N-Acetylanthranilic Acid
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N-Acetylanthranilic Acid
''N''-Acetylanthranilic acid is an organic compound with the molecular formula C9H9NO3. It is an intermediate product in catabolism of quinaldine in ''Arthrobacter'' sp., and is further metabolized to anthranilic acid. ''N''-Acetylanthranilic acid can be synthesized from 2-bromoacetanilide via palladium-catalyzed carbonylation in tri-''n''-butylamine-water at 110-130 °C, under 3 atm of carbon monoxide. In the laboratory, it can be easily synthesized from anthranilic acid and acetic anhydride. ''N''-Acetylanthranilic acid exhibits triboluminescence when crushed. The fractured crystals have large electrical potentials between areas of high and low charge. When the electrons suddenly migrate to neutralize these potentials, flashes of deep blue light are created. In the United States, it is a Drug Enforcement Administration-controlled Table I illicit drug precursor, because it has been used in the synthesis of methaqualone Methaqualone is a hypnotic sedative. It was ...
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Catabolism
Catabolism () is the set of metabolic pathways that breaks down molecules into smaller units that are either oxidized to release energy or used in other anabolic reactions. Catabolism breaks down large molecules (such as polysaccharides, lipids, nucleic acids, and proteins) into smaller units (such as monosaccharides, fatty acids, nucleotides, and amino acids, respectively). Catabolism is the breaking-down aspect of metabolism, whereas anabolism is the building-up aspect. Cells use the monomers released from breaking down polymers to either construct new polymer molecules or degrade the monomers further to simple waste products, releasing energy. Cellular wastes include lactic acid, acetic acid, carbon dioxide, ammonia, and urea. The formation of these wastes is usually an oxidation process involving a release of chemical free energy, some of which is lost as heat, but the rest of which is used to drive the synthesis of adenosine triphosphate (ATP). This molecule acts as a wa ...
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Atmosphere (unit)
The standard atmosphere (symbol: atm) is a unit of pressure defined as Pa. It is sometimes used as a ''reference pressure'' or ''standard pressure''. It is approximately equal to Earth's average atmospheric pressure at sea level. History The standard atmosphere was originally defined as the pressure exerted by 760 mm of mercury at and standard gravity (''g''n = ). It was used as a reference condition for physical and chemical properties, and was implicit in the definition of the Celsius temperature scale, which defined as the boiling point of water at this pressure. In 1954, the 10th General Conference on Weights and Measures (CGPM) adopted ''standard atmosphere'' for general use and affirmed its definition of being precisely equal to dynes per square centimetre (). This defined both temperature and pressure independent of the properties of particular substance. In addition, the CGPM noted that there had been some misapprehension that it "led some physicists to believe t ...
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Acedoben
Acedoben (4-acetamidobenzoic acid or N-acetyl- PABA) is a chemical compound with the molecular formula of C9H9NO3. It is the acetyl derivative of ''para''-aminobenzoic acid (PABA). Acedoben, as a salt with dimepranol, is a component of some pharmaceutical preparations such as inosine pranobex Inosine pranobex (BAN; also known as inosine acedoben dimepranol ( INN) or methisoprinol) is an antiviral drug that is a combination of inosine and dimepranol acedoben (a salt of acetamidobenzoic acid and dimethylaminoisopropanol) in a ratio of .... See also * ''N''-Acetylanthranilic acid is an positional isomer of this compound References {{reflist Acetanilides Benzoic acids ...
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Methaqualone
Methaqualone is a hypnotic sedative. It was sold under the brand names Quaalude ( ) and Sopor among others, which contained 300 mg of methaqualone, and sold as a combination drug under the brand name Mandrax, which contained 250 mg methaqualone and 25 mg diphenhydramine within the same tablet, mostly in Europe. Commercial production of methaqualone was halted in the mid-1980s due to widespread abuse and addictiveness. It is a member of the quinazolinone class. The sedative–hypnotic activity of methaqualone was first noted in 1955. In 1962, methaqualone was patented in the United States by Wallace and Tiernan. Its use peaked in the early 1970s for the treatment of insomnia, and as a sedative and muscle relaxant. Methaqualone became increasingly popular as a recreational drug and club drug in the late 1960s and 1970s, known variously as "ludes" or "disco biscuits" due to its widespread use during the popularity of disco in the 1970s, or "sopers" (also "soaps") ...
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DEA List Of Chemicals
The United States Drug Enforcement Administration (DEA) maintains lists regarding the classification of illicit drugs (see DEA Schedules). It also maintains List I of chemicals and List II of chemicals, which contain chemicals that are used to manufacture the controlled substances/illicit drugs. The list is designated within the Controlled Substances Act but can be modified by the U.S. Attorney General as illegal manufacturing practices change. Although the list is controlled by the Attorney General, the list is considered a DEA list because the DEA publishes and enforces the list. Suppliers of these products are subject to regulation and control measures: List I chemicals These chemicals are designated as those that are used in the manufacture of the controlled substances and are important to the manufacture of the substances: List II chemicals These chemicals are designated as those that are used in the manufacture of controlled substances: Special Surveillance List Chem ...
