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194905

Sigma-Aldrich

12-Crown-4

98%

Sinonimo/i:

1,4,7,10-Tetraoxacyclododecane

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About This Item

Formula empirica (notazione di Hill):
C8H16O4
Numero CAS:
294-93-9
Peso molecolare:
176.21
Beilstein:
1363064
Numero CE:
206-036-5
Numero MDL:
MFCD00005103
Codice UNSPSC:
12352005
ID PubChem:
24851661
NACRES:
NA.22

Livello qualitativo

100

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.463 (lit.)

P. eboll.

61-70 °C/0.5 mmHg (lit.)

Punto di fusione

16 °C (lit.)

Densità

1.089 g/mL at 25 °C (lit.)

Gruppo funzionale

ether

Stringa SMILE

C1COCCOCCOCCO1

InChI

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

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Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H330

Classi di pericolo

Acute Tox. 1 Inhalation

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCL2187
MKCL0309
MKCD8846
MKBV7773V
MKBS0785V

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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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