Ferrocen

Bis(eta-cyclopentadienyl) iron

HCID 7611CAS 102-54-5

Grundinformationen

Standard-SMILES
[Fe+2].c1cc[cH-]c1.c1cc[cH-]c1
InChIKey
KTWOOEGAPBSYNW-UHFFFAOYSA-N
Summenformel
C10H10Fe
Durchschnittliche Molmasse
186,03 g/mol
Monoisotopische Masse
186,013186

Namen und Bezeichner

Bevorzugter Name
Bis(eta-cyclopentadienyl) iron
IUPAC
bis(cyclopenta-1,3-diene);iron(2+)
Lokaler Name
Ferrocen
Englischer Name
Ferrocene
Summenformel
C10H10Fe
Molmasse
186.03

Namen und Synonyme

CCRIS 3195HSDB 2878EINECS 203-039-3UNII-U96PKG90JQAI3-23119FERROCENE [MI]FERROCENE [HSDB]EC 203-039-3SCHEMBL29681ferrous;cyclopenta-1,3-dieneBis(eta-cyclopentadienyl) ironFe(C5H5)2
Weitere Namen anzeigen
ermaotieFERROCENBIS(CYCLOPENTADIENYL)IRONBIS(CYCLOPENTADIEN)IRONcataneFerrotsenOxolan-3-olDICYCLOPENTADIENYLIRONIRON DICYCLOPENTADIENYLFERROCENE
DTXCID105326Bis( cyclopentadienyl)eisen(II)Tox21_202514NCGC00091936-01NCGC00260063-01CAS-102-54-5Q/TY.J08.19-2022NS00041498

Datenbank-Bezeichner

CAS
102-54-5
PubChem CID
7611
UNII
U96PKG90JQ

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
11

Physikochemische Eigenschaften

Schmelzpunkt
172 · 172-174 °C (lit.)
Siedepunkt
249 °C · 249 °C (lit.)
Dichte
1.49 · 1.490
Dampfdruck
0.03 mm · 0.03 mm Hg ( 40 °C)
Flammpunkt
100 °C · 100°C
storage temp.
30 °C · Store below +30°C.

Sicherheit und Regulatorisches

Sicherheitsdaten

OEB
B
OEL
TWA: 10 mg/m3 (total)
wgk
2
tsca
TSCA listed
ridadr
UN 1325 4.1/PG 2
hs_code
29310095

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenFerrocene is used as a catalyst for vulcanization, acceleration, and polymerization, as a chemical intermediate for polymeric compounds such as high temperature polymers, as an antiknock additive for gasoline, as a coating for missiles and satellites, and as a high-temperature lubricant.

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Ergänzende Hinweise · 1 Eintrag

Definitionferrocene: An orange-red crystallinesolid, Fe(C5H5)2; m.p. 173°C. Itcan be made by adding the ioniccompound Na+C5H5- (cyclopentadienylsodium, made from sodium andcyclopentadiene) to iron(III) chloride.In ferrocene, the two rings are parallel,with the iron ion sandwiched betweenthem (hence the namesandwich compound: see formula).The bonding is between pi orbitalson the rings and d-orbitals on theFe2+ ion. The compound can undergoelectrophilic substitution on theC5H5rings (they have some aromatic character).It can also be oxidized to theblue ion (C5H5)2Fe+. Ferrocene is the first of a class of similar complexescalled sandwich compounds. Its systematicname is di-π-cyclopentadienyliron(II).

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