Ferrocene CAS NO:102-54-5
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Ferrocene CAS NO:102-54-5

Views: 236     Author: Site Editor     Publish Time: 2023-01-02      Origin: Site

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Implementation standard: Q/TY·J08.19-2022

English name: Ferrocene

Chinese alias: dicyclopentadiene iron

CAS NO: 102-54-5

Physicochemical properties

1.0, physical and chemical properties:

1.1, molecular formula, chemical formula: C10H10Fe

1.2, molecular weight: 186.03

1.3. Current molecular formula: Fe(C5H5)2

1.4, ferrocene structure formula:

1.5, physical and chemical properties: orange needle crystal, boiling point 249℃, sublimation above 100 ℃, insoluble in water. It is stable in the air, has a strong ultraviolet absorption effect, and is relatively stable to heat.


Technical index

Project name           Third product           Second product                First product              Crystal type             Test method
Mass fraction, % (m/m)                 ≥98.5                  ≥98.5                    ≥98.5                 ≥98.5   Potentiometric titration
Melting point, ℃                                                                    170~174               170~174               capillarity
Free iron, ppm                 ≤ 300                  ≤ 200                    ≤ 100                  ≤ 100        Ultraviolet-visible                     spectrophotometry
Size, (80 mesh) subsieve, %                                                                         ≥87                     ---
            Sieving method
Appearance                                                                 Orange powder           Orange granules

Note: Crystal ferrocene has better solubility than powder ferrocene.

Ferrocene for action

1) Can be used to make synthetic ammonia catalyst, silicone resin and rubber curing agent.

2) Can be used as fuel energy saving smoke extinguishing agent, anti-violence agent. It is often used in various fuels, such as diesel, gasoline, heavy oil, coal and so on. Adding proportion of ferrocene: Adding 0.1% of ferrocene to automotive diesel can save 10-14% of fuel oil and reduce smoke in exhaust gas by 30-80%. Adding 0.03% of ferrocene in methanol can be matched into artificial liquefied gas with a combustion value of 3372-38656 kg-kg, while adding 0.3% of heavy oil and 0.2% of ferrocene in coal can reduce fuel consumption, and at the same time, the smoke is reduced by 30%. The main reason is that the iron from the decomposition of ferrocene is deposited on the surface of the spark plug, which enhances its thermal conductivity and makes the burning rate more adequate.

3) It can replace the toxic tetraethylene lead in gasoline as an antiriot agent to prepare high-grade unleaded gasoline to eliminate the pollution of the environment and the poison to the human body.

4) Used as radiation absorber, heat stabilizer, light stabilizer and smoke inhibitor. (Some derivatives of ferrocene can prevent the degradation of polyethylene to light, and are used in agricultural mulch films, which can be naturally degraded and broken in a certain period of time, without affecting farming and fertilization. In addition, it can also be used as a protective agent for polyethylene, polypropylene and polyester fibers to improve the thermal stability of plastics, rubber and fibers.

5) In the space industry can be used as rocket propellant burning rate catalyst.

6) Rubber or polyethylene antioxidant

7) Curing catalyst of polyester resin

8) Can be used to prepare organic silicone oil emulsion

Related applications:

The application of the product itself is not much, but a wide variety of derivatives can be synthesized by known methods, which greatly extends its application range.

1, medicine

Some of the ferrocene salts have anticancer activity, such as the ferrocene counterpart of tamoxifen, by the mechanism that tamoxifen can bind to estrogen and its cytotoxicity can kill cancer cells.

2, ligands

Chiral ferrophosphine ligands are used in reactions catalyzed by some transition elements. These reactions are used industrially to synthesize drugs and agricultural chemicals.

Diphenylphosphine ferrocene (dppf) is an important ligand in organic synthesis, and many coupling reactions are based on the formation of palladium complexes.

3, material science

The easy sublimation of this product can be used to deposit certain fullerenes or carbon nanotubes.

Vinylferrocene is formed by a Wittig reaction between aldehydes and phosphonium salts in the presence of sodium hydroxide. The compound polymerizes to produce a polymer similar to polystyrene, in which the phenyl group is replaced by the ferrocenyl group.


Safety statement

This product has low toxicity. Rat transoral LD50&gt 1320mg/kg; Mouse transoral LD50> 832mg/kg.

Product packaging

Woven bag (lined with plastic bag), each bag net weight 25kg.

Storage mode

This product is stored in a cool and ventilated place, strictly prohibited from heat and exposure, and stored separately from oxidants. The storage period is 24 months, and it can still be used after re-inspection.

Product transportation

Transportation: Do not invert during transportation, avoid violent collision, exposure, and cannot be mixed with strong oxidants.

The melting point of ferrocene is 173 ° C (sublimation begins at 100 ° C), the boiling point is 249 ° C, relatively low, belongs to the molecular crystal, the surface seems to be Fe2+ and 2 C5H5 - formed compounds, but the bonds formed are delocalized, filled complexes, the internal substance is very stable, its melting boiling point depends on the force between molecules.

Synthesis method:

Common methods: Using dimethyl inkstone as solvent, cyclopentadiene, ferrous chloride and potassium hydroxide as raw materials, one step reaction to obtain the crude product, and then extract and mix with petroleum ether to purify ferrocene.

Properties and stability of ferrocene

1. Avoid contact with oxidants.

2. The chemical properties of the reagent are stable, it does not decompose within 400 degrees, and heating decomposition above 400 degrees C releases spicy and irritating smoke. It is not sensitive to air and moisture, and is not easy to react with acids or bases, but is more sensitive to oxidants. In addition, inhalation or contact with the skin should be avoided, as prolonged exposure can cause liver damage.

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