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Wln: L50TJ 0-FE--0L50TJ

Base Information Edit
  • Chemical Name:Wln: L50TJ 0-FE--0L50TJ
  • CAS No.:102-54-5
  • Molecular Formula:C10H10Fe
  • Molecular Weight:186.036
  • Hs Code.: Oral rat LD50: 1320 mg/kg
  • NSC Number:44012,2033
  • Mol file:102-54-5.mol
Wln: L50TJ 0-FE--0L50TJ

Synonyms:Iron,4-cyclopentadien-1-yl)-;WLN: L50TJ 0-FE--0L50TJ;NSC2033;NSC44012;NSC-44012

Suppliers and Price of Wln: L50TJ 0-FE--0L50TJ
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Ferrocene 99+%
  • 25g
  • $ 159.00
  • TRC
  • Ferrocene
  • 50g
  • $ 85.00
  • TCI Chemical
  • Ferrocene >98.0%(GC)
  • 25g
  • $ 20.00
  • TCI Chemical
  • Ferrocene >98.0%(GC)
  • 100g
  • $ 32.00
  • TCI Chemical
  • Ferrocene >98.0%(GC)
  • 500g
  • $ 91.00
  • Strem Chemicals
  • Bis(cyclopentadienyl)iron, 99% (Ferrocene)
  • 500g
  • $ 107.00
  • Strem Chemicals
  • Bis(cyclopentadienyl)iron, 98% (Ferrocene)
  • 500g
  • $ 89.00
  • Strem Chemicals
  • Bis(cyclopentadienyl)iron, 99% (Ferrocene)
  • 100g
  • $ 36.00
  • Strem Chemicals
  • Bis(cyclopentadienyl)iron, 99% (Ferrocene)
  • 2kg
  • $ 333.00
  • Strem Chemicals
  • Bis(cyclopentadienyl)iron, 98% (Ferrocene)
  • 2kg
  • $ 268.00
Total 217 raw suppliers
Chemical Property of Wln: L50TJ 0-FE--0L50TJ Edit
Chemical Property:
  • Appearance/Colour:Orange crystalline solid or orange-yellow powder 
  • Vapor Pressure:0.03 mm Hg ( 40 °C) 
  • Melting Point:172-174 ºC 
  • Boiling Point:41.5 ºC at 760 mmHg 
  • Flash Point:100 ºC 
  • PSA:0.00000 
  • Density:1.107 g/cm3(0 ºC) 
  • LogP:2.63090 
  • Storage Temp.:Flammables area 
  • Sensitive.:Air & Moisture Sensitive 
  • Water Solubility.:practically insoluble 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:10
  • Rotatable Bond Count:0
  • Exact Mass:177.950586
  • Heavy Atom Count:11
  • Complexity:143
Purity/Quality:

