Ring Flip
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Ring Flip
In organic chemistry, a ring flip (also known as a ring inversion or ring reversal) is the interconversion of cyclic conformers that have equivalent ring shapes (e.g., from a chair conformer to another chair conformer) that results in the exchange of nonequivalent substituent positions. The overall process generally takes place over several steps, involving coupled rotations about several of the molecule's single bonds, in conjunction with minor deformations of bond angles. Most commonly, the term is used to refer to the interconversion of the two chair conformers of cyclohexane derivatives, which is specifically referred to as a chair flip, although other cycloalkanes and inorganic rings undergo similar processes. Chair Flip As stated above, a chair flip is a ring inversion specifically of cyclohexane (and its derivatives) from one chair conformer to another, often to reduce steric strain. The term, "flip" is misleading, because the direction of each carbon remains the ...
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Napthalene Phenanthraene Methyl-methyl Strain
Naphthalene is an organic compound with formula . It is the simplest polycyclic aromatic hydrocarbon, and is a white crystalline solid with a characteristic odor that is detectable at concentrations as low as 0.08  ppm by mass. As an aromatic hydrocarbon, naphthalene's structure consists of a fused pair of benzene rings. It is best known as the main ingredient of traditional mothballs. History In the early 1820s, two separate reports described a white solid with a pungent odor derived from the distillation of coal tar. In 1821, John Kidd cited these two disclosures and then described many of this substance's properties and the means of its production. He proposed the name ''naphthaline'', as it had been derived from a kind of naphtha (a broad term encompassing any volatile, flammable liquid hydrocarbon mixture, including coal tar). Naphthalene's chemical formula was determined by Michael Faraday in 1826. The structure of two fused benzene rings was proposed by Emil Erlenmeye ...
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Chirality
Chirality is a property of asymmetry important in several branches of science. The word ''chirality'' is derived from the Greek (''kheir''), "hand", a familiar chiral object. An object or a system is ''chiral'' if it is distinguishable from its mirror image; that is, it cannot be superimposed onto it. Conversely, a mirror image of an ''achiral'' object, such as a sphere, cannot be distinguished from the object. A chiral object and its mirror image are called ''enantiomorphs'' (Greek, "opposite forms") or, when referring to molecules, '' enantiomers''. A non-chiral object is called ''achiral'' (sometimes also ''amphichiral'') and can be superposed on its mirror image. The term was first used by Lord Kelvin in 1893 in the second Robert Boyle Lecture at the Oxford University Junior Scientific Club which was published in 1894: Human hands are perhaps the most recognized example of chirality. The left hand is a non-superimposable mirror image of the right hand; no matter ho ...
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Tetrodotoxin
Tetrodotoxin (TTX) is a potent neurotoxin. Its name derives from Tetraodontiformes, an order that includes pufferfish, porcupinefish, ocean sunfish, and triggerfish; several of these species carry the toxin. Although tetrodotoxin was discovered in these fish and found in several other animals (e.g., in blue-ringed octopuses, rough-skinned newts, and moon snails), it is actually produced by certain infecting or symbiotic bacteria like ''Pseudoalteromonas'', ''Pseudomonas'', and ''Vibrio'' as well as other species found in animals. Tetrodotoxin is a sodium channel blocker. It inhibits the firing of action potentials in neurons by binding to the voltage-gated sodium channels in nerve cell membranes and blocking the passage of sodium ions (responsible for the rising phase of an action potential) into the neuron. This prevents the nervous system from carrying messages and thus muscles from contracting in response to nervous stimulation. Its mechanism of action, selective blocking o ...
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Methyl Group
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many organic compounds. It is a very stable group in most molecules. While the methyl group is usually part of a larger molecule, bounded to the rest of the molecule by a single covalent bond (), it can be found on its own in any of three forms: methanide anion (), methylium cation () or methyl radical (). The anion has eight valence electrons, the radical seven and the cation six. All three forms are highly reactive and rarely observed. Methyl cation, anion, and radical Methyl cation The methylium cation () exists in the gas phase, but is otherwise not encountered. Some compounds are considered to be sources of the cation, and this simplification is used pervasively in organic chemistry. For example, protonation of methanol gives an elect ...
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Alkane
In organic chemistry, an alkane, or paraffin (a historical trivial name that also has other meanings), is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. Alkanes have the general chemical formula . The alkanes range in complexity from the simplest case of methane (), where ''n'' = 1 (sometimes called the parent molecule), to arbitrarily large and complex molecules, like pentacontane () or 6-ethyl-2-methyl-5-(1-methylethyl) octane, an isomer of tetradecane (). The International Union of Pure and Applied Chemistry (IUPAC) defines alkanes as "acyclic branched or unbranched hydrocarbons having the general formula , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms". However, some sources use the term to denote ''any'' saturated hydrocarbon, including those that are either monocyclic (i.e. the cycloalkanes) or ...
