18-crown-6

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Identification

Molecular formula
C12H24O6
CAS Number
17455-13-9
IUPAC Name
1,4,7,10,13,16-hexaoxacyclooctadecane
Molecular Weight
264.32g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.2300g/cm3
Synonyms
18-Crown-6
Interesting facts

Interesting Facts about 1,4,7,10,13,16-Hexaoxacyclooctadecane

1,4,7,10,13,16-Hexaoxacyclooctadecane, also known as crown ether, is a fascinating compound with unique properties and applications. This organic molecule is characterized by its cyclic structure which consists of multiple ether links, specifically containing six oxygen atoms evenly spaced around the ring.

Key Features

  • Host-Guest Chemistry: One of the most intriguing aspects of crown ethers, including hexacyclooctadecane, is their ability to selectively encapsulate cations, such as Na+, K+, and Li+. This property has paved the way for numerous applications in fields ranging from organic synthesis to analytical chemistry.
  • Complex Formation: When in solution, hexacyclooctadecane can form complexes with various cations. This ability to form stable complexes is attributed to its unique geometry, which allows effective coordination with the metal ions.
  • Applications: Beyond the laboratory, crown ethers are utilized in varied applications, including:
    • Extraction and separation processes in analytical chemistry.
    • As phase transfer catalysts in organic synthesis.
    • In sensor technology for detecting metal ions.

The discovery and subsequent study of crown ethers were significant milestones in supramolecular chemistry, leading to the Nobel Prize in Chemistry awarded to Jean-Marie Lehn, Donald J. Cram, and Randall Field Sijbesma in 1987. These molecules highlight the beauty of non-covalent interactions in molecular recognition.

Furthermore, the development of new crown ether derivatives continues to be an active area of research, enhancing their properties for specific applications like drug delivery and ion-selective electrodes. The ongoing exploration of hexacyclooctadecane and its derivatives promises exciting advancements in molecular chemistry.

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