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Hückel's Rule
In organic chemistry, Hückel's rule predicts that a planar ring molecule will have aromatic properties if it has 4''n'' + 2 π-electrons, where ''n'' is a non-negative integer. The quantum mechanical basis for its formulation was first worked out by physical chemist Erich Hückel in 1931. The succinct expression as the 4''n'' + 2 rule has been attributed to W. v. E. Doering (1951), although several authors were using this form at around the same time. In agreement with the Möbius–Hückel concept, a cyclic ring molecule follows Hückel's rule when the number of its π-electrons equals 4''n'' + 2, although clearcut examples are really only established for values of ''n'' = 0 up to about ''n'' = 6. Hückel's rule was originally based on calculations using the Hückel method, although it can also be justified by considering a particle in a ring system, by the LCAO method and by the Pariser–Parr–Pople method. Aroma ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Benzol , a petroleum brand used in the UK from 1919 to the 1960s
{{disambiguation ...
Benzol may refer to: * Benzole, a coal-tar product consisting mainly of benzene and toluene * Benzene, a chemical compound with the formula C6H6 * Benzol peroxide, benzoyl peroxide * Benzoyl group, a functional group with the formula C6H5CO * Benzyl group, a molecular fragment with the formula C6H5CH2 * Phenol ''(systematically named Benzenol)'', an aromatic organic compound with the molecular formula C6H5OH * Benzoic acid, an acidic compound with the formula C6H5COOH * Benzyl alcohol, an alcohol with the formula C6H5CH2OH * Cresol ''(also called Benzol)'', also known as hydroxytoluene, a group of isomeric alcohols See also * National Benzole National Benzole was a petroleum brand used in the United Kingdom from 1919 to the 1990s. In 1957, the National Benzole Co. became wholly owned by Shell-Mex & BP (through British Petroleum) but continued its separate trading identity. In the e ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkene
In organic chemistry, an alkene, or olefin, is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or at the terminal position. Terminal alkenes are also known as Alpha-olefin, α-olefins. The International Union of Pure and Applied Chemistry (IUPAC) Preferred IUPAC name, recommends using the name "alkene" only for Open-chain compound, acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double bonds; cycloalkene, cycloalkadiene, etc. for Cyclic compound, cyclic ones; and "olefin" for the general class – cyclic or acyclic, with one or more double bonds. Acyclic alkenes, with only one double bond and no other functional groups (also known as mono-enes) form a homologous series of hydrocarbons with the general formula with ''n'' being a >1 natural number (which is two hydrogens less than the corresponding alkane). When ''n'' is four or more, isomers are possible, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cycloheptatriene
Cycloheptatriene (CHT) is an organic compound with the chemical formula, formula C7H8. It is a closed ring of seven carbon atoms joined by three double bonds (as the name implies) and four single bonds. This colourless liquid has been of recurring theoretical interest in organic chemistry. It is a ligand in organometallic chemistry and a building block in organic synthesis. Cycloheptatriene is not aromatic, as reflected by the nonplanarity of the methylene bridge () with respect to the other atoms; however the related tropylium cation is, rendering the compound relatively suspectible to oxidation. Synthesis Albert Ladenburg first generated cycloheptatriene in 1881 by the decomposition of tropine. The structure was finally proven by the synthesis of Richard Willstätter in 1901. This synthesis started from cycloheptanone and established the seven membered ring structure of the compound. Cycloheptatriene can be obtained in the laboratory by photochemical reaction of benzene with d ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopentadiene
Cyclopentadiene is an organic compound with the chemical formula, formula C5H6. It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp−. This colorless liquid has a strong and unpleasant odor. At room temperature, this cyclic diene dimer (chemistry), dimerizes over the course of hours to give dicyclopentadiene via a Diels–Alder reaction. This dimer can be retro-Diels–Alder reaction, restored by heating to give the monomer. The compound is mainly used for the production of cyclopentene and its derivatives. It is popularly used as a precursor to the cyclopentadienyl anion (Cp−), an important ligand in cyclopentadienyl complexes in organometallic chemistry. Production and reactions Cyclopentadiene production is usually not distinguished from dicyclopentadiene since they interconvert. They are obtained from coal tar (about 10–20 g/tonne, t) and by steam Cracking (chemistry), cracking of Petroleum naphtha, naphtha (about 14 kg/t) ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tropylium Cation
The tropylium ion or cycloheptatrienyl cation is an aromatic species with a formula of 7H7sup>+. Its name derives from the molecule tropine from which cycloheptatriene (tropylidene) was first synthesized in 1881. Salts of the tropylium cation can be stable, even with nucleophiles of moderate strength e.g., tropylium tetrafluoroborate and tropylium bromide (''see below''). Its bromide and chloride salts can be made from cycloheptatriene and bromine or phosphorus pentachloride, respectively. It is a regular heptagonal, planar, cyclic ion. It has 6 π-electrons (4''n'' + 2, where ''n'' = 1), which fulfills Hückel's rule of aromaticity. It can coordinate as a ligand to metal atoms. The structure shown is a composite of seven resonance contributors in which each carbon atom carries part of the positive charge. History In 1891 G. Merling obtained a water-soluble bromine-containing compound from the reaction of cycloheptatriene and bromine. Unlike most al ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acid Dissociation Constant
