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Isocyanomethane
Methyl isocyanide or isocyanomethane is an organic compound and a member of the isocyanide family. This colorless liquid is isomeric to methyl cyanide (acetonitrile), but its reactivity is very different. In contrast to the faintly sweet, ethereal odor of acetonitrile, the smell of methyl isocyanide, like that of other simple volatile isocyanides, is distinctly penetrating and vile. Methyl isocyanide is mainly used for making 5-membered heterocyclic rings. The C-N distance in methyl isocyanide is very short, 1.158 Å as is characteristic of isocyanides. Preparation and uses Methyl isocyanide was first prepared by A. Gautier by reaction of silver cyanide with methyl iodide. The common method for preparing methyl isocyanides is the dehydration of ''N''-methylformamide. Many metal cyanides react with methylating agents to give complexes of methyl isocyanide. This kind of reactivity has been invoked as being relevant to the origin of life. Methyl isocyanide is useful for the pre ...
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Isocyanide
An isocyanide (also called isonitrile or carbylamine) is an organic compound with the functional group –. It is the isomer of the related nitrile (–C≡N), hence the prefix is ''isocyano''.IUPAC Goldboo''isocyanides''/ref> The organic fragment is connected to the isocyanide group through the nitrogen atom, not via the carbon. They are used as building blocks for the synthesis of other compounds. Properties Structure and bonding The C-N distance in isocyanides is 115.8 pm in methyl isocyanide. The C-N-C angles are near 180°. Akin to carbon monoxide, isocyanides are described by two resonance structures, one with a triple bond between the nitrogen and the carbon and one with a double bond between. The π lone pair of the nitrogen stabilizes the structure and is responsible of the linearity of isocyanides, although the reactivity of isocyanides reflects some carbene character, at least in a formal sense. Thus, both resonance structures are useful representations. They are sus ...
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Acetic Acid
Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main component of vinegar apart from water and other trace elements. Acetic acid is the second simplest carboxylic acid (after formic acid). It is an important Reagent, chemical reagent and industrial chemical, used primarily in the production of cellulose acetate for photographic film, polyvinyl acetate for wood Adhesive, glue, and synthetic fibres and fabrics. In households, diluted acetic acid is often used in descaling agents. In the food industry, acetic acid is controlled by the E number, food additive code E260 as an acidity regulator and as a condiment. In biochemistry, the acetyl group, derived from acetic acid, is fundamental to all forms of life. When bound to coenzyme A, it is central to the metabolism of carbohydrates and fats. The global ...
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Justus Liebigs Annalen Der Chemie
''Justus Liebigs Annalen der Chemie'' (often cited as just ''Liebigs Annalen'') was one of the oldest and historically most important journals in the field of organic chemistry worldwide. It was established in 1832 and edited by Justus von Liebig with Friedrich Wöhler and others until Liebig's death in 1873. In 1997 the journal merged with ''Recueil des Travaux Chimiques des Pays-Bas'' to form ''Liebigs Annalen/Recueil''. In 1998 it was absorbed by ''European Journal of Organic Chemistry'' by merger of a number of other national European chemistry journals. Title history * ''Annalen der Pharmacie'', 1832–1839 * ''Annalen der Chemie und Pharmacie'', 1840–1873 (, CODEN JLACBF) * ''Justus Liebig's Annalen der Chemie und Pharmacie'', 1873–1874 (, CODEN JLACBF) * ''Justus Liebig's Annalen der Chemie'', 1874–1944 & 1947–1978 (, CODEN JLACBF) * ''Liebigs Annalen der Chemie'', 1979–1994 (, CODEN LACHDL) * ''Liebigs Annalen'', 1995–1996 (, CODEN LANAEM) * ''Lie ...
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Hazardous Air Pollutants
Air pollution is the contamination of air due to the presence of substances in the atmosphere that are harmful to the health of humans and other living beings, or cause damage to the climate or to materials. There are many different types of air pollutants, such as gases (including ammonia, carbon monoxide, sulfur dioxide, nitrous oxides, methane, carbon dioxide and chlorofluorocarbons), particulates (both organic and inorganic), and biological molecules. Air pollution can cause diseases, allergies, and even death to humans; it can also cause harm to other living organisms such as animals and food crops, and may damage the natural environment (for example, climate change, ozone depletion or habitat degradation) or built environment (for example, acid rain). Air pollution can be caused by both human activities and natural phenomena. Air pollution is a significant risk factor for a number of pollution-related diseases, including respiratory infections, heart disease, COPD, ...
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Transition Metal Isocyanide Complexes
Technetium (99mTc) sestamibi is used in nuclear medicine imaging. Transition metal isocyanide complexes are coordination compounds containing isocyanide ligands. Because isocyanides are relatively basic, but also good pi-acceptors, a wide range of complexes are known. Some isocyanide complexes are used in medical imaging. Scope of isocyanide ligands Several thousand isocyanides are known, but the coordination chemistry is dominated by a few ligands. Common isonitrile ligands are methyl isocyanide, tert-butyl isocyanide, phenyl isocyanide, and cyclohexylisocyanide. Isocyanides are electronically similar to CO, but for most R groups, isocyanides are superior Lewis bases and weaker pi-acceptors. Trifluoromethylisocyanide is the exception, its coordination properties are very similarly to those of CO. Because the CNC linkage is linear, the cone angle of these ligands is small, so it is easy to prepare polyisocyanide complexes. Many complexes of isocyanides show high coordinatio ...
