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Picoline
Picoline refers to any of three isomerism, isomers of methylpyridine (CH3C5H4N). They are all colorless liquids with a characteristic smell similar to that of pyridine. They are miscible with water and most organic solvents. Isomers The CAS registry number, CAS number of an unspecified picoline isomer is [1333-41-1]. The methyl group in 2- and 4- picolines is reactive; e.g., 2-picolines condenses with acetaldehyde in the presence of warm aqueous sodium hydroxide to form 2-propenylpyridine. History Picoline was obtained, in impure form, in 1826 by the German chemist Otto Unverdorben (1806 – 1873), who obtained it by the pyrolysis (roasting) of bones. He called it ''Odorin'' due to its unpleasant smell. In 1849, the Scottish chemist Thomas Anderson (chemist), Thomas Anderson (1819 – 1874) prepared picoline in pure form, from coal tar and via the pyrolysis of bones. Anderson also named picoline by combining the Latin words ''pix'' (tar) and ''oleum'' (oil) because coal tar o ...
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4-Methylpyridine
4-Methylpyridine is the organic compound with the formula CH3C5H4N. It is one of the three isomers of methylpyridine. This pungent liquid is a building block for the synthesis of other heterocyclic compounds. Its conjugate acid, the 4-methylpyridinium ion, has a p''K''a of 5.98, about 0.7 units above that of pyridine itself. Production and uses 4-Methylpyridine is both isolated from coal tar and is synthesized industrially. It forms via the reaction of acetaldehyde and ammonia in the presence of an oxide catalyst. The method also affords some 2-methylpyridine. 4-Methylpyridine is of little intrinsic value but is a precursor to other commercially significant species, often of medicinal interest. For example, ammoxidation of 4-methylpyridine gives 4-cyanopyridine, the precursor to a variety of other derivatives such as the antituberculosis drug isoniazid. Toxicity Like most alkylpyridines, the LD50 In toxicology, the median lethal dose, LD50 (abbreviation for "lethal dose, ...
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Pyridine
Pyridine is a basic (chemistry), basic heterocyclic compound, heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom . It is a highly flammable, weakly alkaline, water-miscible liquid with a distinctive, unpleasant fish-like smell. Pyridine is colorless, but older or impure samples can appear yellow, due to the formation of extended, unsaturated Polymer, polymeric chains, which show significant electrical conductivity. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Historically, pyridine was produced from coal tar. As of 2016, it is synthesized on the scale of about 20,000 tons per year worldwide. Properties Physical properties Pyridine is diamagnetism, diamagnetic. Its critical point (thermodynamics), critical parameters are: pressure 5.63 MPa, temperature 619 K and volume 248 cm3/mol. In the temperatur ...
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Hugo Weidel
Hugo Weidel (13 November 1849 – 7 June 1899) was a chemist from Austria-Hungary known for inventing Weidel's reaction and describing the structure of the organic compound nicotinic acid (niacin). For his achievements, Weidel received the Lieben Prize in 1880. Life and work Hugo Weidel was born in Vienna in 1849. He studied at the Vienna University of Technology with Heinrich Hlasiwetz. He later moved to the University of Heidelberg, Germany, and obtained a Ph.D. degree there in 1870. After returning to Vienna, Weidel became assistant of Hlasiwetz in 1871. During that time, he started his research on oxidation products of cinchonine and nicotine alkaloids. He became a lecturer at the university in 1874, and, after Ludwig Barth von Barthenau became the chair of the department, Weidel could intensify his research on alkaloids. Although the oxidation of nicotine was already known, Weidel was the first to isolate large enough amounts to determine the properties of the material. Th ...
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Adolf Von Baeyer
Johann Friedrich Wilhelm Adolf von Baeyer (; 31 October 1835 – 20 August 1917) was a German chemist who synthesised indigo dye, indigo and developed a Von Baeyer nomenclature, nomenclature for cyclic compounds (that was subsequently extended and adopted as part of the IUPAC nomenclature of organic chemistry, IUPAC organic nomenclature). He was nobility, ennobled in the Kingdom of Bavaria in 1885 and was the 1905 recipient of the Nobel Prize in Chemistry.''Adolf von Baeyer: Winner of the Nobel Prize for Chemistry 1905 '' Armin de Meijere Angewandte Chemie International Edition Volume 44, Issue 48, Pages 7836 – 7840 2005''Abstract/ref> Family and education Baeyer was born in Berlin as the son of the noted geodesist and captain of the Royal Prussian Army Johann Jacob Baeyer and his wife Eugenie Baeyer née Hitzig (1807–1843). Both his parents were Lutherans at the time of his birth and he was raised in the Lutheran religion. His mother was the daughter of Julius Eduard Hitzig ...
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Isomerism
In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the existence or possibility of isomers. Isomers do not necessarily share similar chemical property, chemical or physical property, physical properties. Two main forms of isomerism are structural isomerism, structural (or constitutional) isomerism, in which ''chemical bond, bonds'' between the atoms differ; and stereoisomerism (or spatial isomerism), in which the bonds are the same but the ''relative positions'' of the atoms differ. Isomeric relationships form a hierarchy. Two chemicals might be the same constitutional isomer, but upon deeper analysis be stereoisomers of each other. Two molecules that are the same stereoisomer as each other might be in different conformational forms or be different Isotopologue, isotopologues. The depth of analy ...
