15-Crown-5

It is a cyclic pentamer of ethylene oxide that forms complex with various cations, including sodium (Na+)[2] and potassium (K+);[3] however, it is complementary to Na+ and thus has a higher selectivity for Na+ ions.

15-Crown-5 can be synthesized using a modified Williamson ether synthesis:[4] It also forms from the cyclic oligomerization of ethylene oxide in the presence of gaseous boron trifluoride.

First-row transition metal dications fit snugly inside the cavity of 15-crown-5.

The binding of transition metal cations results in multiple hydrogen-bonded interactions from both equatorial and axial aqua ligands, such that highly crystalline solid-state supramolecular polymers can be isolated.

Seven coordinate species are most common for transition metal complexes of 15-crown-5, with the crown ether occupying the equatorial plane, along with 2 axial aqua ligands.

Skeletal formula
Ball-and-stick model
NFPA 704 four-colored diamond Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazards (white): no code
The structure of the complex [Co(15-crown-5)(H 2 O) 2 ] 2+ .
Structure of [(H 7 O 3 )(15-crown-5) 2 ] + ion