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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:
Peso molecolare:
176.21
Beilstein:
1363064
Numero CE:
Numero MDL:
Codice UNSPSC:
12352005
ID PubChem:
NACRES:
NA.22

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Livello qualitativo

Saggio

98%

Stato

liquid

Indice di rifrazione

n20/D 1.463 (lit.)

P. ebollizione

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.[1][2][3]

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.[4]
  • As an additive in the preparation of triarylmethane derivatives by palladium-catalyzed cross coupling reaction of aryl bromides with diarylmethane derivatives.[5]
  • A phase transfer catalyst in organic synthesis.[6]

Pittogrammi

Skull and crossbones

Avvertenze

Danger

Indicazioni di pericolo

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)

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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.
Free inorganic, organic, and organometallic ions by treatment of their lithium salts with 12-crown-4
Power PP, et al.
Accounts of Chemical Research, 21(4), 147-153 (1988)
1, 4, 7, 10-Tetraoxacyclododecane (12-crown-4) as neutral carrier for lithium ion in lithium ion selective electrode
Gadzekpo VPY and Christian GD
Analytical Letters, 16(17-18), 1371-1380 (1983)

Questions

1–3 of 3 Questions  
  1. Regarding product 194905- 12-Crown-4. I received the product in liquid form, as mentioned. I want to know in which liquid the 12-Crown-4 is dissolved.Is it in any solvent or water?

    1 answer
    1. This compound is a neat or pure liquid with a melting point of 16 °C. The product has not been diluted in any solvent or buffer.

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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