Nickelocene
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Nickelocene
Nickelocene is the organonickel compound with the formula Ni( ''η''5-C5H5)2. Also known as bis(cyclopentadienyl)nickel or NiCp2, this bright green paramagnetic solid is of enduring academic interest, although it does not yet have any known practical applications. Structure and bonding Ni(C5H5)2 belongs to a group of organometallic compounds called metallocenes. Metallocenes usually adopt structures in which a metal ion is sandwiched between two parallel cyclopentadienyl (Cp) rings. In the solid-state, the molecule has D5d symmetry, wherein the two rings are staggered. The Ni center has a formal +2 charge, and the Cp rings are usually assigned as cyclopentadienyl anions (Cp−), related to cyclopentadiene by deprotonation. The structure is similar to ferrocene. In terms of its electronic structure, three pairs of d electrons on nickel are allocated to the three d orbitals involved in Ni–Cp bonding: d''xy'', d''x''2–''y''2, d''z''2. The two remaining d-electrons each res ...
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Organonickel Compound
Organonickel chemistry is a branch of organometallic chemistry that deals with organic compounds featuring nickel-carbon bonds. They are used as a catalyst, as a building block in organic chemistry and in chemical vapor deposition. Organonickel compounds are also short-lived intermediates in organic reactions. The first organonickel compound was nickel tetracarbonyl Ni(CO)4, reported in 1890 and quickly applied in the Mond process for nickel purification. Organonickel complexes are prominent in numerous industrial processes including carbonylations, hydrocyanation, and the Shell higher olefin process. Classes of compounds : Alkyl and aryl complexes A popular reagent is Ni(CH3)2(tetramethylethylenediamine). Many alkyl and aryl complexes are known with the formula NiR(X)L2. Examples include dppf)Ni(cinnamyl)Cl) ''trans''-(PCy2Ph)2Ni(''o''-tolyl)Cl, (dppf)Ni(''o''-tolyl)Cl, (TMEDA)Ni(''o''-tolyl)Cl, and (TMEDA)NiMe2. Nickel compounds of the type NiR2 also exist with just ...
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Organonickel Compounds
Organonickel chemistry is a branch of organometallic chemistry that deals with organic compounds featuring nickel-carbon bonds. They are used as a catalyst, as a building block in organic chemistry and in chemical vapor deposition. Organonickel compounds are also short-lived intermediates in organic reactions. The first organonickel compound was nickel tetracarbonyl Ni(CO)4, reported in 1890 and quickly applied in the Mond process for nickel purification. Organonickel complexes are prominent in numerous industrial processes including carbonylations, hydrocyanation, and the Shell higher olefin process. Classes of compounds : Alkyl and aryl complexes A popular reagent is Tetramethylethylenediamine(dimethyl)nickel(II), Ni(CH3)2(tetramethylethylenediamine). Many alkyl and aryl complexes are known with the formula NiR(X)L2. Examples include [(dppf)Ni(cinnamyl)Cl)], ''trans''-(PCy2Ph)2Ni(''o''-tolyl)Cl, (dppf)Ni(''o''-tolyl)Cl, (TMEDA)Ni(''o''-tolyl)Cl, and (TMEDA)NiMe2. Nickel co ...
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Nickel
Nickel is a chemical element with symbol Ni and atomic number 28. It is a silvery-white lustrous metal with a slight golden tinge. Nickel is a hard and ductile transition metal. Pure nickel is chemically reactive but large pieces are slow to react with air under standard conditions because a passivation layer of nickel oxide forms on the surface that prevents further corrosion. Even so, pure native nickel is found in Earth's crust only in tiny amounts, usually in ultramafic rocks, and in the interiors of larger nickel–iron meteorites that were not exposed to oxygen when outside Earth's atmosphere. Meteoric nickel is found in combination with iron, a reflection of the origin of those elements as major end products of supernova nucleosynthesis. An iron–nickel mixture is thought to compose Earth's outer and inner cores. Use of nickel (as natural meteoric nickel–iron alloy) has been traced as far back as 3500 BCE. Nickel was first isolated and classified a ...
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Cobaltocene
Cobaltocene, known also as bis(cyclopentadienyl)cobalt(II) or even "bis Cp cobalt", is an organocobalt compound with the formula Co(C5H5)2. It is a dark purple solid that sublimes readily slightly above room temperature. Cobaltocene was discovered shortly after ferrocene, the first metallocene. Due to the ease with which it reacts with oxygen, the compound must be handled and stored using air-free techniques. Synthesis Cobaltocene is prepared by the reaction of sodium cyclopentadienide (NaC5H5) with anhydrous cobalt(II) chloride in THF solution. Sodium chloride is cogenerated, and the organometallic product is usually purified by vacuum sublimation. Structure and bonding In Co(C5H5)2 the Co centre is "sandwiched" between two cyclopentadienyl (Cp) rings. The Co–C bond lengths are about 2.1 Å, slightly longer than the Fe–C bond in ferrocene. Co(C5H5)2 belongs to a group of organometallic compounds called metallocenes or sandwich compounds. Cobaltocene has 19 valence ...
