Products
Dibenzo-18-crown-6
Synonyms:dibenzo-18-crown-6;polyether XXVIII
Chemical Property of Dibenzo-18-Crown-6
● Appearance/Colour:white to slightly beige fluffy powder
● Vapor Pressure:3.65E-10mmHg at 25°C
● Melting Point:162-164 °C(lit.)
● Refractive Index:1.5
● Boiling Point:503.1 °C at 760 mmHg
● Flash Point:206 °C
● PSA：55.38000
● Density:1.108 g/cm3
● LogP:2.94880
● Storage Temp.:Store below +30°C.
● Sensitive.:air sensitive
● Solubility.:0.007g/l
● Water Solubility.:sparingly soluble
● XLogP3:2.2
● Hydrogen Bond Donor Count:0
● Hydrogen Bond Acceptor Count:6
● Rotatable Bond Count:0
● Exact Mass:360.15728848
● Heavy Atom Count:26
● Complexity:300
Safty Information
● Pictogram(s):
Xi,
Xn
● Hazard Codes:Xi,Xn
● Statements:36-36/37/38-20/21/22
● Safety Statements:26-37/39-36
Useful
Chemical Classes:Other Classes -> Other Organic Compounds
Canonical SMILES:C1COC2=CC=CC=C2OCCOCCOC3=CC=CC=C3OCCO1
Uses:Dibenzo-18-crown-6, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is an important organic intermediate. Crown ether/Dibenzo-18-crown-6 for synthesis. CAS 14187-32-7, molar mass 360.41 g/mol.
Detailed Introduction
Dibenzo-18-crown-6, also known as DB18C6, is a derivative of 18-crown-6 that contains two benzene rings attached to the crown ether structure. It is a cyclic ether compound with the chemical formula C20H24O6. The addition of benzene rings to 18-crown-6 enhances its stability and alters its properties, making dibenzo-18-crown-6 a unique compound with distinct features.
The presence of the benzene rings in dibenzo-18-crown-6 introduces aromaticity to the molecule, which can significantly influence its chemical and physical properties. The addition of these rings enhances the electron-conjugation within the molecule, making dibenzo-18-crown-6 more rigid and less flexible compared to its parent compound, 18-crown-6.
The introduction of aromatic moieties in dibenzo-18-crown-6 also alters its solubility and affinity for different solvents. This modification often leads to improved solubility in organic solvents, making dibenzo-18-crown-6 suitable for various applications that require its dissolution in non-polar or aromatic solvent systems.
Similar to 18-crown-6, dibenzo-18-crown-6 retains the ability to complex with metal ions, forming stable coordination complexes. The presence of the benzene rings can further enhance the selectivity and stability of these metal ion complexes, making dibenzo-18-crown-6 useful in metal ion extraction, separation, sensing, and catalysis, similar to its parent compound.
Dibenzo-18-crown-6's enhanced rigidity and stability also make it more resistant to thermal degradation compared to 18-crown-6. This feature contributes to its application in high-temperature reactions and processes.
While dibenzo-18-crown-6 shares similarities with 18-crown-6, its unique properties make it a valuable compound for various applications in coordination chemistry, solvent extraction, ion sensing, catalysis, and high-temperature processes. The addition of benzene rings to the crown ether structure enhances its stability, modifies its solubility characteristics, and expands its potential uses in different fields of chemistry and materials science.
Application
Dibenzo-18-crown-6 (DB18C6) has several applications in various fields, including:
Metal Ion Extraction and Separation: DB18C6 is highly effective in the complexation of metal ions. Its ability to selectively bind with metal ions such as sodium, potassium, and ammonium makes it useful in metal ion extraction and separation processes. It can be employed in solvent extraction techniques to selectively extract specific metal ions from a mixture.
Supramolecular Chemistry: DB18C6 is widely used in supramolecular chemistry. Its unique structure and properties make it suitable for forming host-guest complexes with various guest molecules, including small organic compounds and metal ions. These host-guest interactions can be utilized for the design and construction of functional molecular systems and materials.
Ion Sensing: Due to its crown ether structure, DB18C6 can selectively bind with certain ions, leading to changes in its optical, electrochemical, or fluorescence properties. This property makes DB18C6 a valuable ion-sensing material, which can be employed in the development of ion sensors and detectors.
Catalysis: DB18C6 and its metal ion complexes can act as catalysts for various reactions. Their unique structures provide a suitable environment for facilitating specific chemical transformations. DB18C6-based catalysts have been employed in organic synthesis, oxidation reactions, and other catalytic processes.
High-Temperature Processes: The enhanced stability and resistance to thermal degradation of DB18C6 compared to 18-crown-6 make it suitable for applications requiring high-temperature conditions. It can be utilized in high-temperature reactions, including polymerization, organic synthesis, and other high-temperature processes.
Solvent Systems: As mentioned earlier, the introduction of the benzene rings in DB18C6 improves its solubility in non-polar or aromatic solvent systems. This property makes it a useful compound for applications requiring its dissolution in specific solvent environments.
Overall, the unique structure and properties of DB18C6 enable a wide range of applications in coordination chemistry, supramolecular chemistry, ion sensing, catalysis, and high-temperature processes. Its ability to selectively interact with various molecules and metal ions makes it a valuable compound in several research and industrial fields.
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