Preparation method of ferrocene and what is ferrocene cyane

It is obtained by heating iron powder and cyclopentadiene in a nitrogen atmosphere of 300, or by reacting anhydrous ferrous chloride and cyclopentadiene sodium in tetrahydrofuran, and can also be obtained by electrolytic synthesis, and ferrocene can be synthesized by cyclopentadiene, ferrous chloride and diethylamine as raw materials. Under stirring, anhydrous ferric chloride (FeCl3) was injected into tetrahydrofuran in stages, and then iron powder was added, heated and refluxed under nitrogen protection to obtain ferrous chloride solution. The solvent tetrahydrofuran is evaporated under reduced pressure to obtain a near-dry residue.

Under the cooling of the ice bath, the mixture of cyclopentadiene and diethylamine was added, and the excess amine was distilled under reduced pressure for 6-8h at room temperature, and the residue was extracted by reflux with petroleum ether. The extract is filtered while hot, and after the solvent is evaporated, the crude ferrocene product is obtained. Recrystallization with pentane or cyclohexane, or purity by sublimation method, is a refined product yield of 73-84%.

The preparation process of ferrocene is as follows. It is obtained by heating iron powder and cyclopentadiene in a nitrogen atmosphere at 300 degrees Celsius, or by reacting anhydrous ferrous chloride with cyclopentadiene sodium in tetrahydrofuran. It can also be synthesized by electrolysis, using cyclopentadiene, ferrous chloride and diethylamine as raw materials to synthesize ferrocene cyane.

The specific operation method is as follows: under stirring, anhydrous ferric chloride is injected into tetrahydrofuran in stages, and then iron powder is added, heated and refluxed under nitrogen protection to obtain ferrous chloride solution. The solvent tetrahydrofuran was evaporated under reduced pressure to obtain a near-dry residue.

Then under the cooling of the ice bath, the mixture of cyclopentadiene and diethylamine was added, and the excess amine was distilled at room temperature vigorously for 6-8h at room temperature, and the residue was extracted by petroleum ether reflux. The extract is filtered while hot, and after the solvent is evaporated, the crude ferrocene product is obtained.

Recrystallization with cyclopentane or cyclohexane, or purification by sublimation, is a refined product.

Answer: Ferrocene.

Synonyms: cyclopentacyne; Dicyclopentadienyl iron.

cas no：102-54-5

Molecular Formula: (C5H5)2Fe

Production Method: Electrolysis.

Properties: Ferrocene is an organic transition metal compound with aromatic properties. At room temperature, it is orange-yellow powder with camphor odor. The melting point is 172 degrees-174 degrees, the boiling point is 249 degrees, and more than 100 can be sublimated; Insoluble in water, soluble in benzene, ether, gasoline, diesel and other organic solvents.

It does not interact with acid, alkali and ultraviolet rays, and its chemical properties are stable and do not decompose within 400 degrees. Its molecules are polar, with high thermal stability, chemical stability and radiation resistance, and it has a wide range of applications in industry, agriculture, medicine, aerospace, energy conservation, environmental protection and other industries.

Key Performance Indicators:

Appearance: Orange powder.

Purity 99%.

Melting point 172 174

Free iron 200 ppm

Toluene insoluble

Uses: (1) Used as energy-saving smoke and combustion additives: can be used for various fuels, such as diesel, gasoline, heavy oil, coal, etc. The ferrocene added to vehicle diesel can save fuel oil by 10-14%, increase the rate by 10-13%, and reduce the smoke content in the exhaust gas by 30-80.

In addition, the addition of ferrocene in heavy oil and coal can reduce fuel consumption and reduce smoke by 30%.

2) Additives used for synthetic gasoline and artificial liquefied gas: ferrocene and related additives added to syngas oil can be prepared into various synthetic gasoline equivalent to 80; The ferrocene added to methanol can be prepared into artificial liquefied gas with a combustion value of 3372-38656 kj-kg; Adding ferrocene to the mixed solution of methanol and ethanol can be used to make a new high-efficiency civil fuel.

3) Used as gasoline antiknock agent: ferrocene can replace the toxic tetraethyl lead in gasoline as an antiknock agent to make high-grade unleaded gasoline to eliminate the pollution of fuel discharge to the environment and the toxicity to the human body. If ferrocene and tert-butyl acetate are added to gasoline, the octane number can be increased.

4) Ferrocene can be used as a polymerization catalyst, as well as a curing agent for silicone resin and rubber: some organisms of ferrocene can prevent the degradation of polyethylene to light, and are used in agricultural mulch film, which can be naturally degraded and cracked within a certain period of time, without affecting tillage and fertilization. In addition, ferrocene can also be used as a protective agent for polyamnesene, polypropylene and polyester fibers to improve the thermal stability of plastics, rubber and fibers.

