304026
Sodium cyclopentadienylide
2.4 M in THF, liquid
Synonym(s):
Cyclopentadienylsodium solution
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About This Item
Empirical Formula (Hill Notation):
C5H5Na
CAS Number:
Molecular Weight:
88.08
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
MDL number:
Beilstein/REAXYS Number:
969542
Product Name
Sodium cyclopentadienylide, 2.4 M in THF
form
liquid
Quality Segment
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
Application
Sodium cyclopentadienylide is a useful reagent for the preparation of metallocenes and cyclopentadienyl metal complexes.
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.
signalword
Danger
target_organs
Central nervous system, Respiratory system
Storage Class
4.3 - Hazardous materials which set free flammable gases upon contact with water
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
supp_hazards
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 1
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