1291-47-0

Basic information

• Product Name: 1,1'-DIMETHYLFERROCENE
• Synonyms: Dimethyl ferrocene;1,1'-DIMETHYLFERROCENE;BIS(METHYLCYCLOPENTADIENYL)IRON;1,1'-Dimethylferrocene,min.98%;1,1''-DIMETHYLFERROCENE, MIN. 98%;Einecs 215-067-3;1,1'-Dimethylferrocene ,97%;1,1'-Dimethylferrocene ,98%
• CAS NO: 1291-47-0
• Molecular Formula: C₁₂H₁₄Fe
• Molecular Weight: 214.08
• EINECS: 215-067-3
• Product Categories: Industrial/Fine Chemicals;Classes of Metal Compounds;Fe (Iron) Compounds;Ferrocenes;Metallocenes;Transition Metal Compounds;ALD Precursors
• Mol File: 1291-47-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 37-40 °C(lit.)
• Boiling Point: 70-80 °C(Press: 2 Torr)
• Flash Point: 226 °F
• Appearance: orange/crystal
• Density: 1.2349 g/cm3(Temp: 35 °C)
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Slightly soluble in methanol. Insoluble in water.
• Sensitive: air sensitive
• Stability: Stable. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: 1,1'-DIMETHYLFERROCENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-DIMETHYLFERROCENE(1291-47-0)
• EPA Substance Registry System: 1,1'-DIMETHYLFERROCENE(1291-47-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1291-47-0(Hazardous Substances Data)

Usage

Chemical Properties

solid

Uses

It is used as a combustion control additive in fuels, antiknock agent in gasoline, and for heat stabilization in greases and plastics. It is used as a catalyst for synthesis of ammonia, polymerization.

Upstream product

• 1271-48-3 1,1'-ferrocenyldicarboxaldehyde 
• 7681-82-5 sodium iodide 
• 109-97-7 pyrrole 
• 7439-89-6 iron 
• 13292-87-0 dimethylsulfide borane complex 
• 7697-45-2 sodium pyrrolide 
• 18308-16-2 bis(2,2':6',2''-terpyridine)cobalt(II) 
• 12156-05-7 1,2-diferrocenylethane 

Downstream Products

• 17632-84-7 Cr(II)(2,2'-bipyridine)3 
• 123264-20-0 [(η(5)-C5H4Me)2Fe][B(C6H5)4] 
• 1251825-86-1 (5,10,15-tris(3,5-bis(trifluoromethyl)phenyl)corrolato)manganese(III) 
• 1173294-15-9 5,10,15-tris(4-nitrophenyl)corrolatomanganese(III) 
• 262280-87-5 5,10,15-tris(pentafluorophenyl)corrolato-manganese(III) 
• 7722-84-1 dihydrogen peroxide 
• 14900-04-0 triiodide^(1-) 
• 45847-02-7 cumyl hydroperoxide anion 
• 105694-20-0 hydroxo(5,10,15,20-tetramesitylporphyrinato)manganese(III) 

Relevant articles and documents

Studies on polyhalides. 31 on 1,1′-dimethylferriciniumpolyiodides [(MeH4C5)2Fe]Ix with x = 3, 5: Preparation and crystal structures of a triiodide (diMeFc)I3 and a pentaiodide (diMeFc)I5

Dimethylferrocene (diMeFc) may be oxidized by iodine analogous to ferrocene (Fc) and decamethylferrocene (DMFc) to the dimethylferrocenium ion (diMeFc)+ and precipitated as crystalline solids dimethylferrocenium triiodide (diMeFc)I3, dimethylferrocenium pentaiodide (diMeFc)I5 and dimethylferrocenium heptaiodide (diMeFc)I7. The two compounds with higher iodine content are new. The first two compounds are characterized by X-ray diffraction methods on single crystals. The structures are built up from complex cations with ecliptic conformation and isolated triiodide ions or remarkably concatenated pentaiodide ions. Dimethylferrocenium triiodide C12H14FeI3 crystallizes triclinically in P1? with a = 743.3(2) pm, b = 796.8(2) pm, c = 1471.7(4) pm, α = 98.53(2)°, β = 97.30(2)°, γ = 109.50° and Z = 2. The already known simple crystal structure may now be described without disordered anions. Dimethylferrocenium pentaiodide C12H14FeI5 crystallizes orthorhombically in Pnna with a = 1807.7(6) pm, b = 1543.4(10) pm, c = 1413.0(11) pm and Z = 8. The crystal structure contains pentaiodide chains 1∞[I3- · ? I2] with alternating planar and helical regions.

Highly efficient reduction of ferrocenyl derivatives by borane

Borane, as a DMS or a THF complex, can efficiently reduce a large range of ferrocenyl derivatives (aldehydes, ketones, ethers, acetals, carboxylic acids, esters,...) if they bear at least one oxygen at a carbon at the α position. On the contrary, similar molecules, which contain nitrogen instead of oxygen, do not react with borane.

Solid-state mechanochemical synthesis of ferrocene

Solid-state mechanochemical reactions of iron(II) chloride with cyclopentadienides of alkaline metals or thallium, which lead to the formation of ferrocene, were studied. The dependence of the yield of the product on the parameters of mechanical loading f