18-Crown-6 CAS 17455-13-9


Factory wholesale 18-Crown-6 CAS 17455-13-9
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- Purity:99.8%
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Name: 18-Crown-6
CAS: 17455-13-9
MOQ: 1KG
Directory Guidance on 18-Crown-6
Chemical Structure
Basic Info:
Melting Point | 42-45 °C(lit.) |
Boiling Point | 116°C 0,2mm |
Density | 1,175 g/cm3 |
Refractive Index | 1.4580 (estimate) |
Fp | >230 °F |
18-Crown-6 Introduction:
18-Crown-6, also known as crown ether -6, is an organic compound with a unique macrocyclic single ether structure. Its chemical formula is [C2H4O]6, and in terms of molecular structure, it presents a cyclic configuration composed of six oxygen atoms and corresponding carbon and hydrogen atoms. This special structure endows it with many remarkable chemical properties.
Visually, 18-Crown-6 usually appears as colorless or light yellow crystals or liquids, and its physical state may vary due to factors such as purity and temperature. Its molecular weight is relatively moderate, and it has certain volatility and solubility characteristics under normal temperature and pressure. In terms of solubility, it can form good solutions with various organic solvents such as benzene, chloroform, carbon tetrachloride, etc. This solubility characteristic provides convenient conditions for its application in chemical reactions.
In terms of chemical properties, the most prominent feature of 18-Crown-6 is its complexing ability for metal cations. It can act like a “molecular cage”, using the oxygen atoms within the ring as coordination sites to form stable inclusion complexes with cations of alkali metals and alkaline earth metals, etc. This complexation reaction is highly selective. For instance, its affinity for potassium ions is relatively strong. This characteristic makes it play a key role in many chemical fields involving ion recognition and separation. Meanwhile, it shows different stabilities in various acidic and alkaline environments. Generally speaking, it is relatively stable in a neutral environment, while some structural changes or reactions may occur under strong acidic or strong alkaline conditions.
There are mainly two synthesis methods for 18-Crown-6. One approach is through the Williamson synthesis method, using 1, 2-cyclohexanediol and an appropriate alkyl halide as starting materials and reacting under certain conditions to prepare it. Another approach is to utilize crown ether precursor compounds and synthesize the target product through a series of chemical transformation steps, such as cyclization and etherification reactions. These synthetic methods require precise control of reaction conditions in practical operation, including temperature, reaction time, raw material ratio, etc., to ensure the purity and yield of the product.
In the long history of chemistry, the discovery of 18-Crown-6 is of great significance. It belongs to the crown ether family. The discovery of crown ether compounds has opened up a new field of supramolecular chemistry for chemists, enabling people to have a brand-new understanding of intermolecular interactions, ion transport and recognition, etc., and promoting the in-depth development of the chemical discipline in multiple directions such as molecular design and materials science.
Nature and Specifications:
Item | Specification |
Product Name | 18-Crown-6 |
CAS No. | 17455-13-9 |
Appearance | Powder |
Shelf Life | 2 years |
Packing | As Your Requirements |
Form | Crystals or Crystalline Mass or Liquid |
Color | White or Clear Colorless |
Water Solubility | SOLUBLE |
Sensitive | Hygroscopic |
Product service:
- Certificate Of Analysis (COA)
- Material Safety Data Sheet (MSDS)
- Route of synthesis (ROS)
- Method of Aanlysis (MOA)
- Nuclear Magnetic Resonance (NMR)
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- Factory audit
The Application Situation Of 18-Crown-6
18-Crown-6 has become one of the go-to techniques in metal ion separation and purification for radioactive isotope extraction, industrial wastewater treatment and precious metal recovery due to its exceptional selectivity. In analytical chemistry, solid-phase extraction materials based on crown ethers have been developed for the enrichment and detection of trace metal ions in environmental samples, with a sensitivity up to the ppb level. This type of technology is not only easy to operate, but also can achieve the synchronous detection of multiple targets by adjusting the structure of crown ethers.
