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Pentanenitrile
Pentanenitrile, valeronitrile or butyl cyanide is a nitrile with the formula C4H9CN. This can be written BuCN, with Bu representing an ''n''-butyl (linear butyl group). Production Pentanenitrile can be produced by heating 1-chlorobutane with sodium cyanide in dimethyl sulfoxide. This reaction takes about 20 minutes, keeping the temperature below 160 °C. The yield is about 93%. Another way to get the substance is by heating valeraldehyde with hydroxylamine. Pentanenitrile is contained in bone oil. Properties The pentanenitrile molecule is flexible and can adopt a number of different conformers, so that it will naturally be a mixture. These conformers are called anti-anti (30%), anti-gauche (46%), gauche-anti, gauche-gauche-cis, and gauche-gauche-trans. Biology Pentanenitrile is toxic to animals, and produces its action by the liberation of cyanide by cytochrome P450. The cyanide is detoxified and excreted in urine as thiocyanate. Pentanenitrile is found in ''Brassica'' s ...
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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''" ( ben ...
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Dimethyl Sulfoxide
Dimethyl sulfoxide (DMSO) is an organosulfur compound with the formula ( CH3)2. This colorless liquid is the sulfoxide most widely used commercially. It is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is miscible in a wide range of organic solvents as well as water. It has a relatively high boiling point. DMSO has the unusual property that many individuals perceive a garlic-like taste in the mouth after DMSO makes contact with their skin. In terms of chemical structure, the molecule has idealized Cs symmetry. It has a trigonal pyramidal molecular geometry consistent with other three-coordinate S(IV) compounds, with a nonbonded electron pair on the approximately tetrahedral sulfur atom. Synthesis and production Dimethyl sulfoxide was first synthesized in 1866 by the Russian scientist Alexander Zaytsev, who reported his findings in 1867. Dimethyl sulfoxide is produced industrially from dimethyl sulfide, a by-product of the K ...
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Aspergillus Niger
''Aspergillus niger'' is a mold classified within the ''Nigri'' section of the ''Aspergillus'' genus. The ''Aspergillus'' genus consists of common molds found throughout the environment within soil and water, on vegetation, in fecal matter, on decomposing matter, and suspended in the air. Species within this genus often grow quickly and can sporulate within a few days of germination. A combination of characteristics unique to ''A. niger'' makes the microbe invaluable to the production of many acids, proteins and bioactive compounds. Characteristics including extensive metabolic diversity, high production yield, secretion capability, and the ability to conduct post-translational modifications are responsible for ''A. niger's'' robust production of secondary metabolites. ''A. niger's'' capability to withstand extremely acidic conditions makes it especially important to the industrial production of citric acid. ''A. niger'' causes a disease known as "black mold" on certain fruits an ...
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Fusarium Oxysporum
''Fusarium oxysporum'' (Schlecht as emended by Snyder and Hansen), an ascomycete fungus, comprises all the species, varieties and forms recognized by Wollenweber and Reinking within an infrageneric grouping called section Elegans. It is part of the family Nectriaceae. Although their predominant role in native soils may be as harmless or even beneficial plant endophytes or soil saprophytes, many strains within the ''F. oxysporum'' complex are soil borne pathogens of plants, especially in agricultural settings. Taxonomy While the species, as defined by Snyder and Hansen, has been widely accepted for more than 50 years, more recent work indicates this taxon is actually a genetically heterogeneous polytypic morphospecies, whose strains represent some of the most abundant and widespread microbes of the global soil microflora. Genome The ' family of transposable elements was first discovered by Daboussi ''et al.'', 1992 in several ''formae speciales'' and Davière ''et al.'', 2001 ...
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Gibberella Intermedia
''Gibberella'' is a genus of fungi in the family Nectriaceae. In 1926, Japanese scientists observed that rice plants infected with ''Gibberella'' had abnormally long stems (" foolish seedling disease"). A substance, gibberellin, was derived from this fungus. Gibberellin is a plant hormone that promotes cell elongation, flower formation, and seedling growth. Species *'' Gibberella acerina'' *'' Gibberella acervalis'' *''Gibberella acuminata'' *'' Gibberella africana'' *'' Gibberella agglomerata'' *'' Gibberella atrofuliginea'' *'' Gibberella atrorufa'' *'' Gibberella australis'' *''Gibberella avenacea'' *'' Gibberella baccata'' *'' Gibberella bambusae'' *'' Gibberella bolusiellae'' *'' Gibberella bresadolae'' *'' Gibberella briosiana'' *'' Gibberella butleri'' *'' Gibberella buxi'' *'' Gibberella cantareirensis'' *'' Gibberella cicatrisata'' *'' Gibberella circinata'' *'' Gibberella coffeae'' *'' Gibberella coronicola'' *'' Gibberella creberrima'' *'' Gibberella culmicola'' ...
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Valeric Acid
Valeric acid or pentanoic acid is a straight-chain alkyl carboxylic acid with the chemical formula . Like other low-molecular-weight carboxylic acids, it has an unpleasant odor. It is found in the perennial flowering plant ''Valeriana officinalis'', from which it gets its name. Its primary use is in the synthesis of its esters. Salts and esters of valeric acid are known as valerates or pentanoates. Volatile esters of valeric acid tend to have pleasant odors and are used in perfumes and cosmetics. Several, including ethyl valerate and pentyl valerate are used as food additives because of their fruity flavors. History Valeric acid is a minor constituent of the perennial flowering plant valerian (''Valeriana officinalis''), from which it gets its name. The dried root of this plant has been used medicinally since antiquity. The related isovaleric acid shares its unpleasant odor and their chemical identity was investigated by oxidation of the components of fusel alcohol, whi ...
