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Sodium cyclopentadienylide

2.4 M in THF, liquid

Sodium cyclopentadienylide

Synonym(s):

Cyclopentadienylsodium solution

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100 ML
$317.00
800 ML
$2,410.00

About This Item

Empirical Formula (Hill Notation):
C5H5Na
CAS Number:
Molecular Weight:
88.08
Beilstein/REAXYS Number:
969542
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

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Product Name

Sodium cyclopentadienylide, 2.4 M in THF

form

liquid

Quality Level

reaction suitability

reagent type: ligand

concentration

2.4 M in THF

density

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;

InChI key

PDTZVKVFAJGNRV-UHFFFAOYSA-N

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This Item
80518368059291048
reaction suitability

reagent type: ligand

reaction suitability

-

reaction suitability

-

reaction suitability

-

form

liquid

form

liquid

form

liquid

form

liquid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

density

0.938 g/mL at 25 °C

density

1.295 g/mL at 20 °C

density

0.87 g/mL at 25 °C

density

1.42 g/mL at 25 °C

concentration

2.4 M in THF

concentration

8 M in H2O

concentration

0.6 M in toluene

concentration

0.95-1.10 M (by Na2S2O3, titration), 1.0 M in methylene chloride

Application

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

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Respiratory system

supp_hazards

Storage Class

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

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

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


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Questions

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  1. 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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  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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