>99%, 98% *data from raw suppliers

Ferrocene 99+% *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF,HarmfulXn,Dangerous
  • Hazard Codes:F,Xn,N 
  • Statements: 11-22-51/53-2017/11/22 
  • Safety Statements: 61-22-24/25 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:[CH-]1[C-]=[C-][C-]=[C-]1.[CH-]1[C-]=[C-][C-]=[C-]1.[Fe+2]
  • Uses Ferrocene can be used as the additives of rocket fuel, the antiknock agent of gasoline and the curing agent of rubber and silicone resin as well as the ultraviolet absorber. The Vinyl derivative of ferrocene can be subject to ethylenic polymerization to obtain the metal-containing polymers of carbon chain skeleton which can be used as the outer coating of spacecraft. It has been found early regarding the smoke abatement effect and combustion effect of ferrocene. No matter whether being supplied in solid fuel, liquid fuel or gas fuel, it can always exert this kind of effect and this effect is more significant especially for hydrocarbons with smoke upon burning. Supplement it into the gasoline has a very good anti-hunt effect. However, due to the deposition of the iron oxide in park plug which can negatively affect ignition, its application is limited, therefore, some people also apply de-iron mixture in order to reduce the deposition phenomenon of iron. Supplement of ferrocene to the kerosene or diesel oil, due to the absence of ignition device in the engine, will have fewer adverse effects on it. In addition to the smoke abatement and combustion facilitating effect in the combustion, it also has effect of promoting the conversion of carbon monoxide into carbon dioxide. In addition, it can improve the heat of combustion and increase power efficiency to achieve the effects of energy saving and air pollution reduction. Supplement of ferrocene to the boiler fuel oil can reduce tobacco production and nozzle deposition. Supplement of 0.1% ferrocene in diesel can remove smoke by 30-70%, save fuel by 10-14%, and increase the power by 10%. There are even many more reports regarding the application of ferrocene in solid fuel of rocket fuel. Moreover, there are even cases regarding supplying it in pulverized coal for smoke-reduction agent. Upon applying the polymer water as fuel, supplement of ferrocene can reduce the smoke by several times. It can also be used as the smoke-reducing additive. In addition to the above applications, ferrocene also has other applications. When used as iron fertilizer, it can facilitate the absorption of plants on iron and increase the iron content of crops. Moreover, its derivatives can be used as pesticides. Ferrocene also has a lot of applications in industry and organic synthesis. For example, its derivatives can be used as the antioxidant of rubber or polyethylene, the stabilizer of polyurea ester, the catalyst of isobutene spasm methylation, the decomposition catalyst of polymer peroxide, and for increasing the yield of para-chlorotoluene produced during the process of chlorination of toluene. In other areas, it can also be used as anti-load additive of lubricants as well as the promoting agent of abrasive materials. It can be used as catalyst and the antiknock additive of gasoline as well as energy-saving additives for combustion promotion and smoke removal; it can be applied to various kinds of fuels such as diesel, gasoline, heavy oil and coal. Supplement of 0.1% ferrocene into diesel can save fuel by 10-14%, increase the efficiency by 10-13%, and reduce the degree of smoke in exhaust by 30-80 ‰. In addition, addition of 0.3 ‰ to the heavy oil and addition of 0.2% ferrocene to coal can both decrease the fuel consumption rate while the degree of smoke is also reduced by 30%. Ferrocene is a kind of sandwich-containing metal compound. Ferrocene and its derivatives, because of their own characteristics such as hydrophobicity, bio-oxidability, aroma, stability, low resistance, biological activity, has a wide range of application such as catalyst, the antiknock additive of gasoline, high-temperature lubricant, the intermediates of high-temperature polymer and UV absorber. 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. In ultraviolet stabilizers and smoke depressants for polymers; to increase the burn rate of rocket propellants; to prevent erosion of space capsule shields; to improve the viscosity of lubricants; to catalyze polymerization reactions; to catalyze combustion; some derivatives used as hematinic agents Antiknock additive for gasoline; catalyst.
  • Production method It can be produced either by the heating reaction between iron powder and cyclopentadiene in nitrogen atmosphere of 300 ℃ or the reaction between anhydrous ferric chloride together with the sodium cyclopentadienyl in tetrahydrofuran. Alternatively, it can also produced by electrolytic synthesis method. Taking cyclopentadiene, ferrous chloride, and diethylamine as raw material for synthesis of ferrocene can operate according to the following protocol. Upon stirring, add anhydrous ferric chloride (FeCl3) in several times to the tetrahydrofuran solution; further add iron powder into it and have heating reflux for 4.5 h under the protection of nitrogen gas, resulting in ferrous chloride solution. Further remove tetrahydrofuran solvent by evaporation under reduced pressure to give nearly dry residue. Under ice-cooling condition, add the mixture of cyclopentadienyl and diethylamine and stir vigorously at room temperature for 6-8h; remove the excess amount of amine through evaporation under reduced pressure and extract the residue with petroleum ether under reflux. The extract is subject to immediate filtering; evaporate the solvent to obtain ferrocene crude product. Employ pentane or cyclohexane for recrystallization, or apply sublimation method for extract purified product with the yield of refined product being 73-84%.
  • Physical properties 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.
Technology Process of Wln: L50TJ 0-FE--0L50TJ

There total 741 articles about Wln: L50TJ 0-FE--0L50TJ which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
In tetrahydrofuran; mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;
DOI:10.1016/S0022-328X(00)86902-8
Guidance literature:
In tetrahydrofuran; byproducts: CH4, C2H6; He-atmosphere; addn. of 1 equiv. of Cp2FePF6 to soln. of aurate at -196°C, warming to room temp.;
DOI:10.1021/om990043s
Refernces Edit

Ortho-lithiation of free ferrocenyl alcohols: A new method for the synthesis of planar chiral ferrocene derivatives

10.1039/b807895e

The research focuses on the development of a new ortho-metalation method for free ferrocenyl alcohols, enabling the synthesis of planar chiral ferrocene derivatives with high yields and diastereoselectivities. The experiments involved the preparation of racemic ferrocenyl-ethanol through Friedel–Crafts acylation of ferrocene, followed by LiAlH4 reduction, and subsequent kinetic enzymatic resolution using Novozyme 435s to obtain enantiopure alcohol (S)-1. Various lithiation conditions were tested, with n-BuLi in Et2O at -20°C yielding the best results for the formation of 1,2-disubstituted ferrocenyl alcohol 3a with a 95:5 diastereomeric ratio and a 79% yield. The dilithiated intermediate (S,pR)-2 was then reacted with different electrophiles to synthesize a variety of planar chiral ferrocene derivatives, with yields generally good and diastereomeric ratios in the range of 95:5. Analyses used included HPLC, 1H-NMR spectroscopy, and NMR spectroscopy for determining diastereomeric ratios and yields.