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Cobaltocene
Cobaltocene, known also as bis(cyclopentadienyl)cobalt(II) or even "bis Cp cobalt", is an organocobalt compound with the formula Co(C5H5)2. It is a dark purple solid that sublimes readily slightly above room temperature. Cobaltocene was discovered shortly after ferrocene, the first metallocene. Due to the ease with which it reacts with oxygen, the compound must be handled and stored using air-free techniques. Synthesis Cobaltocene is prepared by the reaction of sodium cyclopentadienide (NaC5H5) with anhydrous cobalt(II) chloride in THF solution. Sodium chloride is cogenerated, and the organometallic product is usually purified by vacuum sublimation. Structure and bonding In Co(C5H5)2 the Co centre is "sandwiched" between two cyclopentadienyl (Cp) rings. The Co–C bond lengths are about 2.1 Å, slightly longer than the Fe–C bond in ferrocene. Co(C5H5)2 belongs to a group of organometallic compounds called metallocenes or sandwich compounds. Cobaltocene has 19 valence ...
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International Union Of Pure And Applied Chemistry
The International Union of Pure and Applied Chemistry (IUPAC ) is an international federation of National Adhering Organizations working for the advancement of the chemical sciences, especially by developing nomenclature and terminology. It is a member of the International Science Council (ISC). IUPAC is registered in Zürich, Switzerland, and the administrative office, known as the "IUPAC Secretariat", is in Research Triangle Park, North Carolina, United States. This administrative office is headed by IUPAC's executive director, currently Lynn Soby. IUPAC was established in 1919 as the successor of the International Congress of Applied Chemistry for the advancement of chemistry. Its members, the National Adhering Organizations, can be national chemistry societies, national academies of sciences, or other bodies representing chemists. There are fifty-four National Adhering Organizations and three Associate National Adhering Organizations. IUPAC's Inter-divisional Committee ...
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Metallocenes
A metallocene is a compound typically consisting of two cyclopentadienyl anions (, abbreviated Cp) bound to a 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 catalytic properties, although metallocenes are rarely used industrially. Cationic group 4 metallocene derivatives related to p2ZrCH3sup>+ catalyze 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 aromatically stabilized. Here they are shown in a staggered conformation. Hist ...
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Cyclopentadienyl Nickel Nitrosyl
Cyclopentadienyl nickel nitrosyl is a highly toxic organonickel chemical. In its pure form, it is a diamagnetic, volatile, relatively air-stable liquid with a blood-red color. It has been reported to be the simplest mono- cyclopentadienyl metal complex. The chemical was discovered in 1954 by a team at The International Nickel Company. The molecular formula is ( C5 H5) Ni N O. It can be prepared by treating nickelocene with nitric acid. It is extremely toxic (T+), and is considered to be one of the most poisonous Organometallic chemistry, organometallic chemicals ever developed. Its toxicity is said to be comparable to nickel tetracarbonyl. Due to its high toxicity, cyclopentadienyl nickel nitrosyl has very limited usage. It was patented as a fuel additive and anti-caking agent, but it was never used for these purposes due to the health hazards it posed. In the past, it was also studied for its spectroscopic qualities, and saw limited use as a catalyst in organic chemical reactions ...
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Nitric Acid
Nitric acid is the inorganic compound with the formula . It is a highly corrosive mineral acid. The compound is colorless, but older samples tend to be yellow cast due to decomposition into oxides of nitrogen. Most commercially available nitric acid has a concentration of 68% in water. When the solution contains more than 86% , it is referred to as ''fuming nitric acid''. Depending on the amount of nitrogen dioxide present, fuming nitric acid is further characterized as red fuming nitric acid at concentrations above 86%, or white fuming nitric acid at concentrations above 95%. Nitric acid is the primary reagent used for nitration – the addition of a nitro group, typically to an organic molecule. While some resulting nitro compounds are shock- and thermally-sensitive explosives, a few are stable enough to be used in munitions and demolition, while others are still more stable and used as pigments in inks and dyes. Nitric acid is also commonly used as a strong oxidizing age ...
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Diphenylphosphine
Diphenylphosphine, also known as diphenylphosphane, is an organophosphorus compound with the formula (C6H5)2PH. This foul-smelling, colorless liquid is easily oxidized in air. It is a precursor to organophosphorus ligands for use as catalysts. Synthesis Diphenylphosphine can be prepared from triphenylphosphine by reduction to lithium diphenylphosphide, which can be protonated to give the title compound: :PPh3 + 2 Li → LiPPh2 + LiPh :LiPPh2 + H2O → Ph2PH + LiOH Uses and reactions In the laboratory, diphenylphosphine is a common intermediate. It can be deprotonated to give diphenylphosphide derivatives: :Ph2PH + nBuLi → Ph2PLi + nBuH The preparation of phosphine ligands, Wittig-Horner reagents, and phosphonium salts are commonly accomplished by alkylating diphenylphosphine. The hydrogen atom connected to phosphorus undergoes Michael-like addition to activated alkenes, providing products with which to produce phosphine ligands such as 1,2-bis(diphenylphosphino)ethane (Ph2PC2H4 ...
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Phosphorus Trifluoride
Phosphorus trifluoride (formula P F3), is a colorless and odorless gas. It is highly toxic and reacts slowly with water. Its main use is as a ligand in metal complexes. As a ligand, it parallels carbon monoxide in metal carbonyls, and indeed its toxicity is due to its binding with the iron in blood hemoglobin in a similar way to carbon monoxide. Physical properties Phosphorus trifluoride has an F−P−F bond angle of approximately 96.3°. Gaseous PF3 has a standard enthalpy of formation of −945 kJ/mol (−226 kcal/ mol). The phosphorus atom has a nuclear magnetic resonance chemical shift of 97 ppm (downfield of H3PO4). Properties Phosphorus trifluoride hydrolyzes especially at high pH, but it is less hydrolytically sensitive than phosphorus trichloride. It does not attack glass except at high temperatures, and anhydrous potassium hydroxide may be used to dry it with little loss. With hot metals, phosphides and fluorides are formed. With Lewis bases such ...
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