a solid, packed in sealed, inert containers to prevent contamination and degradation. It should be handled as a hazardous organic compound, kept away from strong oxidizers, and stored in a cool, dry place. Appropriate labeling and documentation are required according to regulatory guidelines. |
| Storage | [2.2]Paracyclophane should be stored in a cool, dry, well-ventilated area, away from sources of ignition and incompatible materials such as strong oxidizers. The container must be tightly sealed and clearly labeled. Protect from light and moisture to prevent degradation. Always follow standard laboratory chemical hygiene and safety protocols, ensuring restricted access to authorized personnel only. |
Applications of [2.2]Paracyclophane in Industrial Manufacturing[2.2]Paracyclophane supports advanced performance in multiple industrial fields. As an original manufacturer, we supply this raw material to sectors where precise molecular characteristics determine final product function and quality. Below, we present key application areas, along with specific compliance standards, dosage guidelines, integration methods, and representative downstream products. 1. Specialty Polymers & High-Performance CoatingsManufacturers use [2.2]Paracyclophane monomers as precursors for the synthesis of poly(para-xylylene) (Parylene) coatings and polymer films. The purity and defined para arrangement allow the production of ultra-thin, conformal coatings applied in electronics, medical devices, and aerospace components. The compound undergoes vapor deposition polymerization, where strict process controls ensure film uniformity and barrier functionality. Operators determine loading based on target film thickness and substrate geometry, while adherence to industry-specific contamination controls and registration requirements remains critical throughout the cycle. Industry compliance standards
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2. Molecular Electronics and Organic Semiconductors[2.2]Paracyclophane derivatives act as crucial monomers and functional bridges in the manufacture of molecular electronic components, providing a rigid bicyclic framework for the development of single-molecule devices and conducting polymers. These applications require strict monomer purity, with electronic-grade contamination control. Process chemists depend on the molecule’s electron-rich structure to enable controlled π–π stacking and facilitate charge transport, with precise blending in tandem with dopants or co-monomers before device fabrication. Industry compliance standards
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3. Chiral Ligand and Catalyst ManufactureChemical producers employ [2.2]Paracyclophane as a rigid scaffold in chiral ligand synthesis, essential in asymmetric catalysis. The compound serves as a base for constructing planar chiral ligands, which facilitate enantioselective transformations in pharmaceuticals and fine chemicals. Synthesis occurs under established GMP or ISO quality protocols, and manufacturers tune the ratio based on required optical activity in target reaction conditions. Downstream catalysis units receive formulated ligands as part of catalyst precursors for scale-up in batch or flow reactors. Industry compliance standards
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4. Advanced Materials for Optical Devices[2.2]Paracyclophane-based derivatives enhance the synthesis of optoelectronic materials offering unique photophysical properties required in lasers, light-emitting diodes, and photonic crystal fabrication. The rigid, conjugated scaffold supports wavelength-selective absorption and photoluminescence. Producers must apply optical grade QC and high-control polymerization techniques; the dosing ratio depends on target emission wavelength and optical clarity in blends with matrix polymers or glassy hosts. Industry compliance standards
Typical usage ratio
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5. Analytical Standards and Reference MaterialsCalibration and analytical laboratories utilize high-purity [2.2]Paracyclophane as a reference standard and internal calibration spike in chromatographic and spectrometric analysis. The well-defined structure and stability allow for accurate detection and quantification during polymer degradation studies, material traceability programs, and impurity profiling of aromatic hydrocarbons. Applied according to traceability standards, operators select the dosage based on the calibration curve requirements and the sensitivity of downstream analytical techniques. Industry compliance standards
Typical usage ratio
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The chemical [2.2]Paracyclophane stands out in our production plant, not just as another entry in a catalogue, but as a building block that keeps drawing the attention of research labs and advanced material producers. Our facility has dedicated several years to optimizing the way we synthesize and purify [2.2]Paracyclophane. Only through relentless troubleshooting does one get a product that meets high purity needs and stays consistent batch after batch.
