12-Crown-4

12-Crown-4

Skeletal formula of 12-crown-4 Ball-and-stick model of the 12-Crown-4 molecule
Names
IUPAC name 1,4,7,10-tetraoxacyclododecane
Other names 12-crown-4, Lithium Ionophore V
Identifiers
CAS Number	294-93-9 Y
ChEBI	CHEBI:32399 Y
ChemSpider	8912 Y
Jmol 3D model	Interactive image Interactive image
InChI InChI=1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2 Y Key: XQQZRZQVBFHBHL-UHFFFAOYSA-N Y InChI=1/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2 Key: XQQZRZQVBFHBHL-UHFFFAOYAA
SMILES O1CCOCCOCCOCC1 C1COCCOCCOCCO1
Properties
Chemical formula	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
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

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. Its point group is S₄. The dipole moment of 12-crown-4 varies in different solvent and under different temperature. Under 25 °C, the dipole moment of 12-crown-4 was determined as 2.33 ± 0.03 D in cyclohexane and 2.46 ± 0.01 D in benzene.

References

• Sigma-Aldrich Handbook of Fine Chemicals, 2007, page 768.

See also

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