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Brassica
''Brassica'' () is a genus of plants in the cabbage and mustard family ( Brassicaceae). The members of the genus are informally known as cruciferous vegetables, cabbages, or mustard plants. Crops from this genus are sometimes called ''cole crops''derived from the Latin ''caulis'', denoting the stem or stalk of a plant. The genus ''Brassica'' is known for its important agricultural and horticultural crops and also includes a number of weeds, both of wild taxa and escapees from cultivation. ''Brassica'' species and varieties commonly used for food include bok choy, broccoli, cauliflower, cabbage, choy sum, kohlrabi, napa cabbage, rutabaga, turnip and some seeds used in the production of canola oil and the condiment mustard. Over 30 wild species and hybrids are in cultivation, plus numerous cultivars and hybrids of cultivated origin. Most are seasonal plants ( annuals or biennials), but some are small shrubs. ''Brassica'' plants have been the subject of much scientific i ...
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Thiocyanate
Thiocyanate (also known as rhodanide) is the anion . It is the conjugate base of thiocyanic acid. Common derivatives include the colourless salts potassium thiocyanate and sodium thiocyanate. Mercury(II) thiocyanate was formerly used in pyrotechnics. Thiocyanate is analogous to the cyanate ion, , wherein oxygen is replaced by sulfur. is one of the pseudohalides, due to the similarity of its reactions to that of halide ions. Thiocyanate used to be known as rhodanide (from a Greek word for rose) because of the red colour of its complexes with iron. Thiocyanate is produced by the reaction of elemental sulfur or thiosulfate with cyanide: : 8 CN- + S8 -> 8 SCN- : CN- + S2O3^2- -> SCN- + SO3^2- The second reaction is catalyzed by thiosulfate sulfurtransferase, a hepatic mitochondrial enzyme, and by other sulfur transferases, which together are responsible for around 80% of cyanide metabolism in the body. Biological chemistry of thiocyanate in medicine Thiocyanate is known to ...
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Cytochrome P450
Cytochromes P450 (CYPs) are a superfamily of enzymes containing heme as a cofactor that functions as monooxygenases. In mammals, these proteins oxidize steroids, fatty acids, and xenobiotics, and are important for the clearance of various compounds, as well as for hormone synthesis and breakdown. In 1963, Estabrook, Cooper, and Rosenthal described the role of CYP as a catalyst in steroid hormone synthesis and drug metabolism. In plants, these proteins are important for the biosynthesis of defensive compounds, fatty acids, and hormones. CYP enzymes have been identified in all kingdoms of life: animals, plants, fungi, protists, bacteria, and archaea, as well as in viruses. However, they are not omnipresent; for example, they have not been found in ''Escherichia coli''. , more than 300,000 distinct CYP proteins are known. CYPs are, in general, the terminal oxidase enzymes in electron transfer chains, broadly categorized as P450-containing systems. The term "P450" is deriv ...
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Dippel's Oil
Dippel's oil (sometimes referred to as bone oil) is a nitrogenous by-product of the destructive distillation of bones. A dark, viscous, tar-like liquid with an unpleasant smell, it is named after its inventor, Johann Konrad Dippel. The oil consists mostly of aliphatic chains, with nitrogen functionalities and includes species such as pyrroles, pyridines and nitriles, as well as other nitrogenous compounds. Dippel's oil had a number of uses which are now mostly obsolete. Its primary use was as an animal and insect repellent. It saw limited use as a chemical warfare harassing agent during the desert campaign of World War II. The oil was used to render wells undrinkable and thus deny their use to the enemy. By not being lethal, the oil was claimed to not be in breach of the Geneva Protocol. See also * Neatsfoot oil, another bone-derived oil * Bone char Bone char ( lat, carbo animalis) is a porous, black, granular material produced by charring animal bones. Its composition ...
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Hydroxylamine
Hydroxylamine is an inorganic compound with the formula . The material is a white crystalline, hygroscopic compound.Greenwood and Earnshaw. ''Chemistry of the Elements.'' 2nd Edition. Reed Educational and Professional Publishing Ltd. pp. 431–432. 1997. Hydroxylamine is almost always provided and used as an aqueous solution. It is consumed almost exclusively to produce Nylon-6. It is also an intermediate in biological nitrification. The oxidation of to hydroxylamine is a step in biological nitrification. History Hydroxylamine was first prepared as hydroxylammonium chloride in 1865 by the German chemist Wilhelm Clemens Lossen (1838-1906); he reacted tin and hydrochloric acid in the presence of ethyl nitrate. It was first prepared in pure form in 1891 by the Dutch chemist Lobry de Bruyn and by the French chemist Léon Maurice Crismer (1858-1944). The coordination complex , known as Crismer's salt, releases hydroxylamine upon heating. Production Hydroxylamine or its salts can ...
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Pentanal
Pentanal (also called valeraldehyde) is the organic compound is an alkyl aldehyde, molecular formula C5H10O. It is used in flavorings, resin chemistry, and rubber accelerators. Its smell is described as fermented, bready, fruity, nutty, berry. Production Pentanal is obtained by hydroformylation of butene. Also C4 mixtures can be used as starting material like the so-called raffinate II, which is produced by steam cracking and contains (''Z'')- and (''E'')-2-butene, 1-butene, butane and isobutane. The conversion to the product is accomplished with synthesis gas in the presence of a catalyst consisting of a rhodium-bisphosphite complex and a sterically hindered secondary amine with a selectivity toward pentanal of at least 90%.Patent WO 2009/146985 der Evonik Oxeno GmbH


Use

Pentanal is used ...
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