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Methonium
In chemistry, methanium is a complex positive ion with formula []+, namely a molecule with one carbon atom covalent bond, bonded to three hydrogen atoms and one hydrogen molecule, bearing a +1 electric charge. It is a superacid and one of the onium ions, indeed the simplest carbonium ion. It is highly unstable and highly reactive even upon having a complete octet, thus granting its superacidic properties. Methanium can be produced in the laboratory as a rarefied gas or as a dilute species in superacids. It was prepared for the first time in 1950 and published in 1952 by Victor Talrose and his assistant Anna Konstantinovna Lyubimova. It occurs as an intermediate species in chemical reactions. The methanium ion is named after methane (), by analogy with the derivation of ammonium ion () from ammonia (). Structure Fluxional methanium can be visualised as a carbenium ion with a molecule of hydrogen interacting with the empty orbital in a 3-center-2-electron bond. The bonding ...
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Methane
Methane ( , ) is a chemical compound with the chemical formula (one carbon atom bonded to four hydrogen atoms). It is a group-14 hydride, the simplest alkane, and the main constituent of natural gas. The relative abundance of methane on Earth makes it an economically attractive fuel, although capturing and storing it poses technical challenges due to its gaseous state under normal conditions for temperature and pressure. Naturally occurring methane is found both below ground and under the seafloor and is formed by both geological and biological processes. The largest reservoir of methane is under the seafloor in the form of methane clathrates. When methane reaches the surface and the atmosphere, it is known as atmospheric methane. The Earth's atmospheric methane concentration has increased by about 150% since 1750, and it accounts for 20% of the total radiative forcing from all of the long-lived and globally mixed greenhouse gases. It has also been detected on other plane ...
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Carbenium Ion
A carbenium ion is a positive ion with the structure RR′R″C+, that is, a chemical species with a trivalent carbon that bears a +1 formal charge. In older literature the name carbonium ion was used for this class, but now it refers exclusively to another family of carbocations, the carbonium ions, where the charged carbon is pentavalent. The current definitions were proposed by the chemist George Andrew Olah in 1972, and are now widely accepted. Carbenium ions are generally highly reactive due to having an incomplete octet of electrons; however, certain carbenium ions, such as the tropylium ion, are relatively stable due to the positive charge being delocalised between the carbon atoms. Nomenclature Carbenium ions are classified as primary, secondary, or tertiary depending on whether the number of carbon atoms bonded to the ionized carbon is 1, 2, or 3. (Ions with zero carbons attached to the ionized carbon, such as methenium, , are usually included in the primary class) ...
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Methenium
In organic chemistry, methenium (also called methylium, carbenium, methyl cation, or protonated methylene) is a cation with the formula . It can be viewed as a methylene radical (:) with an added proton (), or as a methyl radical (•) with one electron removed. It is a carbocation and an enium ion, making it the simplest of the carbenium ions. Structure Experiments and calculations generally agree that the methenium ion is planar, with threefold symmetry. The carbon atom is a prototypical (and exact) example of sp2 hybridization. Preparation and reactions For mass spectrometry studies at low pressure, methenium can be obtained by ultraviolet photoionization of methyl radical, or by collisions of monatomic cations such as and with neutral methane. In such conditions, it will react with acetonitrile to form the ion . Upon capture of a low-energy electron (less than ), it will spontaneously dissociate. It is seldom encountered as an intermediate in the condensed phase. It is ...
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Methyl Radical
Methyl (also systematically named trihydridocarbon) is an organic compound with the chemical formula (also written as •). It is a metastable colourless gas, which is mainly produced ''in situ'' as a precursor to other hydrocarbons in the petroleum cracking industry. It can act as either a strong oxidant or a strong reductant, and is quite corrosive to metals. Chemical properties Its first ionization potential (yielding the methenium ion, ) is . Redox behaviour The carbon centre in methyl can bond with electron-donating molecules by reacting: : + R• → Because of the capture of the nucleophile (R•), methyl has oxidising character. Methyl is a strong oxidant with organic chemicals. However, it is equally a strong reductant with chemicals such as water. It does not form aqueous solutions, as it reduces water to produce methanol and elemental hydrogen: :2  + 2  → 2  + Structure The molecular geometry of the methyl radical is trigonal planar (bond ...
