Decamethyltitanocene Dichloride
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Decamethyltitanocene Dichloride
Decamethyltitanocene dichloride is an organotitanium compound with the formula Cp*2TiCl2 (where Cp* is C5(CH3)5, derived from pentamethylcyclopentadiene). It is a red solid that is soluble in nonpolar organic solvents. The complex has been the subject of extensive research. It is a precursor to many organotitanium complexes. The complex is related to titanocene dichloride, which lacks the methyl groups. Synthesis and reactions The complex is prepared by the reaction of titanium tetrachloride with LiCp*. An intermediate in this synthesis is (pentamethylcyclopentadienyl)titanium trichloride. Reduction of Cp*2TiCl2 in the presence of ethylene gives the adduct Cp*2Ti(C2H4). The analogous Cp compound has not been prepared, a contrast that highlights the advantages of the Cp* ligand. This pentamethylcyclopentadienyl (Cp*) species undergoes many reactions such as cycloadditions of alkynes.* The dicarbonyl complex Cp*2Ti(CO)2 is prepared by reduction of Cp*2TiCl2 in the presence ...
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Organotitanium Compound
Organotitanium chemistry is the science of organotitanium compounds describing their physical properties, synthesis, and reactions. Organotitanium compounds in organometallic chemistry contain carbon-titanium chemical bonds. They are reagents in organic chemistry and are involved in major industrial processes. Brief history Although the first attempt to prepare an organotitanium compound dates back to 1861, the first example was not reported until 1954. In that year titanocene dichloride was described by Wilkinson and Birmingham. Independently, titanium-based Ziegler–Natta catalysts were described leading to major commercial applications, for which the 1963 Nobel Prize in Chemistry was awarded. This technology underscored the technical significance of organotitanium chemistry. Properties The titanium electron configuration ( rd24s2) vaguely resembles that of carbon and like carbon, the +4 oxidation state dominates. Titanium is however a much larger element than carbon, reflected ...
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Pentamethylcyclopentadiene
1,2,3,4,5-Pentamethylcyclopentadiene is a cyclic diene with the formula C5Me5H (Me = CH3). 1,2,3,4,5-Pentamethylcyclopentadiene is the precursor to the ligand ''1,2,3,4,5-pentamethylcyclopentadienyl'', which is often denoted Cp* (C5Me5) and read as "C P star", the "star" signifying the five methyl groups radiating from the core of the ligand. In contrast to less-substituted cyclopentadiene derivatives, Cp*H is not prone to dimerization. Synthesis Pentamethylcyclopentadiene is commercially available. It was first prepared from tiglaldehyde via 2,3,4,5-tetramethylcyclopent-2-enone. Alternatively, 2-butenyllithium adds to ethyl acetate followed by acid-catalyzed dehydrocyclization: Organometallic derivatives Cp*H is a precursor to organometallic compounds containing the ligand, commonly called Cp*−. Some representative reactions leading to such Cp*–metal complexes follow: :Cp*H + C4H9Li → Cp*Li + C4H10 :Cp*Li + TiCl4 → Cp*TiCl3 + LiCl Some Cp* co ...
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Titanocene Dichloride
Titanocene dichloride is the organotitanium compound with the formula ( ''η''5-C5H5)2TiCl2, commonly abbreviated as Cp2TiCl2. This metallocene is a common reagent in organometallic and organic synthesis. It exists as a bright red solid that slowly hydrolyzes in air. It shows antitumour activity and was the first non-platinum complex to undergo clinical trials as a chemotherapy drug. Preparation and structure The standard preparations of Cp2TiCl2 start with titanium tetrachloride. The original synthesis by Wilkinson and Birmingham, using sodium cyclopentadienide, is still commonly used: :2 NaC5H5 + TiCl4 → (C5H5)2TiCl2 + 2 NaCl It can also be prepared by using freshly distilled cyclopentadiene rather than its sodium derivative: :2 C5H6 + TiCl4 → (C5H5)2TiCl2 + 2 HCl Focusing on the geometry of the Ti center, Cp2TiCl2 adopts a distorted tetrahedral geometry (counting Cp as a monodentate ligand). The Ti-Cl distance is 2.37 Å and the Cl-Ti-Cl angle is 9 ...
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Titanium Tetrachloride
Titanium tetrachloride is the inorganic compound with the formula . It is an important intermediate in the production of titanium metal and the pigment titanium dioxide. is a volatile liquid. Upon contact with humid air, it forms thick clouds of titanium dioxide () and hydrochloric acid, a reaction that was formerly exploited for use in smoke machines. It is sometimes referred to as "tickle" or "tickle 4" due to the phonetic resemblance of its molecular formula () to the word. Properties and structure is a dense, colourless distillable liquid, although crude samples may be yellow or even red-brown. It is one of the rare transition metal halides that is a liquid at room temperature, being another example. This property reflects the fact that molecules of weakly self-associate. Most metal chlorides are polymers, wherein the chloride atoms bridge between the metals. Its melting and boiling points are similar to those of . has a "closed" electronic shell, with the same numbe ...
