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28125

Sigma-Aldrich

18-Crown-6

purum, ≥99.0% (GC)

Synonym(s):

18C6, 1,4,7,10,13,16-Hexaoxacyclooctadecane

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About This Item

Empirical Formula (Hill Notation):
C12H24O6
CAS Number:
17455-13-9
Molecular Weight:
264.32
Beilstein/REAXYS Number:
1619616
EC Number:
241-473-5
MDL number:
MFCD00005113
UNSPSC Code:
12352005
PubChem Substance ID:
329753052
NACRES:
NA.22

grade

purum

Quality Level

100

assay

≥99.0% (GC)

form

solid

mp

38-41 °C
42-45 °C (lit.)

SMILES string

O1CCOCCOCCOCCOCCOCC1

InChI

1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2

InChI key

XEZNGIUYQVAUSS-UHFFFAOYSA-N

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Application

18-Crown-6 can be used as a model for crown ethers to study the effect of acid-base properties of mixed solvent on their solution enthalpy.It is generally used as a phase transfer catalyst and a complexing agent. It specifically binds to potassium ion, ammonium or protonated alkyl amines to form complexes.
Can be useful as phase-transfer catalysts.

Other Notes

Macrocyclic polyethers with repeating (-CH2CH2O) units. The compounds are ionophoric (form stable complexes with cations).
Phase transfer catalyst, complexing-agent

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Description
Pricing

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Benzimidazole

F. Vogtle et al.
Topics in Current Chemistry, 98 (1981)
Lower rim calix (4) arene ketone derivatives and their interaction with alkali metal cations. Structural and thermodynamic (solution and complexation) characterisation of the tetraphenyl ketone derivative and its sodium complex.
de Namor AFD, et al.
Physical Chemistry Chemical Physics, 3(18), 4010-4021 (2001)
Counter cation-controlled air oxidation of manganese derivatives of tetrachlorocatechol.
Ruiz R, et al.
Inorganic Chemistry Communications, 3(2), 76-79 (2000)
Separation of transition metal cations by capillary electrophoresis optimization of complexing agent concentrations (lactic acid and 18-crown-6).
Francois C, et al.
Journal of Chromatography A, 717(1-2), 393-408 (1995)
Chiral separations by host-guest complexation with cyclodextrin and crown ether in capillary zone electrophoresis.
Kuhn R, et al.
Chromatographia, 33(1-2), 32-36 (1992)
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