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304026

Sigma-Aldrich

Natriumcyclopentadienylid

Sodium cyclopentadienylide

2.4 M in THF

Synonym(e):

Cyclopentadienylnatrium -Lösung

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100 ML
266,00 €
800 ML
2.030,00 €

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100 ML
266,00 €
800 ML
2.030,00 €

About This Item

Empirische Formel (Hill-System):
C5H5Na
CAS-Nummer:
Molekulargewicht:
88.08
Beilstein:
969542
MDL-Nummer:
UNSPSC-Code:
12161600
PubChem Substanz-ID:
NACRES:
NA.22

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Form

liquid

Qualitätsniveau

Eignung der Reaktion

reagent type: ligand

Konzentration

2.4 M in THF

Dichte

0.938 g/mL at 25 °C

SMILES String

[Na]C1C=CC=C1

InChI

1S/C5H5.Na/c1-2-4-5-3-1;/h1-5H;

InChIKey

PDTZVKVFAJGNRV-UHFFFAOYSA-N

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Anwendung

Useful reagent for the preparation of metallocenes[1][2] and cyclopentadienyl metal complexes.[3]
It can also be used in the synthesis of:
  • Ruthenocene and fullerene molecular hybrid, Ru(η5- C60Me5)( η5-C5H5) (bucky ruthenocene).[4]
  • Allyl-substituted cyclopentadiene by palladium-catalyzed allylic alkylation.[5]
  • Bis(cyclopentadienyl)zirconium dichloride which is used as a catalyst in the synthesis of bis(indolyl)methanes and alkylation of heteroaryls.[6]
  • Cp-cobaltacycles from diphenylphosphinoalkynes and CoCl(PPh3)3.[7]

Signalwort

Danger

Gefahreneinstufungen

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Zielorgane

Central nervous system, Respiratory system

Zusätzliche Gefahrenhinweise

Lagerklassenschlüssel

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flammpunkt (°F)

1.4 °F - closed cup

Flammpunkt (°C)

-17 °C - closed cup

Persönliche Schutzausrüstung

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


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Die Dokumentenbibliothek aufrufen

Synthesis and reactivity of bucky ruthenocene Ru(η5- C60Me5)( η5-C5H5).
Matsuo Y, et al.
Chemistry Letters (Jpn), 33(1), 68-69 (2003)
Journal of Organometallic Chemistry, 467, 75-75 (1994)
Journal of the Chemical Society. Chemical Communications, 2007-2007 (1994)
Bis (cyclopentadienyl) zirconium dichloride for alkylation of heteroaromatics and synthesis of bis (indolyl) methanes.
Kantam ML, et al.
Catalysis Letters, 98(2-3), 117-121 (2004)
Journal of Organometallic Chemistry, 691, 5831-5831 (2006)

Fragen

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

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

    1 Antwort
    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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