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Pascal (unit)
The pascal (symbol: Pa) is the unit of pressure in the International System of Units (SI), and is also used to quantify internal pressure, stress, Young's modulus, and ultimate tensile strength. The unit, named after Blaise Pascal, is defined as one newton per square metre and is equivalent to 10 barye (Ba) in the CGS system. The unit of measurement called standard atmosphere (atm) is defined as 101,325 Pa. Common multiple units of the pascal are the hectopascal (1 hPa = 100 Pa), which is equal to one millibar, and the kilopascal (1 kPa = 1000 Pa), which is equal to one centibar. Meteorological observations typically report atmospheric pressure in hectopascals per the recommendation of the World Meteorological Organization, thus a standard atmosphere (atm) or typical sea-level air pressure is about 1013 hPa. Reports in the United States typically use inches of mercury or millibars (hectopascals). In Canada these reports are given in kilopascal ...
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Hydrogen Fluoride
Hydrogen fluoride (fluorane) is an inorganic compound with the chemical formula . This colorless gas or liquid is the principal industrial source of fluorine, often as an aqueous solution called hydrofluoric acid. It is an important feedstock in the preparation of many important compounds including pharmaceuticals and polymers, e.g. polytetrafluoroethylene (PTFE). HF is widely used in the petrochemical industry as a component of superacids. Hydrogen fluoride boils at near room temperature, much higher than other hydrogen halides. Hydrogen fluoride is an extremely dangerous gas, forming corrosive and penetrating hydrofluoric acid upon contact with moisture. The gas can also cause blindness by rapid destruction of the corneas. History In 1771 Carl Wilhelm Scheele prepared the aqueous solution, hydrofluoric acid in large quantities, although hydrofluoric acid had been known in the glass industry before then. French chemist Edmond Frémy (1814–1894) is credited with discoveri ...
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Antimony Pentafluoride
Antimony pentafluoride is the inorganic compound with the formula Sb F5. This colourless, viscous liquid is a valuable Lewis acid and a component of the superacid fluoroantimonic acid, formed when mixing liquid HF with liquid SbF5 in a 2:1 ratio. It is notable for its Lewis acidity and its ability to react with almost all known compounds. Preparation Antimony pentafluoride is prepared by the reaction of antimony pentachloride with anhydrous hydrogen fluoride:Sabina C. Grund, Kunibert Hanusch, Hans J. Breunig, Hans Uwe Wolf "Antimony and Antimony Compounds" in Ullmann's Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim. :SbCl5 + 5 HF → SbF5 + 5 HCl It can also be prepared from antimony trifluoride and fluorine. Structure and chemical reactions In the gas phase, SbF5 adopts a trigonal bipyramidal structure of D3h point group symmetry (see picture). The material adopts a more complicated structure in the liquid and solid states. The liquid contains polymers wherein ...
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Fluoroantimonic Acid
Fluoroantimonic acid is a mixture of hydrogen fluoride and antimony pentafluoride, containing various cations and anions (the simplest being and ). This substance is a superacid that can be over a billion times stronger than 100% pure sulfuric acid in terms of its protonating ability measured by Hammett function. It even protonates some hydrocarbons to afford pentacoordinate carbocations ( carbonium ions). Fluoroantimonic acid is corrosive. For example, it cannot be contained directly in glass carboys, as it attacks glass, but can be stored in containers lined with PTFE (Teflon). Chemical composition Fluoroantimonic acid is formed by combining hydrogen fluoride and antimony pentafluoride: :SbF5 + 2 HF + H2F+ The speciation (i.e., the inventory of components) of "fluoroantimonic acid" is complex. Spectroscopic measurements show that fluoroantimonic acid consists of a mixture of HF-solvated protons, –_(such_as_)._Thus,_the_formula_""_is_a_convenient_but_overs ...
