304026

Sodium cyclopentadienylide

2.4 M in THF

• Synonym(s): Cyclopentadienylsodium solution
• Empirical Formula (Hill Notation): C₅H₅Na
• CAS Number: 4984-82-1
• Molecular Weight: 88.08
• Beilstein: 969542
• MDL number: MFCD00012161
• UNSPSC Code: 12161600
• PubChem Substance ID: 24858317
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 100
• 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

Description

Application

It can also be used in the synthesis of:

• Ruthenocene and fullerene molecular hybrid, Ru(η⁵- C₆₀Me₅)( η⁵-C₅H₅) (bucky ruthenocene).
• Allyl-substituted cyclopentadiene by palladium-catalyzed allylic alkylation.
• Bis(cyclopentadienyl)zirconium dichloride which is used as a catalyst in the synthesis of bis(indolyl)methanes and alkylation of heteroaryls.
• Cp-cobaltacycles from diphenylphosphinoalkynes and CoCl(PPh₃)₃.

Sodium cyclopentadienylide is a useful reagent for the preparation of metallocenes and cyclopentadienyl metal complexes.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H260,H314,H335,H336,H351
• Precautionary Statements: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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
• Supplementary Hazards: EUH018,EUH019
• Storage Class Code: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 3
• Flash Point(F): 1.4 °F - closed cup
• Flash Point(C): -17 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves