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4,4'-Bipyridine
4,4′-Bipyridine (abbreviated to 4,4′-bipy or 4,4′-bpy) is an organic compound with the formula . It is one of several isomers of bipyridine. It is a colorless solid that is soluble in organic solvents. is mainly used as a precursor to ''N'',''N''′-dimethyl-4,4′-bipyridinium C5H4NCH3)2sup>2+, known as paraquat. History 4,4′-Bipyridine was first obtained in 1868 by the Scottish chemist Thomas Anderson via heating pyridine with sodium metal. However, Anderson's empirical formula for 4,4′-bipyridine was incorrect. The correct empirical formula, and the correct molecular structure, for 4,4′-bipyridine was provided in 1882 by the Austrian chemist Hugo Weidel and his student M. Russo. Uses 4,4'-Bipyridine is an intermediate in the production of paraquat, a widely-used herbicide. In this process, pyridine is oxidized to 4,4'-bipyridine in a coupling reaction, followed by dimethylation to form paraquat. : Reactions The reducing agent is N,N'-bis(trimethylsily ...
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Paraquat Synthesis
Paraquat (trivial name; ), or ''N'',''N''′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen, is a toxic organic compound with the chemical formula C6H7N)2l2. It is classified as a viologen, a family of redox-active heterocycles of similar structure. It is one of the most widely used herbicides worldwide. It is quick-acting and non-selective, killing green plant tissue on contact. Paraquat is highly toxic to humans and other animals. The toxicity and lethality depends on the dose and how the herbicide is absorbed by the body. In humans, paraquat damages the mouth, stomach, and intestines if it is ingested orally. Once absorbed in the body, paraquat causes particular damage to the lungs, kidneys, and liver. Paraquat's lethality is attributed to its enhancing production of superoxide anions and human lung cells can accumulate paraquat. Paraquat exposure has been strongly linked to the development of Parkinson's disease. Paraquat may be in ...
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Salt-free Reduction
In chemistry, salt-free reduction describes methodology for reduction of metal halides by electron-rich trimethylsilyl reagents. Traditional reductions of metal halides are accomplished with alkali metals, a process that cogenerates alkali metal salts. Using the salt-free reduction, the reduction of metal halides is accompanied by formation of neutral organic compounds that can be easily removed from the inorganic or organometallic product. In addition to the reduction of metal halides, the reagents associated with this methodology are applicable to deoxygenation of organic substrates. A typical reducing agent is N,N'-bis(trimethylsilyl)-4,4'-bipyridinylidene. Related pyrazine- and cyclohexadiene-based reagents have been developed. They are red or orange THF-soluble solids. The bipyridine reagent is produced by reduction of 4,4'-bipyridine in the presence of trimethylsilyl chloride (Me = CH3): : A typical reduction reaction is the conversion of tungsten hexachloride Tungsten ...
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Bipyridine
Bipyridines are a family of organic compounds with the formula (C5H4N)2, consisting of two pyridyl (C5H4N) rings. Pyridine is an aromatic nitrogen-containing heterocycle. The bipyridines are all colourless solids, which are soluble in organic solvents and slightly soluble in water. Bipyridines, especially the 4,4' isomer, are mainly of significance in pesticides. Six isomers of bipyridine exist, but two are prominent. 2,2′-bipyridine, also known as bipyridyl, dipyridyl, and dipyridine, is a popular ligand in coordination chemistry 2,2′-Bipyridine 2,2′-Bipyridine (2,2′-bipy) is a chelating ligand that forms complexes with most transition metal ions that are of broad academic interest. Many of these complexes have distinctive optical properties, and some are of interest for analysis. Its complexes are used in studies of electron and energy transfer, supramolecular, and materials chemistry, and catalysis. 2,2′-Bipyridine is used in the manufacture of diquat. 4, ...
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Paraquat
Paraquat ( trivial name; ), or ''N'',''N''′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen, is a toxic organic compound with the chemical formula C6H7N)2l2. It is classified as a viologen, a family of redox-active heterocycles of similar structure. It is one of the most widely used herbicides worldwide. It is quick-acting and non-selective, killing green plant tissue on contact. Paraquat is highly toxic to humans and other animals. The toxicity and lethality depends on the dose and how the herbicide is absorbed by the body. In humans, paraquat damages the mouth, stomach, and intestines if it is ingested orally. Once absorbed in the body, paraquat causes particular damage to the lungs, kidneys, and liver. Paraquat's lethality is attributed to its enhancing production of superoxide anions and human lung cells can accumulate paraquat. Paraquat exposure has been strongly linked to the development of Parkinson's disease. Paraquat may be ...
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Debye
The debye ( , ; symbol: D) is a CGS unit (a non- SI metric unit) of electric dipole momentTwo equal and opposite charges separated by some distance constitute an electric dipole. This dipole possesses an electric dipole moment whose value is given as charge times length of separation. The dipole itself is a vector whose direction coincides with the position vector of the positive charge with respect to the negative charge: : p = ''q''r. named in honour of the physicist Peter J. W. Debye. It is defined as statcoulomb-centimetres.The statcoulomb is also known as the franklin or electrostatic unit of charge. : 1 statC = 1 Fr = 1 esu = 1 cm3/2⋅g1/2⋅s−1. Historically the debye was defined as the dipole moment resulting from two charges of opposite sign but an equal magnitude of 10−10 statcoulomb10−10 statcoulomb corresponds to approximately 0.2083 units of elementary charge. (generally called e.s.u. (electrostatic unit) in ol ...
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Coupling Reaction
In organic chemistry, a coupling reaction is a type of reaction in which two reactant molecules are bonded together. Such reactions often require the aid of a metal catalyst. In one important reaction type, a main group organometallic compound of the type R-M (where R = organic group, M = main group centre metal atom) reacts with an organic halide of the type R'-X with formation of a new carbon–carbon bond in the product R-R'. The most common type of coupling reaction is the cross coupling reaction. Richard F. Heck, Ei-ichi Negishi, and Akira Suzuki were awarded the 2010 Nobel Prize in Chemistry for developing palladium-catalyzed cross coupling reactions. Broadly speaking, two types of coupling reactions are recognized: *Homocouplings joining two identical partners. The product is symmetrical *Heterocouplings joining two different partners. These reactions are also called cross-coupling reaction In organic chemistry, a cross-coupling reaction is a reaction where tw ...
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Coordination Polymers
Coordination may refer to: * Coordination (linguistics), a compound grammatical construction * Coordination complex, consisting of a central atom or ion and a surrounding array of bound molecules or ions ** A chemical reaction to form a coordination complex * Coordination number or ligancy of a central atom in a molecule or crystal is the number of atoms, molecules or ions bonded to it * Language coordination, the tendency of people to mimic the language of others * Coordination (political culture), a Utopian form of political regime * Motor coordination, in animal motion * ''Gleichschaltung'' the process of Nazification in Germany after 1933, often translated as "coordination" See also * Coordinate (other) Coordinate may refer to: * An element of a coordinate system in geometry and related domains ** Coordinate space in mathematics ** Cartesian coordinate system ** Coordinate (vector space) ** Geographic coordinate system * Coordinate structure in ... * Coordinator ( ...
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Trimethylsilyl Chloride
Trimethylsilyl chloride, also known as chlorotrimethylsilane is an organosilicon compound ( silyl halide), with the formula , often abbreviated or TMSCl. It is a colourless volatile liquid that is stable in the absence of water. It is widely used in organic chemistry. Preparation TMSCl is prepared on a large scale by the '' direct process'', the reaction of methyl chloride with a silicon-copper alloy. The principal target of this process is dimethyldichlorosilane, but substantial amounts of the trimethyl and monomethyl products are also obtained. The relevant reactions are (Me = methyl, ): x\ \ce \longrightarrow \begin \ce, \\ pt \ce, \\ pt \ce,\\ pt \text \end Typically about 2–4% of the product stream is the monochloride, which forms an azeotrope with . Reactions and uses TMSCl is reactive toward nucleophiles, resulting in the replacement of the chloride. In a characteristic reaction of TMSCl, the nucleophile is water, resulting in hydrolysis to give the hexa ...
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IPCS INCHEM
The International Programme on Chemical Safety (IPCS) was formed in 1980 and is a collaboration between three United Nations bodies, the World Health Organization, the International Labour Organization and the United Nations Environment Programme, to establish a scientific basis for safe use of chemicals and to strengthen national capabilities and capacities for chemical safety. A related joint project with the same aim, IPCS INCHEM, is a collaboration between IPCS and the Canadian Centre for Occupational Health and Safety (CCOHS). The IPCS identifies the following as "chemicals of major public health concern": *Air pollution *Arsenic *Asbestos *Benzene *Cadmium *Dioxins and dioxin-like compounds *Inadequate or excess fluoride *Lead * Mercury *Highly hazardous pesticides See also * Acceptable daily intake * International Chemical Safety Card * Concise International Chemical Assessment Document * Food safety Food safety (or food hygiene) is used as a scientific method/disc ...
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Methylation
Methylation, in the chemistry, chemical sciences, is the addition of a methyl group on a substrate (chemistry), substrate, or the substitution of an atom (or group) by a methyl group. Methylation is a form of alkylation, with a methyl group replacing a hydrogen#Compounds, hydrogen atom. These terms are commonly used in chemistry, biochemistry, soil science, and biology. In biological systems, methylation is Catalysis, catalyzed by enzymes; such methylation can be involved in modification of heavy metals, regulation of gene expression, regulation of Protein#Functions, protein function, and RNA processing. ''In vitro'' methylation of tissue samples is also a way to reduce some histology#Histological Artifacts, histological staining artifacts. The reverse of methylation is demethylation. In biology In biological systems, methylation is accomplished by enzymes. Methylation can modify heavy metals and can regulate gene expression, RNA processing, and protein function. It is a key pro ...
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Empirical Formula
In chemistry, the empirical formula of a chemical compound is the simplest whole number ratio of atoms present in a compound. A simple example of this concept is that the empirical formula of sulfur monoxide, or SO, is simply SO, as is the empirical formula of disulfur dioxide, S2O2. Thus, sulfur monoxide and disulfur dioxide, both compounds of sulfur and oxygen, have the same empirical formula. However, their molecular formulas, which express the number of atoms in each molecule of a chemical compound, are not the same. An empirical formula makes no mention of the arrangement or number of atoms. It is standard for many ionic compounds, like calcium chloride (CaCl2), and for macromolecules, such as silicon dioxide (SiO2). The molecular formula, on the other hand, shows the number of each type of atom in a molecule. The structural formula shows the arrangement of the molecule. It is also possible for different types of compounds to have equal empirical formulas. In the early ...
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