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N-Methylformamide
''N''-Methylformamide (NMF) is a colorless, nearly odorless, organic compound and secondary amide with molecular formula CH3NHCHO, which is a liquid at room temperature. NMF is mainly used as a reagent in various organic syntheses with limited applications as a highly polar solvent. NMF is closely related to other formamides, notably formamide and dimethylformamide (DMF). However, industrial use and production of NMF are far less than for either of these other formamides. DMF is favored over NMF as a solvent due to its greater stability. Annual production of NMF can be assumed to be significantly less than the production of either formamide (100,000 tons) or DMF (500,000 tons). Structure and properties Like DMF and formamide, each of the two rotamers of NMF are described by two principal resonance structures: :: This description highlights the partial double bond that exists between the carbonyl carbon and nitrogen, which gives rise to a high rotational barrier. Thus, the mo ...
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Annales De Chimie Et De Physique
__NOTOC__ ''Annales de chimie et de physique'' ( French for ''Annals of Chemistry and Physics'') is a scientific journal founded in Paris, France, in 1789 under the title ''Annales de chimie''. One of the early editors was the French chemist Antoine Lavoisier. Lavoisier, an aristocrat, was guillotined in May 1794, ostensibly for tax fraud: and the journal was not published from 1794 to 1796 while the Reign of Terror was at its height under the French Directory. In 1815, it became the ''Annales de chimie et de physique'', and was published under that name for the next 100 years. In 1914, it split into two successor journals. The first one, '' Annales de physique'', was latterly published by EDP Sciences under the same name up to 2009, when it became integrated in the ''European Physical Journal'' series as the '' European Physical Journal H – Historical Perspectives on Contemporary Physics''. The second successor, ''Annales de chimie'', later became '' Annales de chimie: Scien ...
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Silver Cyanide
Silver cyanide is the chemical compound with the formula AgCN. It is a white solid that precipitated upon treatment of solutions containing Ag+ with cyanide, which is used in some schemes to recover silver from solution. Silver cyanide is used in silver-plating. Structure The structure of silver cyanide consists of - g-CN chains in which the linear two-coordinate Ag+ ions are bridged by the cyanide ions, typical of silver(I) and other d10 ions. This is the same binding mode as seen in the more famous case of Prussian blue. These chains then pack hexagonally with adjacent chains offset by +/- 1/3 of the ''c'' lattice parameter. This is the same as the structure adopted by the high temperature polymorph of copper(I) cyanide. The silver to carbon and silver to nitrogen bond lengths in AgCN are both ~2.09 Å and the cyanide groups show head-to-tail disorder. Reactions AgCN precipitates upon the addition of sodium cyanide to a solution containing Ag+. On the addition of further cyani ...
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Methyl Iodide
Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. It is a dense, colorless, volatile liquid. In terms of chemical structure, it is related to methane by replacement of one hydrogen atom by an atom of iodine. It is naturally emitted by rice plantations in small amounts. It is also produced in vast quantities estimated to be greater than 214,000 tons annually by algae and kelp in the world's temperate oceans, and in lesser amounts on land by terrestrial fungi and bacteria. It is used in organic synthesis as a source of methyl groups. Preparation and handling Iodomethane is formed via the exothermic reaction that occurs when iodine is added to a mixture of methanol with red phosphorus. The iodinating reagent is phosphorus triiodide that is formed ''in situ:'' :3 CH3OH + PI3 → 3 CH3I + H2PO3H Alternatively, it is prepared from the reaction of dimethyl sulfate with potassium iodide in the presence of ...
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Acetamide
Acetamide (systematic name: ethanamide) is an organic compound with the formula CH3CONH2. It is the simplest amide derived from acetic acid. It finds some use as a plasticizer and as an industrial solvent. The related compound ''N'',''N''-dimethylacetamide (DMA) is more widely used, but it is not prepared from acetamide. Acetamide can be considered an intermediate between acetone, which has two methyl (CH3) groups either side of the carbonyl (CO), and urea which has two amide (NH2) groups in those locations. Acetamide is also a naturally occurring mineral with the IMA symbol: Ace. Production Laboratory scale Acetamide can be produced in the laboratory from ammonium acetate by dehydration: : H4CH3CO2] → CH3C(O)NH2 + H2O Alternatively acetamide can be obtained in excellent yield via ammonolysis of acetylacetone under conditions commonly used in reductive amination. It can also be made from anhydrous acetic acid, acetonitrile and very well dried hydrogen chloride gas, using ...
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Heterocyclic
A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles. Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of known compounds are heterocycles. 59% of US FDA-approved drugs contain nitrogen heterocycles. Classification The study of heterocyclic chemistry focuses especially on unsaturated derivatives, and the preponderance of work and applications involves unstrained 5- and 6-membered rings. Included are pyridine, thiophene, pyrrole, and furan. Another large class of heterocycles refers to those fused to benzene rings. For example, the fused benzene derivatives of pyridine, thiophene, pyrrole, and furan are quinol ...
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