12-Crown-4

Names

IUPAC name

1,4,7,10-tetraoxacyclododecane

Other names

12-crown-4, Lithium Ionophore V

Identifiers

CAS Number

294-93-9^Y

3D model (Jmol)

Interactive image
Interactive image

ChEBI

CHEBI:32399^Y

ChemSpider

8912^Y

ECHA InfoCard

100.005.488

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

Hazards

Flash point

113 °C (235 °F; 386 K)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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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.^[1]

References

↑ Caswell, Lyman R.; Savannunt, Diana S. (January 1988). "Temperature and solvent effects on the experimental dipole moments of three crown ethers". Journal of Heterocyclic Chemistry. 25 (1): 73–79. doi:10.1002/jhet.5570250111.

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

12-Crown-4

References

See also