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Ferrocen

Ferrocene Struktur
102-54-5
CAS-Nr.
102-54-5
Bezeichnung:
Ferrocen
Englisch Name:
Ferrocene
Synonyma:
ermaotie;FERROCEN;catane;Oxolan-3-ol;DICYCLOPENTADIENYLIRON;BIS(CYCLOPENTADIEN)IRON;IRON DICYCLOPENTADIENYL;BIS(CYCLOPENTADIENYL)IRON;FERROCENE;Ferrotsen
CBNumber:
CB1414721
Summenformel:
C10H10Fe
Molgewicht:
186.03
MOL-Datei:
102-54-5.mol

Ferrocen Eigenschaften

Schmelzpunkt:
172-174 °C (lit.)
Siedepunkt:
249 °C (lit.)
Dichte
1.490
Dampfdruck
0.03 mm Hg ( 40 °C)
Flammpunkt:
100°C
storage temp. 
Store below +30°C.
L?slichkeit
insoluble in H2O; soluble in ethanol, ethyl ether,benzene, dilute HNO 3
Aggregatzustand
crystal
Farbe
orange
Wasserl?slichkeit
practically insoluble
Sensitive 
Air & Moisture Sensitive
Sublimation 
100 ºC
Merck 
14,4037
Expositionsgrenzwerte
ACGIH: TWA 10 mg/m3; TWA 1 mg/m3
OSHA: TWA 15 mg/m3; TWA 5 mg/m3
NIOSH: TWA 10 mg/m3; TWA 5 mg/m3; TWA 1 mg/m3
Stabilit?t:
Stable at room temperature. Incompatible with strong oxidizing agents. Highly flammable.
LogP
3.711 at 22℃
CAS Datenbank
102-54-5(CAS DataBase Reference)
NIST chemische Informationen
Ferrocene(102-54-5)
EPA chemische Informationen
Ferrocene (102-54-5)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher F,Xn,N
R-S?tze: 11-22-51/53-2017/11/22
S-S?tze: 61-22-24/25
RIDADR  UN 1325 4.1/PG 2
OEB B
OEL TWA: 10 mg/m3 (total)
WGK Germany  2
RTECS-Nr. LK0700000
Selbstentzündungstemperatur >150 °C
TSCA  Yes
HazardClass  4.1
PackingGroup  II
HS Code  29310095
Giftige Stoffe Daten 102-54-5(Hazardous Substances Data)
Toxizit?t LD50 orally in Rabbit: 1320 mg/kg LD50 dermal Rat > 3000 mg/kg
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H228 Entzündbarer Feststoff. Entzündbare Feststoffe Kategorie 1 Achtung
Warnung
GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210, P240,P241, P280, P370+P378
H373 Kann die Organe sch?digen bei l?ngerer oder wiederholter Exposition. Spezifische Zielorgan-Toxizit?t (wiederholte Exposition) Kategorie 2 Warnung P260, P314, P501
H410 Sehr giftig für Wasserorganismen mit langfristiger Wirkung. Langfristig (chronisch) gew?ssergef?hrdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P210 Von Hitze, hei?en Oberfl?chen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P273 Freisetzung in die Umwelt vermeiden.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

Ferrocen Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

ORANGEFARBENE KRISTALLE MIT CHARAKTERISTISCHEM GERUCH.

CHEMISCHE GEFAHREN

Beim Verbrennen Bildung von giftigen Rauchen. Reagiert sehr heftig mit Ammoniumperchlorat oder Tetranitromethan. Reagiert mit Quecksilber(II)nitrat.

ARBEITSPLATZGRENZWERTE

TLV: (als Eisen) 10 mg/m?(als TWA); (ACGIH 2005).
MAK nicht festgelegt (DFG 2005).

AUFNAHMEWEGE

Aufnahme in den K?rper durch Inhalation und durch Verschlucken.

INHALATIONSGEFAHREN

Verdampfung bei 20°C vernachl?ssigbar; eine gesundheitssch?dliche Partikelkonzentration in der Luft kann jedoch beim Dispergieren schnell erreicht werden.

WIRKUNGEN BEI KURZZEITEXPOSITION

WIRKUNGEN BEI KURZZEITEXPOSITION:
Reizt m?glicherweise mechanisch.

LECKAGE

Verschüttetes Material in Beh?ltern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Pers?nliche Schutzausrüstung: Atemschutzger?t, P1-Filter für inerte Partikel.

R-S?tze Betriebsanweisung:

R11:Leichtentzündlich.
R22:Gesundheitssch?dlich beim Verschlucken.
R51/53:Giftig für Wasserorganismen, kann in Gew?ssern l?ngerfristig sch?dliche Wirkungen haben.

S-S?tze Betriebsanweisung:

S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S22:Staub nicht einatmen.

Chemische Eigenschaften

Ferrocene, a metallocene, is a bright orange salt-like crystals from alcohol. Camphor odor.

Physikalische Eigenschaften

Orange crystals; camphor-like odor; melts at 172.5°C; vaporizes at 249°C; sublimes above 100°C; thermally stable above 500°C; insoluble in water; soluble in alcohol, ether and benzene; also soluble in dilute nitric acid and concentrated sulfuric acid forming a deep red solution that fluoresces.

Verwenden

Ferrocene 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.

Definition

ferrocene: 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).

