Chromocene
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Chromocene
Chromocene is the organochromium compound with the formula r(C5H5)2 Like structurally related metallocenes, chromocene readily sublimes in a vacuum and is soluble in non-polar organic solvents. It is more formally known as bis(η5-cyclopentadienyl)chromium(II). Synthesis Ernst Otto Fischer, who shared the 1973 Nobel Prize in Chemistry for work on sandwich compounds, first described the synthesis of chromocene. One simple method of preparation involves the reaction of chromium(II) chloride with sodium cyclopentadienide: :CrCl2 + 2 NaC5H5 → Cr(C5H5)2 + 2 NaCl Such syntheses are typically conducted in tetrahydrofuran. Decamethylchromocene, Cr 2, can be prepared analogously from LiC5(CH3)5. Chromocene can also be prepared from chromium(III) chloride in a redox process: :2 CrCl3 + 6 NaC5H5 → 2 Cr(C5H5)2 + C10H10 + 6 NaCl Structure and bonding The structure of chromocene has been verified by X-ray crystallography. The average Cr–C bond length is 215.1(13)  pm. Each m ...
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Organochromium Compounds
Organochromium chemistry is a branch of organometallic chemistry that deals with organic compounds containing a chromium to carbon bond and their reactions. The field is of some relevance to organic synthesis. The relevant oxidation states for organochromium complexes encompass the entire range of possible oxidation states from –4 (d10) in Na4 r–IV(CO)4to +6 (d0) in oxo-alkyl complexes like Cp*CrVI(=O)2Me. History The first organochromium compound was described in 1919 by Franz Hein. He treated phenylmagnesium bromide with chromium(III) chloride to give a new product (after hydrolysis) which he incorrectly identified as pentaphenyl chromium bromide (Ph5CrBr). Years later, in 1957 H.H. Zeiss et al. repeated Hein's experiments and correctly arrived at a cationic bisarene chromium sandwich compound (ArH2Cr+). Bis(benzene)chromium itself was discovered around the same time in 1956 by Ernst Otto Fischer by reaction of chromium(III) chloride, benzene and aluminum chloride. The relate ...
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Organochromium Compound
Organochromium chemistry is a branch of organometallic chemistry that deals with organic compounds containing a chromium to carbon bond and their reactions. The field is of some relevance to organic synthesis. The relevant oxidation states for organochromium complexes encompass the entire range of possible oxidation states from –4 (d10) in Na4[Cr–IV(CO)4] to +6 (d0) in oxo-alkyl complexes like Cp*CrVI(=O)2Me. History The first organochromium compound was described in 1919 by Franz Hein. He treated phenylmagnesium bromide with chromium(III) chloride to give a new product (after hydrolysis) which he incorrectly identified as pentaphenyl chromium bromide (Ph5CrBr). Years later, in 1957 H.H. Zeiss et al. repeated Hein's experiments and correctly arrived at a cationic bisarene chromium sandwich compound (ArH2Cr+). Bis(benzene)chromium itself was discovered around the same time in 1956 by Ernst Otto Fischer by reaction of chromium(III) chloride, benzene and aluminum chloride. The rela ...
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Metallocene
A metallocene is a compound typically consisting of two cyclopentadienyl anions (, abbreviated Cp) bound to a metallic element, metal center (M) in the oxidation state II, with the resulting general formula Closely related to the metallocenes are the metallocene derivatives, e.g. titanocene dichloride, vanadocene dichloride. Certain metallocenes and their derivatives exhibit catalysis, catalytic properties, although metallocenes are rarely used industrially. Cationic group 4 metallocene derivatives related to [Cp2ZrCH3]+ catalyze Ziegler–Natta catalyst, olefin polymerization. Some metallocenes consist of metal plus two cyclooctatetraenide anions (, abbreviated cot2−), namely the lanthanocenes and the actinocenes (uranocene and others). Metallocenes are a subset of a broader class of compounds called sandwich compounds. In the structure shown at right, the two pentagons are the cyclopentadienyl anions with circles inside them indicating they are aromaticity, aromatically st ...
