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Benzo-Crown Ethers - Versatile Macrocyclic Hosts for Supramolecular Chemistry


Crown ethers are a class of macrocyclic compounds known for their exceptional ability to form stable complexes with cations through coordination with oxygen atoms in the ring. Benzo-18-crown-6 (CAS: 14098-24-9), Benzo-15-crown-5 (CAS: 14098-44-3), and Benzo-12-crown-4 (CAS: 14174-08-4) represent a series of benzo-substituted crown ethers with increasing cavity sizes and unique host-guest properties, widely utilized in supramolecular chemistry, analytical chemistry, and materials science.

Molecular Structure and Characteristics
Each benzo-crown ether contains a benzene ring fused to a cyclic ether, enhancing rigidity and π-conjugation, which improves selective binding of metal ions. The cavity size determines the selectivity for specific cations:
Benzo-12-crown-4: Smallest cavity, preferentially binds lithium ions (Li⁺).
Benzo-15-crown-5: Intermediate cavity size, ideal for sodium ions (Na⁺).
Benzo-18-crown-6: Largest cavity, exhibits high affinity toward potassium ions (K⁺) and larger cations.

The incorporation of the benzene ring not only increases chemical stability but also allows for potential π-π stacking interactions, which is advantageous for designing complex supramolecular architectures.

Applications in Research and Industry
1.Supramolecular and Coordination Chemistry: Benzo-crown ethers serve as selective ligands for metal ions, enabling the construction of host-guest systems, molecular recognition frameworks, and ion transport models.

2.Phase Transfer Catalysis: They act as phase transfer catalysts by solubilizing inorganic salts in organic media, facilitating nucleophilic substitution reactions and improving reaction efficiency.

3.Analytical Chemistry: Widely used for ion-selective electrodes, sensors, and separation techniques, exploiting their high selectivity toward specific cations.

4.Materials Science: Benzo-crown derivatives are integrated into functional polymers, supramolecular assemblies, and optical materials, leveraging their coordination abilities and rigidity for enhanced performance.

UCHEM Supply Advantages
UCHEM provides high-purity Benzo-18-crown-6, Benzo-15-crown-5, and Benzo-12-crown-4 with reliable stock and consistent quality. Each batch is tested to ensure chemical purity, reproducibility, and compatibility with both laboratory research and industrial applications.

Whether your work involves designing ion-selective systems, developing advanced materials, or exploring molecular recognition mechanisms, benzo-crown ethers from UCHEM provide the precision, selectivity, and reliability needed to accelerate research and innovation.

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Last Update : Oct 15, 2025 5:45 AM
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