5) In the space industry, ferrocene can be used as a combustion catalyst for rocket propellants.

6) In medicine, ferrocene can be used as a raw material for some antibacterial agents and blood tonics.

It is an orange-yellow crystal, organometallic compound, which is widely used in oil additives to replace tetraethyl lead.

Ferrocene, also known as dicyclopentadiene iron, cyclopentadiene iron, is an organometallic compound with the molecular formula Fe(C5H5)2. orange crystalline solid; has a camphor-like odor; Melting point, 100 sublimation, boiling point 249; It is diamagnetic, and the dipole moment is zero; Insoluble in water, 10% sodium hydroxide and hot concentrated hydrochloric acid, soluble in dilute nitric acid, concentrated sulfuric acid, benzene, ether, petroleum ether and tetrahydrofuran. Ferrocene is stable in the air, has a strong absorption of ultraviolet rays, is quite stable to heat, and can withstand 470 high temperature heating; It neither dissolves nor decomposes in boiling water, 10% boiling lye and concentrated hydrochloric acid boiling liquor.

Ferrocene is the most important metallocene complex and the earliest sandwich complex to be discovered, consisting of two cyclopentadiene rings bonded to iron atoms.

The structure of ferrocene is one iron atom between two parallel rings of cyclopentadiene. In the solid state, the two rings are staggered from each other to form a complete misconfiguration, and when the temperature increases, they rotate relative to each other around the vertical axis. Ferrocene is chemically stable, similar to aromatic compounds.

The ring energy of ferrocene can undergo electrophilic substitution reactions, such as mercury, alkylation, acylation, etc. It can be oxidized to [Cp2Fe]+, and the increase in the oxidation state of the iron atom causes the electrons of the cone (CP) to flow to the metal, hindering the electrophilic substitution reaction of the ring. Ferrocene is resistant to hydrogenation and does not react with maleic anhydride.

Ferrocene reacts with n-butyllithium to form monolithium ferrocene and dilithium ferrocene. The clast ring can interact with each other in the ferrocene molecule, and the blunting on one ring makes the other ring also have different degrees of bluntness, which is less than that in the benzene ring.

Ferrocene is prepared by heating iron powder with cyclopentadiene in a nitrogen atmosphere of 300 or by combining anhydrous ferrous chloride with sodium cyclopentadiene in tetrahydrofuran. Ferrocene can be used as rocket fuel additives, antiknock agents for gasoline, curing agents for rubber and silicone resins, and can also be used as ultraviolet absorbers. The vinyl derivatives of ferrocene can be polymerized by alkene bonds to obtain a metal-containing polymer with a carbon chain framework, which can be used as an outer coating for spacecraft.

Ferrocene is an orange-yellow needle-like crystal with a boiling point of 249 and 100 sublimation, insoluble in water. Tianyuan Aviation Materials Ferrocene is stable in the air, has a strong absorption of ultraviolet rays, and is relatively stable to heat.

1) Ferrocene can be used as an energy-saving smoke suppressant and anti-riot agent for fuel.

2) It can also be used to make synthetic ammonia catalyst and rubber curing agent.

3) It can replace the toxic tetravinyl lead in gasoline as an anti-riot agent to prepare high-grade unleaded gasoline.

4) Used as radiation absorber, heat stabilizer, light stabilizer and smoke inhibitor.

Orange needle-like crystals. Melting point, 100 sublimation, boiling point 249; Soluble in dilute nitric acid, concentrated sulfuric acid, benzene, ether, petroleum ether and tetrahydrofuran, it produces a dark red solution with blue fluorescence in dilute nitric acid and concentrated sulfuric acid.

Insoluble in water, 10% sodium hydroxide and hot concentrated hydrochloric acid, in the boiling liquid of these solvents, ferrocene is neither dissolved nor decomposed, can volatilize with water vapor, has a similar smell of camphor, is stable in the air, has a strong absorption of ultraviolet rays, is quite stable to heat, and can withstand 470 high temperature heating.

Chinese name: Ercene Iron.

Foreign name: ferrocene

Synonyms: Dicyclopentadiene iron.

Chemical formula: C10H10Fe

Molecular weight flash point: 100

Safety description: S22 S61

Linear molecular formula: Fe(C5H5)2

The reason why ferrocene is so stable is actually because of the chemical bond composition of ferrocene itself. We can find out why ferrocene is so stable in the chemical bonds formed by ferrocene cyane. The iron atoms in the center of Hongyuan New Material's honyanszcn ferrocene are actually in the form of close fit with the upper and lower rings.

And there is nothing in the molecule of ferrocene about free iron ions and cyane. This situation is very consistent with the effective atomic number law of chemical bonds formed by metallic substances. In this way, it is relatively stable.

And the formation of chemical bonds here refers to the combination of atoms into a more stable substance by pairs of electrons. This is the reason why the properties of ferrocene are very stable.