[2.2]Paracyclophane isn’t a simple compound to prepare at industrial scale. The structure, featuring two benzene rings bridged by ethylene linkers, does not leave much room for shortcuts. Many chemists recall getting erratic yields or spending long hours separating and re-crystallizing intermediates. Automation and careful thermal control during cyclization steps have improved throughput, but attention to detail on each lot changes everything.
Researchers, especially in advanced polymer science, see the value of [2.2]Paracyclophane in its strained molecular arrangement. Traditional arenes lay flat, their reactivity somewhat predictable. In paracyclophane, the unique architecture creates opportunities—electronic properties change, giving rise to new possibilities for optoelectronic devices, molecular wires, and chiral ligands. Conventional benzene does not offer that interplay between rigidity and spatial orientation. As a producer, these structural features demand rigorous control over trace impurities to avoid jeopardizing sensitive downstream reactions.
Scaling up [2.2]Paracyclophane manufacturing turns textbook procedures into a real test of process design. It starts with reliable feedstocks. We source high purity 4,4’-dihalobiphenyl for the initial couplings. Stringent in-house purification of all starting halides and boronic acids removes hidden pitfalls. Even a marginal change in catalyst moisture content or solvent composition can throw off the crystalline yield and purity, which doesn’t always become visible until NMR or MS analysis later in the process.
Among the cyclophanes, ours achieves a purity exceeding 99.5% by careful selection of drying agents and use of controlled atmosphere reactors. The finished crystalline material demonstrates uniform particle size, a necessary precursor for those transforming paracyclophane into functional monomers for specialty polymers. Staff here run side-by-side comparisons with off-market samples; subtle yellowing, higher melting-point spread, or residual metal traces often show up in third-party material claiming similar specifications. Practical experience has shown that controlling synthesis variables makes more impact than any upgrades in equipment.
Every batch comes through standard column chromatography followed by vacuum sublimation. Continuous flow setups have allowed us to serve both gram-scale research needs and those requiring 10 kg or more for pre-commercial runs. Some manufacturers struggle with tarring and side-product formation—identifying the right time-temperature curve saves us unforeseen headaches. Revealing these details honestly matters. Process transparency helps customers forecast performance in their own labs, especially where regulatory compliance or documentation is critical.
Most inquiries begin by asking what distinguishes [2.2]Paracyclophane from more ordinary aromatic hydrocarbons. In our workshops, we like to discuss how that unique bridged structure influences electronic delocalization. The compound resists planar stacking, resulting in altered conjugation. This feature lays the groundwork for its use as a base material to create parylene-type coatings, high-durability insulating layers, and modified polymers with specialized electronic or optical properties.
Our clients in university research, semiconductor fabrication, and even medical device development come seeking reliable performance. They point out how small changes in purity or isomer content affect the polymerization behavior or the end-use conductivity. Among all the paracyclophanes, [2.2]Paracyclophane gives a clean slate—no steric hindrance from oversized ring systems. Some related cyclophanes introduce more ring strain but lose integrity at elevated temperatures, something [2.2]Paracyclophane stands up to, batch after batch.
Polymer scientists cite the ease with which [2.2]Paracyclophane can be vapor-deposited and then converted to parylene coatings. This technology matters in medical devices, microelectronics, and aerospace parts. Other cyclic hydrocarbons cannot replicate this performance profile. We observe the difference closely: polymers derived from ring-strained cyclophanes show improved uniformity, reduced pinholes, and increased dielectric strength compared to coatings made from simpler kindle aromatics.
We maintain a policy of producing only the base [2.2]Paracyclophane as our main line, at several purity levels based on customer feedback. Each protocol matches different downstream applications. Research grades run at 98% and 99%, suitable for investigative work or rapid screening. High-purity batches, consistently measured at above 99.5% via HPLC and proton NMR, serve those intending to use cyclophane for medical-grade coatings or semiconductor components. As a producer, we never cut corners by blending lots—every shipment traces back to its beginning, all physical characterization and lot notes included.
