33003-U
18-Crown-6
pkg of 25 g
Synonym(s):
Hexaoxacyclooctadecane, 1,4,7,10,13,16-Hexaoxacyclooctadecane
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About This Item
Empirical Formula (Hill Notation):
C12H24O6
CAS Number:
Molecular Weight:
264.32
Beilstein/REAXYS Number:
1619616
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
description
Alkylation reagent
packaging
pkg of 25 g
mp
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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General description
18-Crown-6 is a crown ether. Crown ethers are large ring polyethers. These compounds are cyclic polymers of ethylene glycol, named in the form x-crown-y, where x denotes the total number of atoms in the ring and y is number of oxygens. Hence, 18-Crown-6 is basically the cyclic hexamer of ethylene glycol.[1]
Application
Achiral crown ether (18-Crown-6) may be used as the mobile phase in capillary electrochromatography, used for enantiomeric separation of 15 cationic compounds.[2]
Can be useful as phase-transfer catalysts.
Other Notes
Macrocyclic polyethers with repeating (-CH2CH2O) units. The compounds are ionophoric (form stable complexes with cations).
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Description
Pricing
signalword
Warning
hcodes
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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P S Kalsi
Organic Reactions Stereochemistry And Mechanism (Through Solved Problems), 56-56 (2007)
T Koide et al.
Journal of chromatography. A, 893(1), 177-187 (2000-10-24)
Enantiomeric separation by capillary electrochromatography with beta-cyclodextrin-bonded negatively charged polyacrylamide gels was examined. The columns used are capillaries filled with a negatively charged polyacrylamide gel, a so-called monolithic stationary phase, to which allyl carbamoylated beta-CD (AC-beta-CD) derivatives covalently bind. The
Corey N Stedwell et al.
The journal of physical chemistry. A, 117(6), 1181-1188 (2012-08-16)
We report infrared multiple photon dissociation (IRMPD) spectra for a series of crown-adducted, protonated amino acids, generated by electrospray ionization. The tight chelation of 18-crown-6 on the protonated NH(3)(+) moiety results in a considerable red shift of the NH(3)(+) stretch
Hiroaki Kotani et al.
Journal of the American Chemical Society, 133(29), 11092-11095 (2011-06-28)
Addition of potassium superoxide with 18-crown-6 ether (KO(2)(•-)-18-crown-6) to a toluene solution of an acridinium ion-linked porphyrin triad (Acr(+)-H(2)P-Acr(+)) resulted in a remarkable enhancement of the fluorescence intensity. Thus, Acr(+)-H(2)P-Acr(+) acts as an efficient fluorescence sensor for superoxide. Electron transfer
Shih-Wey Yeh et al.
Inorganic chemistry, 51(7), 4076-4087 (2012-03-13)
The reversible redox transformations [(NO)(2)Fe(S(t)Bu)(2)](-) ⇌ [Fe(μ-S(t)Bu)(NO)(2)](2)(2-) ⇌ [Fe(μ-S(t)Bu)(NO)(2)](2)(-) ⇌ [Fe(μ-S(t)Bu)(NO)(2)](2) and [cation][(NO)(2)Fe(SEt)(2)] ⇌ [cation](2)[(NO)(2)Fe(SEt)(2)] (cation = K(+)-18-crown-6 ether) are demonstrated. The countercation of the {Fe(NO)(2)}(9) dinitrosyliron complexes (DNICs) functions to control the formation of the {Fe(NO)(2)}(10){Fe(NO)(2)}(10) dianionic reduced Roussin's
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