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Infrared Spectroscopy
Infrared spectroscopy (IR spectroscopy or vibrational spectroscopy) is the measurement of the interaction of infrared radiation with matter by absorption, emission, or reflection. It is used to study and identify chemical substances or functional groups in solid, liquid, or gaseous forms. It can be used to characterize new materials or identify and verify known and unknown samples. The method or technique of infrared spectroscopy is conducted with an instrument called an infrared spectrometer (or spectrophotometer) which produces an infrared spectrum. An IR spectrum can be visualized in a graph of infrared light absorbance (or transmittance) on the vertical axis vs. frequency, wavenumber or wavelength on the horizontal axis. Typical units of wavenumber used in IR spectra are reciprocal centimeters, with the symbol cm−1. Units of IR wavelength are commonly given in micrometers (formerly called "microns"), symbol μm, which are related to the wavenumber in a reciprocal way. A com ...
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Activation Energy
In chemistry and physics, activation energy is the minimum amount of energy that must be provided for compounds to result in a chemical reaction. The activation energy (''E''a) of a reaction is measured in joules per mole (J/mol), kilojoules per mole (kJ/mol) or kilocalories per mole (kcal/mol). Activation energy can be thought of as the magnitude of the potential barrier (sometimes called the energy barrier) separating minima of the potential energy surface pertaining to the initial and final thermodynamic state. For a chemical reaction to proceed at a reasonable rate, the temperature of the system should be high enough such that there exists an appreciable number of molecules with translational energy equal to or greater than the activation energy. The term "activation energy" was introduced in 1889 by the Swedish scientist Svante Arrhenius. Other uses Although less commonly used, activation energy also applies to nuclear reactions and various other physical phenomena. Te ...
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Fluxional Molecule
In chemistry and molecular physics, fluxional (or non-rigid) molecules are molecules that undergo dynamics such that some or all of their atoms interchange between symmetry-equivalent positions. Because virtually all molecules are fluxional in some respects, e.g. bond rotations in most organic compounds, the term fluxional depends on the context and the method used to assess the dynamics. Often, a molecule is considered fluxional if its spectroscopic signature exhibits line-broadening (beyond that dictated by the Heisenberg uncertainty principle) due to chemical exchange. In some cases, where the rates are slow, fluxionality is not detected spectroscopically, but by isotopic labeling and other methods. Spectroscopic studies Many organometallic compounds exhibit fluxionality. Fluxionality is however pervasive. NMR spectroscopy Temperature dependent changes in the NMR spectra result from dynamics associated with the fluxional molecules when those dynamics proceed at rates comparabl ...
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Berry Mechanism
The Berry mechanism, or Berry pseudorotation mechanism, is a type of vibration causing molecules of certain geometries to isomerize by exchanging the two axial ligands (see Figure at right) for two of the equatorial ones. It is the most widely accepted mechanism for pseudorotation and most commonly occurs in trigonal bipyramidal molecules such as PF5, though it can also occur in molecules with a square pyramidal geometry. The Berry mechanism is named after R. Stephen Berry, who first described this mechanism in 1960.RS Berry, 1960, "Correlation of rates of intramolecular tunneling processes, with application to some Group V compounds," ''J. Chem. Phys.'' 32:933-938, DOI 10.1063/1.1730820; seo accessed 28 May 2014M Cass, KK Hii & HS Rzepa, 2005, "Mechanisms that interchange axial and equatorial atoms in fluxional processes: Illustration of the Berry pseudorotation, the turnstile and the lever mechanisms via animation of transition state normal vibrational modes", ''J. Chem. Educ. ...
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