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Ferrocenium
Ferrocenium tetrafluoroborate is an organometallic compound with the formula e(C5H5)2F4. This salt is composed of the cation e(C5H5)2sup>+ and the tetrafluoroborate anion (). The related hexafluorophosphate is also a popular reagent with similar properties. The ferrocenium cation is often abbreviated Fc+ or Cp2Fe+. The salt is deep blue in color and paramagnetic. Ferrocenium salts are sometimes used as one-electron oxidizing agents, and the reduced product, ferrocene, is inert and readily separated from ionic products. The ferrocene–ferrocenium couple is often used as a reference in electrochemistry. The standard potential of ferrocene-ferrocenium is dependent on specific electrochemical conditions. Preparation Commercially available, this compound may be prepared by oxidizing ferrocene typically with ferric salts followed by addition of fluoroboric acid. A variety of other oxidants work well also, such as nitrosyl tetrafluoroborate. Many analogous ferrocenium salts ...
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Ferrocene
Ferrocene is an organometallic chemistry, organometallic compound with the formula . The molecule is a Cyclopentadienyl complex, complex consisting of two Cyclopentadienyl anion, cyclopentadienyl rings sandwiching a central iron atom. It is an orange solid with a camphor-like odor that Sublimation (phase transition), sublimes above room temperature, and is soluble in most organic solvents. It is remarkable for its stability: it is unaffected by air, water, strong bases, and can be heated to 400 °C without decomposition. In oxidizing conditions it can reversibly react with strong acids to form the ferrocenium cation . Ferrocene and the ferrocenium cation are sometimes abbreviated as Fc and respectively. The first reported synthesis of ferrocene was in 1951. Its unusual stability puzzled chemists, and required the development of new theory to explain its formation and bonding. The discovery of ferrocene and its many Structural analog, analogues, known as metallocenes, sparke ...
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Nitrosyl Tetrafluoroborate
Nitrosonium tetrafluoroborate, also called nitrosyl tetrafluoroborate, is a chemical compound with the chemical formula NOBF4. This colourless solid is used in organic synthesis as a nitrosating agent, diazotizing agent and a mild oxidant. NOBF4 is the nitrosonium salt of fluoroboric acid, and is composed of a nitrosonium cation, Osup>+, and a tetrafluoroborate anion, F4sup>−. Reactions The dominant property of NOBF4 is the oxidizing power and electrophilic character of the nitrosonium cation. It forms colored charge transfer complexes with hexamethylbenzene and with 18-crown-6. The latter, a deep yellow species, provides a means to dissolve NOBF4 in dichloromethane. Nitrosonium tetrafluoroborate may be used to prepare metal salts of the type II(CH3CN)''x''F4sub>2 (M = Cr, Mn, Fe, Co, Ni, Cu). The nitrosonium cation acts as the oxidizer, itself being reduced to nitric oxide gas: : With ferrocene the ferrocenium tetrafluoroborate is formed. In its infrared spectrum ...
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Hexafluorophosphate
Hexafluorophosphate is an fluoroanion, anion with chemical formula of . It is an Octahedral molecular geometry, octahedral species that imparts no color to its salts. is isoelectronic with sulfur hexafluoride, , and the Hexafluorosilicic acid, hexafluorosilicate dianion, , and fluoroantimonic acid, hexafluoroantimonate . In this anion, phosphorus has a Valence (chemistry), valence of 5. Being poorly nucleophile, nucleophilic, hexafluorophosphate is classified as a non-coordinating anion. Synthesis Hexafluorophosphate salts can be prepared by the reaction of phosphorus pentachloride and alkali or ammonium halide in a solution of hydrofluoric acid: : Hexafluorophosphoric acid can be prepared by direct reaction of hydrogen fluoride with phosphorus pentafluoride. It is a strong Brønsted–Lowry acid–base theory, Brønsted acid that is typically generated ''In situ#Chemistry and chemical engineering, in situ'' immediately before its use. : These reactions require specialized e ...
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Acetonitrile
Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not classed as organic). It is produced mainly as a byproduct of acrylonitrile manufacture. It is used as a polar aprotic solvent in organic synthesis and in the purification of butadiene. The skeleton is linear with a short distance of 1.16  Å. Acetonitrile was first prepared in 1847 by the French chemist Jean-Baptiste Dumas. Applications Acetonitrile is used mainly as a solvent in the purification of butadiene in refineries. Specifically, acetonitrile is fed into the top of a distillation column filled with hydrocarbons including butadiene, and as the acetonitrile falls down through the column, it absorbs the butadiene which is then sent from the bottom of the tower to a second separating tower. Heat is then employed in the separa ...
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Organometallic Compound
Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and sometimes broadened to include metalloids like boron, silicon, and selenium, as well. Aside from bonds to organyl fragments or molecules, bonds to 'inorganic' carbon, like carbon monoxide ( metal carbonyls), cyanide, or carbide, are generally considered to be organometallic as well. Some related compounds such as transition metal hydrides and metal phosphine complexes are often included in discussions of organometallic compounds, though strictly speaking, they are not necessarily organometallic. The related but distinct term " metalorganic compound" refers to metal-containing compounds lacking direct metal-carbon bonds but which contain organic ligands. Metal β-diketonates, alkoxides, dialkylamides, and metal phosphine complexes are r ...
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Tetrafluoroborate
Tetrafluoroborate is the anion . This tetrahedral species is isoelectronic with tetrafluoroberyllate (), tetrafluoromethane (CF4), and tetrafluoroammonium () and is valence isoelectronic with many stable and important species including the perchlorate anion, , which is used in similar ways in the laboratory. It arises by the reaction of fluoride salts with the Lewis acid BF3, treatment of tetrafluoroboric acid with base, or by treatment of boric acid with hydrofluoric acid. As an anion in inorganic and organic chemistry The popularization of has led to decreased use of in the laboratory as a weakly coordinating anion. With organic compounds, especially amine derivatives, forms potentially explosive derivatives. Disadvantages to include its slight sensitivity to hydrolysis and decomposition via loss of a fluoride ligand, whereas does not suffer from these problems. Safety considerations, however, overshadow this inconvenience. With a formula weight of 86.8, BF is also conv ...
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Anion
An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by convention. The net charge of an ion is not zero because its total number of electrons is unequal to its total number of protons. A cation is a positively charged ion with fewer electrons than protons (e.g. K+ ( potassium ion)) while an anion is a negatively charged ion with more electrons than protons (e.g. Cl− ( chloride ion) and OH− ( hydroxide ion)). Opposite electric charges are pulled towards one another by electrostatic force, so cations and anions attract each other and readily form ionic compounds. Ions consisting of only a single atom are termed ''monatomic ions'', ''atomic ions'' or ''simple ions'', while ions consisting of two or more atoms are termed polyatomic ions or ''molecular ions''. If only a + or − is present, it indi ...
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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 pink owing to traces of oxidized impurities. Preparation The first salt of cyclopentadienide to be reported was potassium cyclopentadienide, prepared by Johannes Thiele. In 1901 there was not much interest in the topic. Sodium cyclopentadienyl is prepared by treating cyclopentadiene with sodium: : The conversion can be conducted by heating a suspension of molten sodium in dicyclopentadiene.Tarun K. Panda, Michael T. Gamer, Peter W. Roesky "An Improved Synthesis of Sodium and Potassium Cyclopentadienide" Organometallics, 2003, 22, 877–878. In former times, the sodium was provided in the form of "sodium wire" or "sodium sand", a fine dispersion of sodium prepared by melting sodium in refluxing xylene and rapidly stirring. Sodium hydride ...
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Paramagnetic
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 atom ...
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Fluoroboric Acid
Fluoroboric acid or tetrafluoroboric acid (archaically, fluoboric acid) is an inorganic compound with the simplified chemical formula . Solvent-free tetrafluoroboric acid () has not been reported. The term "fluoroboric acid" usually refers to a range of compounds including hydronium tetrafluoroborate (), which are available as solutions. The ethyl ether solvate is also commercially available, where the fluoroboric acid can be represented by the formula , where ''n'' is 2. It is mainly produced as a precursor to other fluoroborate salts.Gregory K. Friestad, Bruce P. Branchaud "Tetrafluoroboric Acid" E-Eros Encyclopedia of Reagents for Organic Synthesis. It is a strong acid. Fluoroboric acid is corrosive and attacks the skin. It is available commercially as a solution in water and other solvents such as diethyl ether. It is a strong acid with a weakly coordinating, non-oxidizing conjugate base. It is structurally similar to perchloric acid, but lacks the hazards associated with ox ...
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X-ray Crystallography
X-ray crystallography is the experimental science of determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to Diffraction, diffract in specific directions. By measuring the angles and intensities of the X-ray diffraction, a crystallography, crystallographer can produce a three-dimensional picture of the density of electrons within the crystal and the positions of the atoms, as well as their chemical bonds, crystallographic disorder, and other information. X-ray crystallography has been fundamental in the development of many scientific fields. In its first decades of use, this method determined the size of atoms, the lengths and types of chemical bonds, and the atomic-scale differences between various materials, especially minerals and alloys. The method has also revealed the structure and function of many biological molecules, including vitamins, drugs, proteins and nucleic acids such as DNA. X-ray crystall ...
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