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Ernst Otto Fischer
Ernst Otto Fischer (; 10 November 1918 – 23 July 2007) was a German chemist who won the Nobel Prize for pioneering work in the area of organometallic chemistry. Early life He was born in Solln, a borough of Munich. His parents were Karl T. Fischer, Professor of Physics at the Technical University of Munich (TU), and Valentine née Danzer. He graduated in 1937 with ''Abitur''. Before the completion of two years' compulsory military service, the Second World War broke out, and he served in Poland, France, and Russia. During a period of study leave, towards the end of 1941 he began to study chemistry at the Technical University of Munich. Following the end of the War, he was released by the Americans in the autumn of 1945 and resumed his studies. Training Fischer graduated from TUM in 1949. He then started his doctoral thesis as an assistant to Professor Walter Hieber in the Inorganic Chemistry Institute, His thesis was entitled "The Mechanisms of Carbon Monoxide Reactions of ...
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Sandwich Compound
In organometallic chemistry, a sandwich compound is a chemical compound featuring a metal bound by haptic, covalent bonds to two arene (ring) ligands. The arenes have the formula , substituted derivatives (for example ) and heterocyclic derivatives (for example ). Because the metal is usually situated between the two rings, it is said to be "sandwiched". A special class of sandwich complexes are the metallocenes. The term ''sandwich compound'' was introduced in organometallic nomenclature in 1956 in a report by J. D. Dunitz, L. E. Orgel and R. A. Rich, who confirmed the structure of ferrocene by X-ray crystallography. The correct structure, in which the molecule features an iron atom ''sandwiched'' between two parallel cyclopentadienyl rings, had been proposed several years previously by Robert Burns Woodward and, separately, by Ernst Otto Fischer. The structure helped explain puzzles about ferrocene's conformers. This result further demonstrated the power o ...
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Chromium(II) Acetate
Chromium(II) acetate hydrate, also known as chromous acetate, is the coordination compound with the formula Cr2(CH3CO2)4(H2O)2. This formula is commonly abbreviated Cr2(OAc)4(H2O)2. This red-coloured compound features a quadruple bond. The preparation of chromous acetate once was a standard test of the synthetic skills of students due to its sensitivity to air and the dramatic colour changes that accompany its oxidation. It exists as the dihydrate and the anhydrous forms. Cr2(OAc)4(H2O)2 is a reddish diamagnetic powder, although diamond-shaped tabular crystals can be grown. Consistent with the fact that it is nonionic, Cr2(OAc)4(H2O)2 exhibits poor solubility in water and methanol. Structure The Cr2(OAc)4(H2O)2 molecule contains two atoms of chromium, two ligated molecules of water, and four acetate bridging ligands. The coordination environment around each chromium atom consists of four oxygen atoms (one from each acetate ligand) in a square, one water molecule (in an axial p ...
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Cyclopentadiene
Cyclopentadiene is an organic compound with the chemical formula, formula C5H6.LeRoy H. Scharpen and Victor W. Laurie (1965): "Structure of cyclopentadiene". ''The Journal of Chemical Physics'', volume 43, issue 8, pages 2765-2766. It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp−. This colorless liquid has a strong and unpleasant odor. At room temperature, this cyclic diene dimer (chemistry), dimerizes over the course of hours to give dicyclopentadiene via a Diels–Alder reaction. This dimer can be retro-Diels–Alder reaction, restored by heating to give the monomer. The compound is mainly used for the production of cyclopentene and its derivatives. It is popularly used as a precursor to the cyclopentadienyl anion (Cp−), an important ligand in cyclopentadienyl complexes in organometallic chemistry. Production and reactions Cyclopentadiene production is usually not distinguished from dicyclopentadiene since they interconvert. They ...