Physical Organic Approach to Persistent, Cyclable, Low-Potential Electrolytes for Flow Battery Applications

10.1021/jacs.7b00147

The study presents a novel physical organic approach to designing persistent, cyclable, low-potential electrolytes for nonaqueous redox flow batteries (RFBs), which are crucial for grid-scale energy storage. The researchers address the challenge of developing electrolytes that can operate at low or high potentials with the necessary stability and cycling lifetimes. They report the identification of a new pyridinium-based anolyte that can undergo electrochemical charge-discharge cycling at a low potential of -1.21 V versus Fc/Fc+ with minimal capacity loss after 200 cycles. The study involves the use of physical organic tools to predict and target electrolytes with the desired properties, applying this approach to a test case of anolyte candidate 1+. Through a systematic workflow that includes synthesis, decomposition rate measurements, physical-organic parameter identification, mathematical modeling, and validation, the researchers demonstrate the development of anolytes with enhanced persistence and low redox potentials, showing the potential for improving the performance and lifespan of RFBs.

Light-driven open-close motion of chiral molecular scissors

10.1021/ja034994f

The research describes the development of "light-driven chiral molecular scissors," a molecular machinery that can perform open-close motions in response to light stimuli. The molecular scissors are composed of three essential components: handles, pivot, and blades. The pivot is made of ferrocene, chosen for its parallel, freely rotating cyclopentadienyl rings, and the handles are operated by azobenzene, which expands and contracts upon irradiation with UV and visible light, respectively. The molecular scissors were synthesized through a series of reactions starting from 1-aryl4-phenylcyclopenta-1,3-diene, involving steps like coupling with 3-ethynylaniline, hydrogenation, and oxidative coupling, yielding a mixture of trans and cis isomers. The researchers used circular dichroism (CD) spectroscopy and 1H NMR spectroscopy to analyze the motion of the剪刀. Upon UV irradiation, the trans-1 isomer converted to cis-1, causing changes in absorption and CD spectra, which were reversible with visible light irradiation. These spectral changes confirmed the reversible angular motion of the ferrocene unit, inducing the open-close motion of the blades.

High-triplet-energy tri-carbazole derivatives as host materials for efficient solution-processed blue phosphorescent devices

10.1039/c0jm03365k

The research focuses on the design and synthesis of novel carbazole-based host materials, BCC-36, BTCC-36, BCC-27, and BTCC-27, for efficient solution-processed blue phosphorescent organic light-emitting diodes (OLEDs). These compounds were synthesized through palladium-catalyzed aromatic C–N coupling reactions and characterized using 1H-NMR, 13C-NMR, mass spectrometry, and elemental analysis. The thermal properties were investigated using TGA and DSC, while electrochemical properties were studied via cyclic voltammetry with TBAPF6 as the supporting electrolyte and ferrocene as the internal standard. The photophysical properties were examined through absorption and photoluminescent spectra in CH2Cl2. The performance of these compounds as host materials in OLEDs was evaluated by fabricating devices with a configuration of ITO/PEDOT:PSS/Host:OXD-7(30 wt%):FIrpic(10 wt%)/TPBI/Cs2CO3/Al and measuring their current density–voltage–luminance characteristics and efficiency. The experiments demonstrated that these new host materials resulted in OLEDs with low turn-on voltages, high current efficiencies, and high external quantum efficiencies, attributed to their high triplet energy levels, appropriate HOMO energy levels, and excellent film-forming abilities.

Ferrocene-based nanoelectronics: Regioselective syntheses and electrochemical characterization of α-monothiol and α,ω- dithiol, phenylethynyl-conjugated, 2,5-diethynylpyridyl- And pyridinium-linked diferrocene frameworks having an end-to-end distance of ~4 nm

10.1021/om700807x

The study focuses on the regioselective syntheses and electrochemical characterization of ferrocene-based nanoelectronics, specifically targeting unsymmetric conjugated molecular frameworks containing diferrocene structures with mono- or dithioacetate end-groups for potential chemisorption onto Au(111) substrates. The chemicals used include 2,5-diethynylpyridyl- and 2,5-diethynylpyridinium-linked diferrocene frameworks, as well as 2,5-dimethoxyphenylethynyl-substituted ferrocene, which serves as an electron-withdrawing substituent affecting the Fe(II)/Fe(III) redox couple's potential. The purpose of these chemicals is to create molecular frameworks that can be integrated into metal lead/molecule/metal lead (LML) heterojunctions for nanoscale electronic devices, with the aim of understanding and improving electron transport through these junctions. The study provides detailed synthetic methods and electrochemical data to support the design and potential application of these molecular frameworks in molecular electronics.

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