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194905

Sigma-Aldrich

12-Krone-4

98%

Synonym(e):

1,4,7,10-Tetraoxacyclododecan

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About This Item

Empirische Formel (Hill-System):
C8H16O4
CAS-Nummer:
294-93-9
Molekulargewicht:
176.21
Beilstein:
1363064
EG-Nummer:
206-036-5
MDL-Nummer:
MFCD00005103
UNSPSC-Code:
12352005
PubChem Substanz-ID:
24851661
NACRES:
NA.22

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.463 (lit.)

bp

61-70 °C/0.5 mmHg (lit.)

mp (Schmelzpunkt)

16 °C (lit.)

Dichte

1.089 g/mL at 25 °C (lit.)

SMILES String

C1COCCOCCOCCO1

InChI

1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2

InChIKey

XQQZRZQVBFHBHL-UHFFFAOYSA-N

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Allgemeine Beschreibung

12-Crown-4 is a crown ether generally used as a ligand in coordination chemistry. It is also known as lithium ionophore because of its strong chelating property specific to lithium cation.

Anwendung

12-Crown-4 can be used as:
  • A promoter in the synthesis of poly(diethylsiloxane) (PDES) from monomer hexaethylcyclotrisiloxane using NaOH as a catalyst via anionic ring-opening polymerization.
  • As an additive in the preparation of triarylmethane derivatives by palladium-catalyzed cross coupling reaction of aryl bromides with diarylmethane derivatives.
  • A phase transfer catalyst in organic synthesis.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H330

Gefahreneinstufungen

Acute Tox. 1 Inhalation

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

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Ana I Ojeda-Amador et al.
Dalton transactions (Cambridge, England : 2003), 46(19), 6392-6403 (2017-05-04)
The structural chemistry of eleven donor complexes of the important Brønsted base potassium 1,1,1,3,3,3-hexamethyldisilazide (KHMDS) has been studied. Depending on the donor, each complex adopted one of five general structural motifs. Specifically, in this study the donors employed were toluene
Preparation of poly (diethylsiloxane) with the NaOH/12-crown-4 catalyst
Hedden RC and Cohen C
Polymer, 41(18), 6975-6979 (2000)
Mazhar Ali Abbasi et al.
Sensors (Basel, Switzerland), 12(11), 15424-15437 (2012-12-04)
In this study honeycomb-like NiO nanostructures were grown on nickel foam by a simple hydrothermal growth method. The NiO nanostructures were characterized by field emission electron microscopy (FESEM), high resolution transmission electron microscopy (HRTEM) and X-ray diffraction (XRD) techniques. The
Zehra Edis et al.
Pathogens (Basel, Switzerland), 8(4) (2019-10-30)
Antimicrobial agents containing symmetrical triiodides complexes with halogen bonding may release free iodine molecules in a controlled manner. This happens due to interactions with the plasma membrane of microorganisms which lead to changes in the structure of the triiodide anion.
Multilayered ion-imprinted membranes with high selectivity towards Li+ based on the synergistic effect of 12-crown-4 and polyether sulfone
Lu J, et al.
Applied Surface Science, 427, 931-941 (2018)
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