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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:
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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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Effect of base-acid properties of the mixtures of water with methanol on the solution enthalpy of selected cyclic ethers in this mixture at 298.15 K.
Jozwiak M and Warczakowska A
Journal of Thermal Analysis and Calorimetry, 121(2), 765-770 (2015)
F. Vogtle et al.
Topics in Current Chemistry, 98 (1981)
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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