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Triboluminescence
Triboluminescence is a phenomenon in which light is generated when a material is mechanically pulled apart, ripped, scratched, crushed, or rubbed (see tribology). The phenomenon is not fully understood, but appears to be caused by the separation and reunification of static electrical charges. The term comes from the Greek τρίβειν ("to rub"; see tribology) and the Latin ''lumen'' (light). Triboluminescence can be observed when breaking sugar crystals and peeling adhesive tapes. ''Triboluminescence'' is often used as a synonym for ''fractoluminescence'' (a term sometimes used when referring only to light emitted from fractured crystals). Triboluminescence differs from piezoluminescence in that a piezoluminescent material emits light when it is deformed, as opposed to broken. These are examples of mechanoluminescence, which is luminescence resulting from any mechanical action on a solid. History Uncompahgre Ute indigenous people The Uncompahgre Ute indigenous peopl ...
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Acetic Anhydride
Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is the simplest isolable anhydride of a carboxylic acid and is widely used as a reagent in organic synthesis. It is a colorless liquid that smells strongly of acetic acid, which is formed by its reaction with moisture in the air. Structure and properties Acetic anhydride, like most acid anhydrides, is a flexible molecule with a nonplanar structure. The pi system linkage through the central oxygen offers very weak resonance stabilization compared to the dipole-dipole repulsion between the two carbonyl oxygens. The energy barriers to bond rotation between each of the optimal aplanar conformations are quite low. Like most acid anhydrides, the carbonyl carbon atom of acetic anhydride has electrophilic character, as the leaving group is carboxylate. The internal asymmetry may contribute to acetic anhydride's potent electrophilicity as the asymmetric geomet ...
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Journal Of Organic Chemistry
''The Journal of Organic Chemistry'', colloquially known as ''JOC'', is a peer-reviewed scientific journal for original contributions of fundamental research in all branches of theory and practice in organic and bioorganic chemistry. It is published by the publishing arm of the American Chemical Society, with 24 issues per year. According to the ''Journal Citation Reports'', the journal had a 2017 impact factor of 4.805 and it is the journal that received the most cites (100,091 in 2017) in the field of organic chemistry. According to Web of Knowledge (and as December 2012), eleven papers from the journal have received more than 1,000 citations, with the most cited paper having received 7,967 citations. The current editor-in-chief is Scott J. Miller from Yale University. Indexing ''J. Org. Chem.'' is currently indexed in: See also *Organic Letters *Organometallics ''Organometallics'' is a biweekly journal published by the American Chemical Society. Its area of focus is ...
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Carbon Monoxide
Carbon monoxide ( chemical formula CO) is a colorless, poisonous, odorless, tasteless, flammable gas that is slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the simplest molecule of the oxocarbon family. In coordination complexes the carbon monoxide ligand is called carbonyl. It is a key ingredient in many processes in industrial chemistry. The most common source of carbon monoxide is the partial combustion of carbon-containing compounds, when insufficient oxygen or heat is present to produce carbon dioxide. There are also numerous environmental and biological sources that generate and emit a significant amount of carbon monoxide. It is important in the production of many compounds, including drugs, fragrances, and fuels. Upon emission into the atmosphere, carbon monoxide affects several processes that contribute to climate change. Carbon monoxide has important biological roles across phylog ...
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Tributylamine
Tributylamine (TBA) is an organic compound with the molecular formula (C4H9)3N. It is a colorless liquid with an amine-like odor. Uses Tributylamine is used as a catalyst (proton acceptor) and as a solvent in organic syntheses and polymerization (including polyurethane Polyurethane (; often abbreviated PUR and PU) refers to a class of polymers composed of organic chemistry, organic units joined by carbamate (urethane) links. In contrast to other common polymers such as polyethylene and polystyrene, polyurethan ...s). References {{reflist Amine solvents Alkylamines Tertiary amines Butyl compounds ...
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Quinaldine
Quinaldine or 2-methylquinoline is an organic compound with the formula CH3C9H6N. It is one of the methyl derivatives of the heterocyclic compound quinoline. It is bioactive and is used in the preparation of various dyes. It is a colorless oil but commercial samples can appear colored. Production and reactions Quinaldine is recovered from coal tar. It can be prepared from aniline and paraldehyde via Skraup synthesis or from aniline and crotonaldehyde via Doebner-von Miller variation of the Skraup reaction. Hydrogenation of quinaldine gives 2-methyltetrahydroquinoline. This reduction can be conducted enantioselectively. Properties Quinaldine has critical point at 787 K and 4.9 MPa and its refractive index is 1.8116. Uses Quinaldine is used in manufacturing anti-malaria drugs, dyes and food colorants (e.g., Quinoline Yellows, pinacyanol Pinacyanol is a cyanine dye. It is an organic cation, typically isolated as the chloride or iodide salts. The blue dye is prepared fr ...
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Carbonylation
Carbonylation refers to reactions that introduce carbon monoxide into organic and inorganic substrates. Carbon monoxide is abundantly available and conveniently reactive, so it is widely used as a reactant in industrial chemistry. The term carbonylation also refers to oxidation of protein side chains. Organic chemistry Several industrially useful organic chemicals are prepared by carbonylations, which can be highly selective reactions. Carbonylations produce organic carbonyls, i.e., compounds that contain the C=O functional group such as aldehydes, carboxylic acids and esters. Carbonylations are the basis of many types of reactions, including hydroformylation and Reppe reactions. These reactions require metal catalysts, which bind and activate the CO. These processes involve transition metal acyl complexes as intermediates. Much of this theme was developed by Walter Reppe. Hydroformylation Hydroformylation entails the addition of both carbon monoxide and hydrogen to unsa ...
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