In the field of materials science, 18-Crown-6 shows unique advantages as a supramolecular assembly unit. Its coordination effect with metal ions can be used to construct coordination polymers or metal-organic frameworks (MOFs) with specific topological structures. For instance, by introducing crown ether units into the polymer main chain, smart materials with dynamic responsiveness can be prepared. Such materials have potential value in fields such as humidity sensing and drug sustained release. Furthermore, nanoparticles modified by 18-Crown-6 perform outstandingly in the field of catalysis. The metal active sites loaded on their surfaces can precisely regulate the catalytic activity through host-guest interactions.
In the field of organic synthesis, the application of 18-Crown-6 as a phase transfer catalyst is particularly prominent. It can form complexes soluble in organic solvents by complexing metal cations, thereby accelerating reactions that were originally limited by the interfacial mass transfer rate. For example, in nucleophilic substitution reactions, 18-Crown-6 releases highly active anion species by encapsulating counterions (such as K⁺), significantly enhancing the reaction rate and yield. Furthermore, in asymmetric synthesis, chiral crown ether derivatives can induce stereoselective generation of the product through steric hindrance effect, providing a new idea for the preparation of drug intermediates.
18-Crown-6 stands out in biomedicine due to its low toxicity. For example, in the design of antibiotic carriers, the crown ether complex can significantly enhance the enrichment efficiency of drugs at the infection site. Meanwhile, the fluorescent probe based on 18-Crown-6 has been developed for real-time imaging of metal ions in living cells, providing a new tool for disease diagnosis. Although the relevant research is still at the laboratory stage at present, its application prospects in targeted therapy and molecular diagnosis are worth looking forward to.
The Advantages Of 18-Crown-6
18-Crown-6 can be seen through its superior ion selectivity. When compared with traditional chelating agents (such as EDTA), its specific recognition achieved through size and geometric matching can significantly decrease side reactions while maintaining high separation efficiency in complex systems. For example, in the lithium extraction process, even if there are higher concentrations of sodium ions, 18-Crown-6 can still preferentially combine with lithium ions, and the purity can be improved by more than 99%. This selectivity not only depends on the cavity size, but is also closely related to the spatial arrangement of its oxygen atoms, thereby forming multiple recognition sites.
Chemical Stability and Modiitability are two additional key benefits. 18-Crown-6’s ether bond structure is resistant to water, oxygen and most organic reagents at room temperature and can therefore withstand even extreme reaction conditions without degrading over time. Furthermore, its substituents on its benzene ring or aliphatic chain may be chemically modified with functional groups that enhance solubility in water; fluorinated groups improve dispersibility within supercritical fluids; this modular design enables its parent core to adapt itself according to different application scenarios while significantly reducing R&D costs.
From the perspective of industrial production, the synthesis process of 18-Crown-6 has tended to be mature. The multi-step condensation reaction using epichlorohydrin and diols as raw materials can achieve mass production at the kilogram level, and the purification process can be efficiently completed through recrystallization or column chromatography. Compared with some specialty chemicals that require precious metal catalysis or high-pressure conditions, its production cost is more competitive. In addition, its solid form is convenient for storage and transportation, and it can maintain stability for several years at room temperature, significantly reducing the difficulty of supply chain management.
Environmental friendliness is another highlight that distinguishes it from traditional reagents. The biodegradability of 18-Crown-6 is superior to that of most ionic liquids or organic solvents, and it can be oxidized and decomposed into harmless small molecules in conventional sewage treatment. Studies have shown that its median lethal dose (LD50) is higher than 2000 mg/kg (oral administration in rats), which belongs to the low-toxicity category. This provides a safe basis for its application in food packaging or medical devices. Meanwhile, its high conversion rate in catalytic reactions can reduce the discharge of waste liquid, which is in line with the development trend of green chemistry.
In terms of technological scalability, the combination of 18-Crown-6 and emerging technologies shows broad prospects. For example, integrating it into microfluidic chips can achieve high-throughput ion screening; The combination with machine learning can accelerate the design of novel coronavirus ether derivatives. In the energy field, as an electrolyte additive, it can enhance the cycle life of lithium-ion batteries. These cross-border applications not only consolidated its market position but also provided key material support for the technological upgrading of related industries.
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Related References:
chemicalbook-18-Crown-6
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