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Hexamethylcyclotrisiloxane
Hexamethylcyclotrisiloxane, also known as D3 and D3, is the organosilicon compound with the formula . It is a colorless or white volatile solid. It finds limited use in organic chemistry. The larger tetrameric and pentameric siloxanes, respectively octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane, are of significant industrial interest, whereas 1,000–10,000 tonnes per year of the trimer is manufactured and/or imported in the European Economic Area. Structure and reactions Hexamethylcyclotrisiloxane adopts a planar structure and is considered strained. It reacts with organolithium reagents to give, after hydrolysis, dimethylsilanols: : : Safety and environmental considerations The LD50 for the related pentamer (D5) is >50 g/kg in rats. See also * Octamethylcyclotetrasiloxane (D4) * Decamethylcyclopentasiloxane Decamethylcyclopentasiloxane, also known as D5 and D5, is an organosilicon compound with the formula . It is a colorless and odorless liquid that is sli ...
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Titanocene Pentasulfide
Titanocene pentasulfide is the organotitanium compound with the formula (C5H5)2TiS5, commonly abbreviated as Cp2TiS5. This metallocene exists as a bright red solid that is soluble in organic solvents. It is of academic interest as a precursor to unusual allotropes of elemental sulfur as well as some related inorganic rings. Preparation and structure Titanocene pentasulfide is prepared by treating Cp2TiCl2 with polysulfide salts: It was first produced by the addition of elemental sulfur to titanocene dicarbonyl: :(C5H5)2Ti(CO)2 +  S8 → (C5H5)2TiS5 + 2 CO The complex is viewed as a pseudotetrahedral complex of Ti(IV). The Ti–S distances are 2.420 and 2.446  Å and the S–S bond distances are of a normal range, 2.051–2.059 Å. The molecule exhibits a dynamic NMR spectrum owing to the chair–chair equilibrium of the TiS5 ring which equivalizes the Cp signals at high temperatures. Reactions Cp2TiS5 reacts with sulfur and selenium chlorides, E''x''Cl2, to ...
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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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Cp2TiS5dynamics
CP, cp. or its variants may refer to: Arts, entertainment, and media * Cariyapitaka (Cp), a canonical Buddhist story collection * The Canadian Press, a Canadian news agency * Child pornography * ''The Christian Post'', an American newspaper * Competitive programming * Club Penguin, a now defunct online multiplayer game * Creepypasta, a form of internet horror story * Cyberpunk, a subgenre of science fiction Enterprises Transportation companies * Canadian Airlines (1987–2001) (IATA airline code CP) * Canadian Pacific Railway, reporting mark CP * Central Pacific Railroad, a network of lines between California and Utah, US * , a French public railway company * , a Portuguese state-owned train company * CP Air or Canadian Pacific Air Lines (1942–1987), a Canadian airline * CP Ships, a Canadian shipping company, part of TUI Group * Cathay Pacific, a Hong Kong-based major airline Other enterprises * C.P. Company, an Italian apparel brand * Cedar Point, an amusement park in S ...
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Ring Flip
In organic chemistry, a ring flip (also known as a ring inversion or ring reversal) is the interconversion of cyclic conformers that have equivalent ring shapes (e.g., from a chair conformer to another chair conformer) that results in the exchange of nonequivalent substituent positions. The overall process generally takes place over several steps, involving coupled rotations about several of the molecule's single bonds, in conjunction with minor deformations of bond angles. Most commonly, the term is used to refer to the interconversion of the two chair conformers of cyclohexane derivatives, which is specifically referred to as a chair flip, although other cycloalkanes and inorganic rings undergo similar processes. Chair Flip As stated above, a chair flip is a ring inversion specifically of cyclohexane (and its derivatives) from one chair conformer to another, often to reduce steric strain. The term, "flip" is misleading, because the direction of each carbon remains the ...
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Tetrahedral Molecular Geometry
In a tetrahedral molecular geometry, a central atom is located at the center with four substituents that are located at the corners of a tetrahedron. The bond angles are cos−1(−) = 109.4712206...° ≈ 109.5° when all four substituents are the same, as in methane () as well as its heavier analogues. Methane and other perfectly symmetrical tetrahedral molecules belong to point group Td, but most tetrahedral molecules have lower symmetry. Tetrahedral molecules can be chiral. Tetrahedral bond angle The bond angle for a symmetric tetrahedral molecule such as CH4 may be calculated using the dot product of two vectors. As shown in the diagram, the molecule can be inscribed in a cube with the tetravalent atom (e.g. carbon) at the cube centre which is the origin of coordinates, O. The four monovalent atoms (e.g. hydrogens) are at four corners of the cube (A, B, C, D) chosen so that no two atoms are at adjacent corners linked by only one cube edge. If the edge length of the cube ...
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