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12-Crown-4

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12-Crown-4
Names
IUPAC name
1,4,7,10-tetraoxacyclododecane
Other names
12-crown-4, Lithium Ionophore V
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.488 Edit this at Wikidata
  • InChI=1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2 checkY
    Key: XQQZRZQVBFHBHL-UHFFFAOYSA-N checkY
  • InChI=1/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2
    Key: XQQZRZQVBFHBHL-UHFFFAOYAA
  • O1CCOCCOCCOCC1
  • C1COCCOCCOCCO1
Properties
C8H16O4
Molar mass 176.21
Density 1.089 g/mL at 25 deg C
Melting point 16 deg C
Boiling point 61-70 deg C/0.5 mm Hg
Hazards
Flash point 113 deg C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

12-crown-4, also called 1,4,7,10-tetraoxacyclododecane and Lithium Ionophore V, is a crown ether with the formula C8H16O4. It is a cyclic tetramer of ethylene oxide which is specific for the lithium cation:

Ball-and-stick model of the bis(12-crown-4)lithium cation

References

See also

  • Crown ether
  • Cyclen, a similar molecule with N atoms (aza groups) instead of O atoms (ethers)