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James Dewar
Sir James Dewar ( ; 20 September 1842 – 27 March 1923) was a Scottish chemist and physicist. He is best known for his invention of the vacuum flask, which he used in conjunction with research into the liquefaction of gases. He also studied atomic and molecular spectroscopy, working in these fields for more than 25 years. Dewar was nominated for the Nobel Prize 8 times — 5 times in Physics and 3 times in Chemistry — but he was never so honoured. Early life James Dewar was born in Kincardine, Perthshire (now in Fife) in 1842, the youngest of six boys of Ann Dewar and Thomas Dewar, a vintner. He was educated at Kincardine Parish School and then Dollar Academy. His parents died when he was 15. He attended the University of Edinburgh where he studied chemistry under Lyon Playfair (later Baron Playfair), becoming Playfair's personal assistant. Dewar also studied under August Kekulé at Ghent. Career In 1875, Dewar was elected Jacksonian professor of natural experimenta ...
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Methyl Group
In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula (whereas normal methane has the formula ). In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many organic compounds. It is a very stable group in most molecules. While the methyl group is usually part of a larger molecule, bonded to the rest of the molecule by a single covalent bond (), it can be found on its own in any of three forms: methanide anion (), methylium cation () or methyl radical (). The anion has eight valence electrons, the radical seven and the cation six. All three forms are highly reactive and rarely observed. Methyl cation, anion, and radical Methyl cation The methylium cation () exists in the gas phase, but is otherwise not encountered. Some compounds are considered to be sources of the cation, and this simplification is used pervasively in organic chemistry. For ex ...
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Calcium Oxide
Calcium oxide (formula: Ca O), commonly known as quicklime or burnt lime, is a widely used chemical compound. It is a white, caustic, alkaline, crystalline solid at room temperature. The broadly used term '' lime'' connotes calcium-containing inorganic compounds, in which carbonates, oxides, and hydroxides of calcium, silicon, magnesium, aluminium, and iron predominate. By contrast, ''quicklime'' specifically applies to the single compound calcium oxide. Calcium oxide that survives processing without reacting in building products, such as cement, is called free lime. Quicklime is relatively inexpensive. Both it and the chemical derivative calcium hydroxide (of which quicklime is the base anhydride) are important commodity chemicals. Preparation Calcium oxide is usually made by the thermal decomposition of materials, such as limestone or seashells, that contain calcium carbonate (CaCO3; mineral calcite) in a lime kiln. This is accomplished by heating the material to above , ...
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Decarboxylation
Decarboxylation is a chemical reaction that removes a carboxyl group and releases carbon dioxide (CO2). Usually, decarboxylation refers to a reaction of carboxylic acids, removing a carbon atom from a carbon chain. The reverse process, which is the first chemical step in photosynthesis, is called carboxylation, the addition of CO2 to a compound. Enzymes that catalyze decarboxylations are called decarboxylases or, the more formal term, carboxy-lyases (Enzyme Commission number, EC number 4.1.1). In organic chemistry The term "decarboxylation" usually means replacement of a carboxyl group () with a hydrogen atom: : Decarboxylation is one of the oldest known organic reactions. It is one of the processes assumed to accompany pyrolysis and destructive distillation. Overall, decarboxylation depends upon stability of the carbanion synthon , although the anion may not be a true chemical intermediate. Typically, carboxylic acids decarboxylate slowly, but carboxylic acids with an α el ...
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Niacin (substance)
Nicotinic acid, or niacin, is an organic compound and a vitamer of vitamin B3, an essential human nutrient. It is produced by plants and animals from the amino acid tryptophan. Nicotinic acid is also a prescription medication. Amounts far in excess of the recommended dietary intake for vitamin functions will lower blood triglycerides and low density lipoprotein cholesterol (LDL-C), and raise blood high density lipoprotein cholesterol (HDL-C, often referred to as "good" cholesterol). There are two forms: immediate-release and sustained-release nicotinic acid. Initial prescription amounts are 500 mg/day, increased over time until a therapeutic effect is achieved. Immediate-release doses can be as high as 3,000 mg/day; sustained-release as high as 2,000 mg/day. Despite the proven lipid changes, nicotinic acid has not been found useful for decreasing the risk of cardiovascular disease in those already prescribed a statin drug. A 2010 review had concluded that ...
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Carboxylic Acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl group (e.g., alkyl, alkenyl, aryl), or hydrogen, or other groups. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Examples and nomenclature Carboxylic acids are commonly identified by their trivial names. They often have the suffix ''-ic acid''. IUPAC-recommended names also exist; in this system, carboxylic acids have an ''-oic acid'' suffix. For example, butyric acid () is butanoic acid by IUPAC guidelines. For nomenclature of complex molecules containing a carboxylic acid, the carboxyl can be considered position one of the parent chain even if there are other substituents, such as 3-chloropropanoic acid. Alternately, it can be named ...
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