Claus' Benzene
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Claus' Benzene
Claus' benzene (C6H6) is a hypothetical hydrocarbon and an isomer of benzene. It was proposed by Adolf Karl Ludwig Claus in 1867 as a possible structure for benzene at a time when the structure of benzene was still being debated. The molecule can be described as a hexagon with carbon atoms positioned at the corners, with each carbon connected to its two ''ortho'' carbons (the nearest carbons) and the one ''para'' carbon connected diametrically. High strain energy makes its synthesis impossible. Although it is often referred to alongside Dewar benzene and prismane Prismane or 'Ladenburg benzene' is a polycyclic hydrocarbon with the formula C6H6. It is an isomer of benzene, specifically a valence isomer. Prismane is far less stable than benzene. The carbon (and hydrogen) atoms of the prismane molecule are a ..., it is not possible to synthesise it, while Dewar benzene and prismane can be. References Isomerism Hypothetical chemical compounds {{theoretical-chem-stub ...
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Claus Benzene
Claus (sometimes Clas) is both a given name and a German, Danish, and Dutch surname. Notable people with the name include: Given name *Claus Schenk Graf von Stauffenberg (1907–1944), a German officer who, along with others, attempted to assassinate Hitler in 1944 *Claus von Amsberg, Prince Claus of the Netherlands, Jonkheer van Amsberg (1926–2002) *Claus von Bülow (born 1926), British socialite accused of attempting to murder his wife, Sunny von Bülow *Claus Clausen (other), three people of that name *Claus Bech Jørgensen (born 1976), Danish-born Faroese footballer *Claus Jacob (born 1969), German scientist *Claus Jørgensen (racewalker) (born 1974), Danish race walker *Claus Larsen (other), three people of that name *Claus Lundekvam (born 1973), Norwegian former footballer *Claus Moser, Baron Moser (born 1922), British statistician *Claus Nielsen (born 1964), Danish former football striker *Claus Norreen (born 1970), Danish musician with the band Aqua, and r ...
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Hydrocarbon
In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic, and their odors are usually weak or exemplified by the odors of gasoline and lighter fluid. They occur in a diverse range of molecular structures and phases: they can be gases (such as methane and propane), liquids (such as hexane and benzene), low melting solids (such as paraffin wax and naphthalene) or polymers (such as polyethylene and polystyrene). In the fossil fuel industries, ''hydrocarbon'' refers to the naturally occurring petroleum, natural gas and coal, and to their hydrocarbon derivatives and purified forms. Combustion of hydrocarbons is the main source of the world's energy. Petroleum is the dominant raw-material source for organic commodity chemicals such as solvents and polymers. Most anthropogenic (human-generated) emissions of greenhouse gases are carbon di ...
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Isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Isomers do not necessarily share similar chemical or physical properties. Two main forms of isomerism are structural or constitutional isomerism, in which ''bonds'' between the atoms differ; and stereoisomerism or spatial isomerism, in which the bonds are the same but the ''relative positions'' of the atoms differ. Isomeric relationships form a hierarchy. Two chemicals might be the same constitutional isomer, but upon deeper analysis be stereoisomers of each other. Two molecules that are the same stereoisomer as each other might be in different conformational forms or be different isotopologues. The depth of analysis depends on the field of study or the chemical and physical properties of interest. The English word "isomer" () is a back-for ...
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Benzene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. History Discovery The word "''benzene''" derives from "''gum benzoin''" (benzoin res ...
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Adolf Karl Ludwig Claus
Adolf Karl Ludwig Claus (6 June 1838 – 4 May 1900) was a German chemist. He is known for his structure of benzene proposed in 1867. Life Claus was born in 1838 in Kassel, Germany. Starting from 1850, he studied medicine in Marburg and later chemistry at the University of Marburg, with Hermann Kolbe. After spending a short time at the University of Berlin, he worked with Friedrich Wöhler at the University of Göttingen. He received his PhD in 1862, and in the same year changed his position and started working at the University of Freiburg. He completed his habilitation in 1866 and became assistant professor in the following year. With the retirement of Lambert Heinrich von Babo, Claus succeeded him as full professor. He held that position until his retirement due to health problems in 1900. Clause died in Horheim near Wutöschingen in the same year. Work Claus mostly worked in organic chemistry where his interests were very diverse and included alkaloids, aromatic substituti ...
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Strain Energy
In physics, the elastic potential energy gained by a wire during elongation with a tensile (stretching) force is called strain energy. For Linear elasticity, linearly elastic materials, strain energy is: : U = \frac 1 2 V \sigma \epsilon = \frac 1 2 V E \epsilon^2 = \frac 1 2 \frac V E \sigma^2 where is Stress (mechanics), stress, is Deformation (engineering), strain, is volume, and is Young's modulus: : E = \frac \sigma \epsilon Molecular strain In a molecule, strain energy is released when the constituent atoms are allowed to rearrange themselves in a chemical reaction.''March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure,'' Michael B. Smith & Jerry March, Wiley-Interscience, 5th edition, 2001, The external work done on an elastic member in causing it to distort from its unstressed state is transformed into strain energy which is a form of potential energy. The strain energy in the form of elastic deformation is mostly recoverable in the form of mec ...
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Dewar Benzene
Dewar benzene (also spelled ''dewarbenzene'') or bicyclo .2.0exa-2,5-diene is a bicyclic isomer of benzene with the molecular formula C6H6. The compound is named after James Dewar who included this structure in a list of possible C6H6 structures in 1869. However, he did not propose it as the structure of benzene, and in fact he supported the correct structure previously proposed by August Kekulé in 1865. Structure and properties Unlike benzene, Dewar benzene is not flat because the carbons where the rings join are bonded to four atoms rather than three. These carbons tend toward tetrahedral geometry, and the two cyclobutene rings make an angle where they are ''cis''- fused to each other. The compound has nevertheless considerable strain energy and reverts to benzene with a chemical half-life of two days. This thermal conversion is relatively slow because it is symmetry forbidden based on orbital symmetry arguments. Synthesis The compound itself was first synthesized in 1962 as ...
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Prismane
Prismane or 'Ladenburg benzene' is a polycyclic hydrocarbon with the formula C6H6. It is an isomer of benzene, specifically a valence isomer. Prismane is far less stable than benzene. The carbon (and hydrogen) atoms of the prismane molecule are arranged in the shape of a six-atom triangular prism—this compound is the parent and simplest member of the prismanes class of molecules. Albert Ladenburg proposed this structure for the compound now known as benzene. The compound was not synthesized until 1973. History In the mid 19th century, investigators proposed several possible structures for benzene which were consistent with its empirical formula, C6H6, which had been determined by combustion analysis. The first, which was proposed by Kekulé in 1865, later proved to be closest to the true structure of benzene. This structure inspired several others to draw structures that were consistent with benzene's empirical formula; for example, Ladenburg proposed prismane, Dewar pr ...
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Isomerism
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Isomers do not necessarily share similar chemical or physical properties. Two main forms of isomerism are structural or constitutional isomerism, in which ''bonds'' between the atoms differ; and stereoisomerism or spatial isomerism, in which the bonds are the same but the ''relative positions'' of the atoms differ. Isomeric relationships form a hierarchy. Two chemicals might be the same constitutional isomer, but upon deeper analysis be stereoisomers of each other. Two molecules that are the same stereoisomer as each other might be in different conformational forms or be different isotopologues. The depth of analysis depends on the field of study or the chemical and physical properties of interest. The English word "isomer" () is a back-form ...
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