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Anhydrous
A substance is anhydrous if it contains no water. Many processes in chemistry can be impeded by the presence of water; therefore, it is important that water-free reagents and techniques are used. In practice, however, it is very difficult to achieve perfect dryness; anhydrous compounds gradually absorb water from the atmosphere so they must be stored carefully. Solids Many salts and solids can be dried using heat, or under vacuum. Desiccators can also be used to store reagents in dry conditions. Common desiccants include phosphorus pentoxide and silica gel. Chemists may also require dry glassware for sensitive reactions. This can be achieved by drying glassware in an oven, by flame, or under vacuum. Dry solids can be produced by freeze-drying, which is also known as lyophilization. Liquids or solvents In many cases, the presence of water can prevent a reaction from happening, or cause undesirable products to form. To prevent this, anhydrous solvents must be used when performi ...
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Coplanarity
In geometry, a set of points in space are coplanar if there exists a geometric plane that contains them all. For example, three points are always coplanar, and if the points are distinct and non-collinear, the plane they determine is unique. However, a set of four or more distinct points will, in general, not lie in a single plane. Two lines in three-dimensional space are coplanar if there is a plane that includes them both. This occurs if the lines are parallel, or if they intersect each other. Two lines that are not coplanar are called skew lines. Distance geometry provides a solution technique for the problem of determining whether a set of points is coplanar, knowing only the distances between them. Properties in three dimensions In three-dimensional space, two linearly independent vectors with the same initial point determine a plane through that point. Their cross product is a normal vector to that plane, and any vector orthogonal to this cross product through the initial ...
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Cyclopentadienylchromium Tricarbonyl Dimer
Cyclopentadienylchromium tricarbonyl dimer is the organochromium compound with the formula Cp2Cr2(CO)6, where Cp is C5H5. A dark green crystalline solid. It is the subject of research it exists in measureable equilibrium quantities with the monometallic radical CpCr(CO)3. Structure and synthesis The six CO ligands are terminal, and the Cr-Cr bond distance is 3.281 Å, 0.06 Å longer than the related dimolybdenum compound. The compound is prepared by treatment of chromium hexacarbonyl with sodium cyclopentadienide Sodium cyclopentadienide is an organosodium compound with the formula C5H5Na. The compound is often abbreviated as NaCp, where Cp− is the cyclopentadienide anion. Sodium cyclopentadienide is a colorless solid, although samples often are p ... followed by oxidation of the resulting NaCr(CO)3(C5H5). Related compounds * Cyclopentadienylmolybdenum tricarbonyl dimer * Cyclopentadienyltungsten tricarbonyl dimer References {{chromium compounds Organochromium c ...
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Paramagnetism
Paramagnetism is a form of magnetism whereby some materials are weakly attracted by an externally applied magnetic field, and form internal, induced magnetic fields in the direction of the applied magnetic field. In contrast with this behavior, diamagnetic materials are repelled by magnetic fields and form induced magnetic fields in the direction opposite to that of the applied magnetic field. Paramagnetic materials include most chemical elements and some compounds; they have a relative magnetic permeability slightly greater than 1 (i.e., a small positive magnetic susceptibility) and hence are attracted to magnetic fields. The magnetic moment induced by the applied field is linear in the field strength and rather weak. It typically requires a sensitive analytical balance to detect the effect and modern measurements on paramagnetic materials are often conducted with a SQUID magnetometer. Paramagnetism is due to the presence of unpaired electrons in the material, so most atoms ...
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Wiley-VCH
Wiley-VCH is a German publisher owned by John Wiley & Sons. It was founded in 1921 as Verlag Chemie (meaning "Chemistry Press": VCH stands for ''Verlag Chemie'') by two German learned societies. Later, it was merged into the German Chemical Society (GDCh). In 1991, VCH acquired Akademie Verlag :''There also were unrelated publishing houses in Stuttgart and in (East-)Berlin, and there is the (JAVG).'' Akademie Verlag (AV) is a German scientific and academic publishing company, founded in 1946 in the Soviet-occupied eastern part .... It has been owned by John Wiley & Sons since 1996. The humanities section of Akademie Verlag and the Akademie brand were sold in 1997 to R. Oldenbourg Verlag, while VCH retained the natural sciences catalog. References External links * Wiley (publisher) Publishing companies of Germany Publishing companies established in 1921 Weinheim German companies established in 1921 {{publish-company-stub ...
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