디시클로펜타디에닐 철

디시클로펜타디에닐 철
디시클로펜타디에닐 철 구조식 이미지
카스 번호:
디시클로펜타디에닐 철
포뮬러 무게:
MOL 파일:
MSDS 파일:

디시클로펜타디에닐 철 속성

172-174 °C (lit.)
끓는 점
249 °C (lit.)
0.03 mm Hg ( 40 °C)
저장 조건
Store below +30°C.
insoluble in H2O; soluble in ethanol, ethyl ether,benzene, dilute HNO 3
물리적 상태
수정 같은
오렌지 레드
실질적으로 불용성
Air & Moisture Sensitive
100 ºC
노출 한도
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
실온에서 안정함. 강한 산화제와 호환되지 않습니다. 가연성이 높습니다.
3.711 at 22℃
CAS 데이터베이스
102-54-5(CAS DataBase Reference)
Ferrocene (102-54-5)
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,Xn,N
위험 카페고리 넘버 11-22-51/53-2017/11/22
안전지침서 61-22-24/25
유엔번호(UN No.) UN 1325 4.1/PG 2
WGK 독일 2
RTECS 번호 LK0700000
자연 발화 온도 >150 °C
위험 등급 4.1
포장분류 II
HS 번호 29310095
유해 물질 데이터 102-54-5(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 1320 mg/kg LD50 dermal Rat > 3000 mg/kg
기존화학 물질 99-3-1231
그림문자(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H228 인화성 고체 인화성 고체 구분 1
구분 2
GHS hazard pictograms P210, P240,P241, P280, P370+P378
H373 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킬 수 있음 특정 표적장기 독성 - 반복 노출 구분 2 경고 P260, P314, P501
H410 장기적 영향에 의해 수생생물에 매우 유독함 수생 환경유해성 물질 - 만성 구분 1 경고 GHS hazard pictograms P273, P391, P501
P202 모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P273 환경으로 배출하지 마시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P308+P313 노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.
NFPA 704
2 0

디시클로펜타디에닐 철 MSDS


디시클로펜타디에닐 철 C화학적 특성, 용도, 생산

화학적 성질

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

물리적 성질

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.


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.

생산 방법

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.


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).

제조 방법

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

일반 설명

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

공기와 물의 반응

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

반응 프로필

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


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


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.


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

Safety Profile

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.

잠재적 노출

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


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.

운송 방법

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

Purification Methods

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.]

비 호환성

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 ℃.

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