Vorbereitung Methode

Ferrocene is produced from the reaction of cyclopentadiene with reduced iron in the presence of metal oxides. There is also a two-stage production process in which produced iron (II)oxide (stage 1) is reacted with cyclopentadiene.

synthetische

Dicyclopentadienyliron may be obtained in a single-step synthetic route by heating cyclopentadiene with iron or iron pentacarbonyl at 300°C:
2C5H5 + Fe → (C5H5)2Fe
Also, it can be prepared by the reaction of iron(II) chloride with cyclopentadiene in the presence of an alkyl amine or a similar base.
Another convenient method of preparing this π-complex of iron is a twostep process in which the first step involves preparation of cyclopentadienyl Grignard reagent, such as 2,4-cyclopentadienylmagnesium bromide C5H5MgBr which may then be combined with ferric chloride to yield dicyclopentadienyl iron:
3C5H5MgBr + FeCl3 → (C5H5)2Fe + 3MgBrCl
Another general method of preparation involves the reaction of cyclopentadiene with sodium metal or sodium hydride in tetrahydrofuran (THF). Addition of iron(II) chloride to this solution forms the complex dicyclopentadienyliron:
2C5H6 + 2Na → 2C5H5ˉ + 2Na+ + H2
In 3:2 molar ratio of cyclopentadiene to sodium cyclopentene is obtained along with cyclopentadienidide (C5H5ˉ ) anion:
3C5H6 + 2Na → 2C5H5¯ + 2Na+ + C5H8
FeCl2 + 2C5H6Na → (C5H5)2Fe + 2NaCl

Allgemeine Beschreibung

Orange crystalline solid or orange-yellow powder. Sublimes above 212°F. Camphor odor.

Air & Water Reaktionen

Sensitive to prolonged exposure to air and may be sensitive to light. Insoluble in water.

Reaktivit?t anzeigen

Ferrocene reacts violently with tetranitromethane. . Contact of tetranitromethane with Ferrocene under various conditions leads to violent explosion, [Trans. Met. Chem., 1979, 4, 207-208].

Hazard

Moderate fire risk. Evolves toxic products on decomposition and heating.

Health Hazard

Dicyclopentadienyl iron causes changes in blood parameters and hepatic cirrhosis.
The toxicological properties of dicyclopentadienyl iron have not been extensively investigated. However, it has been used as a preventive and therapeutic iron deficiency drug, and its utilization is listed as tolerable.

Brandgefahr

Flash point data for Ferrocene are not available. Ferrocene is probably combustible.

Sicherheitsprofil

Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Flammable; reacts violently with NH4ClO4. When heated to decomposition it emits acrid smoke and irritating fumes.

m?gliche Exposition

Used as additive in fuel oil; antiknock agent in gasoline fuel; used in making rubber, silicone resins, high-temperature polymers and lubricants; interme diate for high-temperature polymers; as a smoke suppres sant and catalyst

Carcinogenicity

Ferrocene was administered by intramuscular injection at a dose of 5175 mg/kg/2 years. By the criterion established by the Registry of Toxic Effects of Chemical Substances (RTECS), ferrocene was an equivocal tumorigenic agent and tumors were most evident at the site of multiple injections.

Versand/Shipping

UN1325 Flammable solids, organic, n.o.s., Hazard Class: 4.1; Labels: 4.1-Flammable solid.

l?uterung methode

Purify it by crystallisation from pentane or cyclohexane (also *C6H6 or MeOH can be used). It is moderately soluble in Et2O and sublimes readily above 100o. Crystallisation from EtOH gave material m 172.5-173o. [Wilkinson Org Synth Coll Vol IV 473 1963, Miller J Chem Soc 632 1952.] It has also been crystallised from methanol and sublimed in vacuo. [Saltiel et al. J Am Chem Soc 109 1209 1987, Beilstein 16 IV 1783.]

Inkompatibilit?ten

Violent reaction with ammonium per chlorate, tetranitromethane, mercury(II) nitrate. Incompa tible with oxidizers (chlorates, nitrates, peroxides, perman ganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
Peroxomonosulfuric acid. Decomposes @≧465 ℃.

Ferrocen Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Ferrocen Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 554)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
PANJIN BAFANG INDUSTIAL CO.,LTD
+undefined18525718838
xinaobf888@163.com China 1 58
Changyi Longchang Bio-Chemical Co., LTD
+8613256193735
info@longchangchemical.com China 988 58
Dalian Richfortune Chemicals Co., Ltd
0411-84820922 8613904096939
sales@richfortunechem.com China 304 57
SIMAGCHEM CORP
+86-13806087780
sale@simagchem.com China 17365 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 5857 58
airuikechemical co., ltd.
+86-18353166132 +86-18353166132
sales02@airuikechemical.com China 983 58
Shijiazhuang Jianxin Biotechnology Co., LTD
+undefined-86-1906231316-9 +undefined86-19062313169
liyingjian1997@gmail.com China 712 58
Xiamen Eagle Chemical Limited Corporation

yiyunchem@163.com China 5815 58
Hebei Weibang Biotechnology Co., Ltd
+8615350571055
Sibel@weibangbio.com China 6087 58
Hebei Fengjia New Material Co., Ltd
+86-0311-87836622 +86-17333973358
sales06@hbduling.cn China 8051 58

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