Cyclopentadienyl sodium

Structural formula
General
Surname	Cyclopentadienyl sodium
other names	Sodium cyclopentadienylide Sodium cyclopentadienide
Molecular formula	C 5 H 5 Na
Brief description	white solid
External identifiers / databases
CAS number 4984-82-1 EC number 225-636-8 ECHA InfoCard 100.023.306 PubChem 78681 Wikidata Q2632721
properties
Molar mass	88.08 g mol −1
Physical state	firmly
density	0.938 g cm −3 (25 ° C)
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cyclopentadienyl sodium is a chemical compound from the group of cyclopentadienyls and is one of the sodium salts .

Extraction and presentation

Cyclopentadienyl sodium can be obtained by reacting cyclopentadiene with sodium or sodium hydride .

${\displaystyle \mathrm {2\ C_{5}H_{6}+2\ Na\longrightarrow 2\ NaC_{5}H_{5}+H_{2}} }$

${\displaystyle \mathrm {C_{5}H_{6}+NaH\longrightarrow NaC_{5}H_{5}+H_{2}} }$

properties

Cyclopentadienyl sodium is a white, very air- and hydrolysis-sensitive solid whose solutions in tetrahydrofuran are colorless in the absence of any impurities, in particular traces of oxygen and water, otherwise pink or red-violet. It reacts with water to form sodium hydroxide and cyclopentadiene.

use

Cyclopentadienyl sodium is used as a universal reagent for the synthesis of metallocenes and cyclopentadienyl metal complexes.

Individual evidence

1. ↑ ^{a b c} Data sheet Sodium cyclopentadienylide, 2.0 M in THF from Sigma-Aldrich , accessed on September 2, 2013 ( PDF ).
2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
3. ↑ ^{a b c} Georg Brauer (Ed.) U. a .: Handbook of Preparative Inorganic Chemistry. 3rd, revised edition. Volume III, Ferdinand Enke, Stuttgart 1981, ISBN 3-432-87823-0 , p. 1811.