Some research groups ask about functionalized paracyclophane derivatives. Our feedback often reflects direct experience: introducing alkyl, amine, or phenyl groups onto the [2.2]Paracyclophane skeleton changes reactivity, alters volatility, and sometimes complicates purification. As a result, we keep our focus on the base compound, providing clean, thoroughly tested material for expert labs looking to add their own modifications.
Not all cyclophanes see the same care in production. We receive samples from new sources every quarter, and internal NMR or GC-MS runs frequently reveal lingering contaminants—organotin residues, unexpected side products, and water content above industry standards. Our own specification never tolerates such deviation, as the impact on electronic performance or early-stage device screening turns disastrous. Reliability in synthesis equates to reliable results for our customers.
Questions often arise about what makes a cyclophane product robust enough for demanding research and production scenarios. We see that achieving reliable quality hinges on controlling every upstream factor. In practice, that means frequent calibration of all synthesis equipment, well-documented cleaning cycles, and frequent retraining of technical staff. The synthesis of [2.2]Paracyclophane, involving multi-step cross-coupling and cyclization, invites all the usual problems: incomplete reactions, side-product precipitation, and equipment fouling during high-temperature runs. Having protocols in place to quickly isolate and reprocess intermediates saves time and delivers a tighter purity profile.
Waste stream management also requires steady attention. Waste arising from purification—such as spent silica, organic solvents, and by-product halides—must meet regional guidelines for environmental controls. As we improve our solvent recovery and catalyst recycling, efficiency goes up and our impact on the environment drops. Honest stewardship these days means being up front with customers about what systems we use for waste recovery and solvent recycling. Demanding downstream users won’t take risks on poorly documented material, especially with corporate sustainability audits growing in scope.
Shipping practices tie into the reputation of the product. Improperly sealed containers, exposure to light, or fluctuations in temperature during transit can mess with the final crystallinity of [2.2]Paracyclophane. Our packaging lines use inert gas blanketing and tamper-evident seals. Every shipment passes through a final QC check under nitrogen, coupled with random post-arrival audits at the customer’s site. Our willingness to trace any reported deviation back to the batch log differentiates us from newcomers hoping to push off-market or subpar product.
Over years, we have handled and analyzed every market sample of [2.2]Paracyclophane we could source. Some claim similar purity while showing higher variance in melting range or off-odors detectable during handling. We often find small but impactful traces of unreacted biphenyl precursors or metallic residues after independent lab testing. By contrast, in our batches, critical checks occur at every step, from microcrystal formation to the bulk material fill. Some competitors blend different lots or re-sell upstream product, which causes unpredictable results for sensitive film coating or semiconductor etching.
Differences show up clearly in end-use applications. Some labs refer to unexplained spots or streaks appearing when vapor-depositing films from non-specific cyclophane sources. Taking their feedback, we tightened our dry-room protocols and checked all input gas purities, ensuring nothing enters the cycle that might derail downstream polymerization. Among research groups, those needing rapid property optimization reach out for documented product histories, which we provide without delay.
Other ring systems, such as [3.3] and [4.4] paracyclophanes, do appear as alternatives in academic literature. These larger rings show increased ring strain but also greater synthetic complexity, with increased weight and more difficult purification. We have kept our focus on [2.2]Paracyclophane due to its proven track record of availability, reproducibility, and balanced reactivity. The compound’s intermediate steric rigidity allows for practical, reliable polymerization under manageable thermal conditions.
Breakthroughs in microelectronics and surface science depend on reliable input chemicals. [2.2]Paracyclophane earned its place thanks to the real, reproducible ways it can be turned into next-generation coatings and polymers. Teams developing new types of organic LEDs, barrier layers for microelectromechanical systems, and chip passivation films regularly cite our material for its batch reliability. Having spent years tightening every part of our process, we see how fast initial results filter through customer labs, speeding up discoveries in ways not possible with generic or poorly characterized paracyclophane.