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(Pentamethylcyclopentadienyl)titanium Trichloride
(Pentamethylcyclopentadienyl)titanium trichloride is an organotitanium compound with the formula Cp*TiCl3 (Cp* = C5(CH3)5). It is an orange solid. The compound adopts a piano stool geometry. An early synthesis involve the combination of lithium pentamethylcyclopentadienide and titanium tetrachloride. The compound is an intermediate in the synthesis of decamethyltitanocene dichloride. In the presence of organoaluminium compounds and other additives, it catalyzes the polymerization of alkenes. See also * (Cyclopentadienyl)titanium trichloride (Cyclopentadienyl)titanium trichloride is an organotitanium compound with the formula (CH)TiCl. It is a moisture sensitive orange solid. The compound adopts a piano stool geometry. Preparation and reactions (CH)TiCl is prepared by the reaction ... References {{DEFAULTSORT:Pentamethyclopentadienyl)titanium trichloride Chloro complexes Titanium compounds Half sandwich compounds ...
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Ethylene
Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon-carbon double bonds). Ethylene is widely used in the chemical industry, and its worldwide production (over 150 million tonnes in 2016) exceeds that of any other organic compound. Much of this production goes toward polyethylene, a widely used plastic containing polymer chains of ethylene units in various chain lengths. Ethylene is also an important natural plant hormone and is used in agriculture to force the ripening of fruits. The hydrate of ethylene is ethanol. Structure and properties This hydrocarbon has four hydrogen atoms bound to a pair of carbon atoms that are connected by a double bond. All six atoms that comprise ethylene are coplanar. The H-C-H angle is 117.4°, close to the 120° for ideal sp² hybridized carbon. The molecule is also relatively weak: rota ...
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Pentamethylcyclopentadienyl
1,2,3,4,5-Pentamethylcyclopentadiene is a cyclic diene with the formula C5Me5H (Me = CH3). 1,2,3,4,5-Pentamethylcyclopentadiene is the precursor to the ligand ''1,2,3,4,5-pentamethylcyclopentadienyl'', which is often denoted Cp* (C5Me5) and read as "C P star", the "star" signifying the five methyl groups radiating from the core of the ligand. In contrast to less-substituted cyclopentadiene derivatives, Cp*H is not prone to dimerization. Synthesis Pentamethylcyclopentadiene is commercially available. It was first prepared from tiglaldehyde via 2,3,4,5-tetramethylcyclopent-2-enone. Alternatively, 2-butenyllithium adds to ethyl acetate followed by acid-catalyzed dehydrocyclization: Organometallic derivatives Cp*H is a precursor to organometallic compounds containing the ligand, commonly called Cp*−. Some representative reactions leading to such Cp*–metal complexes follow: :Cp*H + C4H9Li → Cp*Li + C4H10 :Cp*Li + TiCl4 → Cp*TiCl3 + LiCl Some Cp* co ...
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Carbon Monoxide
Carbon monoxide (chemical formula CO) is a colorless, poisonous, odorless, tasteless, flammable gas that is slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the simplest molecule of the oxocarbon family. In coordination complexes the carbon monoxide ligand is called carbonyl. It is a key ingredient in many processes in industrial chemistry. The most common source of carbon monoxide is the partial combustion of carbon-containing compounds, when insufficient oxygen or heat is present to produce carbon dioxide. There are also numerous environmental and biological sources that generate and emit a significant amount of carbon monoxide. It is important in the production of many compounds, including drugs, fragrances, and fuels. Upon emission into the atmosphere, carbon monoxide affects several processes that contribute to climate change. Carbon monoxide has important biological roles across phylogenetic ...
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Metal Halides
Metal halides are compounds between metals and halogens. Some, such as sodium chloride are ionic, while others are covalently bonded. A few metal halides are discrete molecules, such as uranium hexafluoride, but most adopt polymeric structures, such as palladium chloride. File:NaCl polyhedra.png, Sodium chloride crystal structure File:Uranium-hexafluoride-unit-cell-3D-balls.png, Discrete UF6 molecules File:Alpha-palladium(II)-chloride-xtal-3D-balls.png, Infinite chains of one form of palladium chloride Preparation The halogens can all react with metals to form metal halides according to the following equation: :2M + nX2 → 2MXn where M is the metal, X is the halogen, and MXn is the metal halide. In practice, this type of reaction may be very exothermic, hence impractical as a preparative technique. Additionally, many transition metals can adopt multiple oxidation states, which complicates matters. As the halogens are strong oxidizers, direct combination of the elements usua ...
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