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Lucigenin
Lucigenin is an aromatic compound used in areas which include chemiluminescence. Its chemical name is bis-''N''-methylacridinium nitrate. It exhibits a bluish-green fluorescence. It is used as a probe for superoxide anion in biology, for its chemiluminescent properties. Synthesis It may be prepared from acridone. There's also a route from toluene Toluene (), also known as toluol (), is a substituted aromatic hydrocarbon. It is a colorless, water-insoluble liquid with the smell associated with paint thinners. It is a mono-substituted benzene derivative, consisting of a methyl group (CH3) at ...: References Nitrates Acridines Quaternary ammonium compounds {{aromatic-stub ...
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Acridines
Acridine is an organic compound and a nitrogen heterocycle with the formula C13H9N. Acridines are substituted derivatives of the parent ring. It is a planar molecule that is structurally related to anthracene with one of the central CH groups replaced by nitrogen. Like the related molecules pyridine and quinoline, acridine is mildly basic. It is an almost colorless solid, which crystallizes in needles. There are few commercial applications of acridines; at one time acridine dyes were popular, but they are now relegated to niche applications, such as with acridine orange. The name is a reference to the acrid odour and acrid skin-irritating effect of the compound. Isolation and syntheses Carl Gräbe and Heinrich Caro first isolated acridine in 1870 from coal tar. Acridine is separated from coal tar by extracting with dilute sulfuric acid. Addition of potassium dichromate to this solution precipitates acridine bichromate. The bichromate is decomposed using ammonia. Acridine an ...
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Chemiluminescence
Chemiluminescence (also chemoluminescence) is the emission of light (luminescence) as the result of a chemical reaction. There may also be limited emission of heat. Given reactants A and B, with an excited intermediate ◊, : + -> lozenge -> roducts+ light For example, if is luminol and is hydrogen peroxide in the presence of a suitable catalyst we have: :\underset + \underset -> 3-APAlozenge-> + light where: * 3-APA is 3-aminophthalate * 3-APA ''◊is the vibronic excited state fluorescing as it decays to a lower energy level. General description The decay of this excited state ''◊to a lower energy level causes light emission. In theory, one photon of light should be given off for each molecule of reactant. This is equivalent to the Avogadro number of photons per mole of reactant. In actual practice, non-enzymatic reactions seldom exceed 1% QC, quantum efficiency. In a chemical reaction, reactants collide to form a transition state, the enthalpic maximum in a r ...
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Superoxide
In chemistry, a superoxide is a compound that contains the superoxide ion, which has the chemical formula . The systematic name of the anion is dioxide(1−). The reactive oxygen ion superoxide is particularly important as the product of the one-electron reduction of dioxygen , which occurs widely in nature. Molecular oxygen (dioxygen) is a diradical containing two unpaired electrons, and superoxide results from the addition of an electron which fills one of the two degenerate molecular orbitals, leaving a charged ionic species with a single unpaired electron and a net negative charge of −1. Both dioxygen and the superoxide anion are free radicals that exhibit paramagnetism. Superoxide was historically also known as "hyperoxide". Salts Superoxide forms salts with alkali metals and alkaline earth metals. The salts caesium superoxide (), rubidium superoxide (), potassium superoxide (), and sodium superoxide () are prepared by the reaction of with the respective alkali me ...
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Acridone
Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the ''9'' position. It is a yellow solid. Synthesis and structure The molecule is planar. Optical spectra reveal that the keto tautomer predominates in the gas-phase and in ethanol solution. Acridone can be synthesized by the condensation of aniline and 2-chlorobenzoic acid and subsequently heating of ''N''-phenylanthranilic acid. History One of the first who were able to prove the compound's existence was Karl Drechsler, Student of G. Goldschmiedt, at the k.u.k. Universität Wien (Vienna, Austria) in 1914. Derivatives Acridone constitutes the scaffold of some synthetic compounds with diverse pharmacological activities. 3-Chloro-6-(2-diethylamino-ethoxy)-10-(2-diethylamino-ethyl)-acridone has shown promise as an antimalarial drug. See also * Quinacridone Quinacridone is an organic compound used as a pigment. Numerous derivatives constitute the quinacridone pigment family, which finds e ...
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Toluene
Toluene (), also known as toluol (), is a substituted aromatic hydrocarbon. It is a colorless, water-insoluble liquid with the smell associated with paint thinners. It is a mono-substituted benzene derivative, consisting of a methyl group (CH3) attached to a phenyl group. As such, its systematic IUPAC name is methylbenzene. Toluene is predominantly used as an industrial feedstock and a solvent. As the solvent in some types of paint thinner, permanent markers, contact cement and certain types of glue, toluene is sometimes used as a recreational inhalant and has the potential of causing severe neurological harm. History The compound was first isolated in 1837 through a distillation of pine oil by the Polish chemist Filip Walter, who named it ''rétinnaphte''. In 1841, French chemist Henri Étienne Sainte-Claire Deville isolated a hydrocarbon from balsam of Tolu (an aromatic extract from the tropical Colombian tree ''Myroxylon balsamum''), which Deville recognized as similar to Wa ...
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Synthesis Of Lucigenin Starting From Toluene
Synthesis or synthesize may refer to: Science Chemistry and biochemistry *Chemical synthesis, the execution of chemical reactions to form a more complex molecule from chemical precursors **Organic synthesis, the chemical synthesis of organic compounds *** Total synthesis, the complete organic synthesis of complex organic compounds, usually without the aid of biological processes ***Convergent synthesis or linear synthesis, a strategy to improve the efficiency of multi-step chemical syntheses ** Dehydration synthesis, a chemical synthesis resulting in the loss of a water molecule *Biosynthesis, the creation of an organic compound in a living organism, usually aided by enzymes **Photosynthesis, a biochemical reaction using a carbon molecule to produce an organic molecule, using sunlight as a catalyst ** Chemosynthesis, the synthesis of biological compounds into organic waste, using methane or an oxidized molecule as a catalyst **Amino acid synthesis, the synthesis of an amino a ...
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Nitrates
Nitrate is a polyatomic ion with the chemical formula . Salts containing this ion are called nitrates. Nitrates are common components of fertilizers and explosives. Almost all inorganic nitrates are soluble in water. An example of an insoluble nitrate is bismuth oxynitrate. Structure The ion is the conjugate base of nitric acid, consisting of one central nitrogen atom surrounded by three identically bonded oxygen atoms in a trigonal planar arrangement. The nitrate ion carries a formal charge of −1. This charge results from a combination formal charge in which each of the three oxygens carries a − charge, whereas the nitrogen carries a +1 charge, all these adding up to formal charge of the polyatomic nitrate ion. This arrangement is commonly used as an example of resonance. Like the isoelectronic carbonate ion, the nitrate ion can be represented by resonance structures: Dietary nitrate A rich source of inorganic nitrate in the human diets come from leafy green foods ...
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