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Merck

28125

18-Crown-6

greener alternative

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
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
329753052
EC Number:
241-473-5
Beilstein/REAXYS Number:
1619616
MDL number:
MFCD00005113
Assay:
≥99.0% (GC)
Form:
solid

Key Documents

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InChI key

XEZNGIUYQVAUSS-UHFFFAOYSA-N

InChI

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

SMILES string

O1CCOCCOCCOCCOCCOCC1

grade

purum

assay

≥99.0% (GC)

form

solid

Quality Level

100

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

38-41 °C, 42-45 °C (lit.)

functional group

ether

greener alternative category

Aligned

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8881
BCCM9051
BCCL2983
BCCL9040
BCCH8090

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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)
F. Vogtle et al.
Topics in Current Chemistry, 98 (1981)
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)
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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