In chemistry, an acid dissociation constant (also known as acidity constant, or acid-ionization constant; denoted ) is a quantitative property, quantitative measure of the acid strength, strength of an acid in Solution (chemistry), solution. It is the equilibrium constant for a chemical reaction :HA A^- + H^+ known as Dissociation (chemistry), dissociation in the context of acid–base reactions. The chemical species HA is an acid that dissociates into , called the conjugate base of the acid, and a hydron (chemistry), hydrogen ion, . The system is said to be in chemical equilibrium, equilibrium when the concentrations of its components do not change over time, because both forward and backward reactions are occurring at the same rate. The dissociation constant is defined by :K_\text = \mathrm, or by its logarithmic form :\mathrmK_\ce = - \log_ K_\text = \log_\frac where quantities in square brackets represent the molar concentrations of the species at equilibrium. For example ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopentadienyl Anion
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Addition Reaction
In organic chemistry, an addition reaction is an organic reaction in which two or more molecule A molecule is a group of two or more atoms that are held together by Force, attractive forces known as chemical bonds; depending on context, the term may or may not include ions that satisfy this criterion. In quantum physics, organic chemi ...s combine to form a larger molecule called the '' adduct''.. An addition reaction is limited to chemical compounds that have multiple bonds. Examples include a molecule with a carbon–carbon double bond (an alkene) or a triple bond (an alkyne). Another example is a compound that has rings (which are also considered points of unsaturation). A molecule that has carbon— heteroatom double bonds, such as a carbonyl group () or imine group (), can undergo an addition reaction because its double-bond. An addition reaction is the reverse of an elimination reaction, in which one molecule divides into two or more molecules. For insta ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Substitution Reaction
A substitution reaction (also known as single displacement reaction or single substitution reaction) is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. Substitution reactions are of prime importance in organic chemistry. Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to predict the product outcome in a reaction. It also is helpful for optimizing a reaction with regard to variables such as temperature and choice of solvent. A good example of a substitution reaction is halogenation. When chlorine gas (Cl2) is irradiated, some of the molecules are split into two chlorine radicals (Cl•), whose free electrons are stron ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Benzene
Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), 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 Combustibility and flammability, flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a Precursor (chemistry), precursor to the manufacture of chemicals with more complex structures, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major Chemical industry, industrial che ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Annulene
Annulenes are monocyclic hydrocarbons that contain the maximum number of non-cumulated or conjugated double bonds (' mancude'). They have the general formula C''n''H''n'' (when ''n'' is an even number) or C''n''H''n''+1 (when ''n'' is an odd number). The IUPAC accepts the use of 'annulene nomenclature' in naming carbocyclic ring systems with 7 or more carbon atoms, using the name ' 'n''nnulene' for the mancude hydrocarbon with ''n'' carbon atoms in its ring, though in certain contexts (e.g., discussions of aromaticity for different ring sizes), smaller rings (''n'' = 3 to 6) can also be informally referred to as annulenes. Using this form of nomenclature 1,3,5,7-cyclooctatetraene is nnulene and benzene is nnulene (and occasionally referred to as just 'annulene'). The discovery that 8nnulene possesses a number of key properties associated with other aromatic molecules was an important development in the understanding of aromaticity as a chemical concept. In the related annul ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Orbital Hybridisation
In chemistry, orbital hybridisation (or hybridization) is the concept of mixing atomic orbitals to form new ''hybrid orbitals'' (with different energies, shapes, etc., than the component atomic orbitals) suitable for the pairing of electrons to form chemical bonds in valence bond theory. For example, in a carbon atom which forms four single bonds, the valence-shell s orbital combines with three valence-shell p orbitals to form four equivalent sp3 mixtures in a tetrahedral arrangement around the carbon to bond to four different atoms. Hybrid orbitals are useful in the explanation of molecular geometry and atomic bonding properties and are symmetrically disposed in space. Usually hybrid orbitals are formed by mixing atomic orbitals of comparable energies. History and uses Chemist Linus Pauling first developed the hybridisation theory in 1931 to explain the structure of simple molecules such as methane (CH4) using atomic orbitals. Pauling pointed out that a carbon atom forms four ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