In polymer deposition, issues often trace back to undetected residual solvents or contamination from earlier process steps. By keeping everything in-house—from raw material qualification to the final packaging—we keep contamination risk low. Users appreciate how this saves them time. Importantly, we make ourselves available for direct questions about synthesis, handling, and transfer. Lab scientists know chemical supply chains can break down unpredictably; real-time answers and honest documentation keep research flowing and reputations intact.
Recent development work on functionalizing [2.2]Paracyclophane for specialty block copolymers opens new opportunities in medical and optical engineering. Collaborations with university labs have pushed us to adjust our protocols, such as improving removal of residual halides and optimizing particle size for different reactor configurations. End-users in high-stakes fields like medical device encapsulation value traceability above all. We see this evolving focus on application-driven customization as reinforcement of the original vision—make one thing, focus on doing it right, back it up with data.
In the chemical manufacturing world, price often correlates with quality in the minds of buyers. Low-cost cyclophane offered without full traceability or batch documentation leads to expensive problems—batch failures, deposition flaws, and months lost to avoidable troubleshooting. Our manufacturing experience has shown that taking every step with intention produces returns that reach far past the initial sale. Waste reduction, reproducibility, and supportive technical documentation streamlines research and production, delivering results well beyond what headline numbers can describe.
We build protocols with direct feedback from our partners. Every year, new equipment, better automation, and sharper analytical tools appear, yet reliable judgment often comes down to hands-on understanding of the synthesis—knowing when a color change indicates purity loss or a crystal shape hints at a side reaction. These lessons, documented and shared among production leads, drive improvements batch by batch. The accumulated know-how cannot be bought from outside or replicated by those only handling paperwork or re-selling intermediates lacking the lived-in, day-to-day understanding.
Working with customers as equals, sharing real process challenges, and iterating procedures distinguishes the manufacturing partner from the trader. Our team welcomes challenging requests, routine feedback, and honest criticism. In this way, the future of [2.2]Paracyclophane production remains a collaborative journey—each lot delivered brings us closer to perfecting a key enabler for the next generation of high-performance coatings and electronic materials.
The world of advanced materials does not stand still. As researchers chase new frontiers in nanoelectronics and photonic devices, the qualities required in their starting materials grow ever more exacting. Tolerance for variability shrinks, and response times shorten. Our responsibility as a manufacturer means keeping pace—anticipating these shifts, expanding analytical protocols, and digitizing batch histories for instant transparency. Whether delivering 1 gram for method development or 100 kilograms for pilot lines, our response hinges on flexible production planning and capacity expansion tailored to the real pace of customer demand.
Ongoing dialogue between labs and our production teams reveals each new requirement early. For example, a group optimizing chiral separations asked us to investigate asymmetry in the starting [2.2]Paracyclophane crystalline phase. Working together, we altered crystallization conditions and isolated fractions finer than any third-party supplier had attempted. This partnership model—listening, learning, then rapidly iterating—keeps our product at the forefront of its field.
Environmental responsibility forms part of every manufacturing discussion now. We publish data on solvent usage, offer return programs for recyclable packaging, and share lifecycle analyses with our partners. Audits by regulatory or customer groups help drive further improvement. No shortcut substitutes for accountability or process disclosure—each certification, and every round of improvement, strengthens the value we offer to those committed to product and environmental excellence.
Every chemist here takes pride in the unique challenges [2.2]Paracyclophane brings. Its synthesis, purification, and characterization involve as much art as science. We see it not as a widget but as an enabler: for researchers piloting new ideas and for production engineers needing exacting standards. The mix of technical discipline, relentless feedback, and daily lessons in process control gives meaning to each batch. Building trust in this field does not happen through claims or marketing, but by backing up every word with data, transparency, and measurable results. For those with tough specifications and big ideas, [2.2]Paracyclophane from a committed manufacturer clears the path for genuine innovation, batch after batch.