β-Butyrolactone
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β-Butyrolactone
β-Butyrolactone is the Intramolecular reaction, intramolecular carboxylic acid ester (lactone) of the optically active 3-Hydroxybutanoic acid, 3-hydroxybutanoic acid. It is produced during chemical synthesis as a racemate. β-Butyrolactone is suitable as a monomer for the production of the biodegradable polyhydroxyalkanoate Polyhydroxybutyrate, poly(3-hydroxybutyrate) (PHB). Polymerisation of racemic (''RS'')-β-butyrolactone provides (''RS'')-polyhydroxybutyric acid, which, however, is inferior in essential properties (e.g. strength or degradation behaviour) to the (''R'')-poly-3-hydroxybutyrate originating from natural sources. Production β-Butyrolactone is obtained in 63% yield by the addition of ethanal to ethenone (ketene) in the presence of the Clay minerals, clay mineral montmorillonite. For this purpose, ethenone can also be produced in-situ by dehydrobromination of acetyl bromide with the Hünig base diisopropylethylamine. In the presence of a chiral aluminium comp ...
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Pascal (unit)
The pascal (symbol: Pa) is the unit of pressure in the International System of Units (SI). It is also used to quantify internal pressure, stress, Young's modulus, and ultimate tensile strength. The unit, named after Blaise Pascal, is an SI coherent derived unit defined as one newton per square metre (N/m2). It is also equivalent to 10 barye (10 Ba) in the CGS system. Common multiple units of the pascal are the hectopascal (1 hPa = 100 Pa), which is equal to one millibar, and the kilopascal (1 kPa = 1000 Pa), which is equal to one centibar. The unit of measurement called '' standard atmosphere (atm)'' is defined as . Meteorological observations typically report atmospheric pressure in hectopascals per the recommendation of the World Meteorological Organization, thus a standard atmosphere (atm) or typical sea-level air pressure is about 1013 hPa. Reports in the United States typically use inches of mercury or millibars (hectopascals). In Cana ...
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Enantioselective Synthesis
Enantioselective synthesis, also called asymmetric synthesis, is a form of chemical synthesis. It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of Chirality (chemistry), chirality are formed in a substrate molecule and which produces the stereoisomeric (enantiomeric or diastereomeric) products in Enantiomeric excess, unequal amounts." Put more simply: it is the synthesis of a compound by a method that favors the formation of a specific enantiomer or diastereomer. Enantiomers are stereoisomers that have opposite configurations at every chiral center. Diastereomers are stereoisomers that differ at one or more chiral centers. Enantioselective synthesis is a key process in modern chemistry and is particularly important in the field of pharmaceuticals, as the different enantiomers or diastereomers of a molecule often have different biological activity. Overview Many of the building blocks of biological systems such as sugars a ...
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Butane-1,3-diol
1,3-Butanediol is an organic compound with the formula CH3CH(OH)CH2CH2OH, not to be confused with 1,4 Butanediol. With two alcohol functional groups, the molecule is classified as a diol. The compound without the R (or D) designation is racemic, which is what has been used in most studies before 2023. The compound is a colorless, bittersweet, water-soluble liquid. It is one of four common structural isomers of butanediol. It is used in grape flavoring, and as a precursor to some antibiotics. Production and uses Hydrogenation of 3-hydroxybutanal gives 1,3-butanediol: :CH3CH(OH)CH2CHO + H2 → CH3CH(OH)CH2CH2OH Dehydration of 1,3-butanediol gives 1,3-butadiene: :CH3CH(OH)CH2CH2OH → CH2=CH-CH=CH2 + 2H2O Pharmacology 1,3-Butanediol has sedative, hypotensive and hypoglycaemic action comparable to ethanol, with the (R), also known as (D), enantiomer being more active. Fatty acid esters of 1,3-butanediol such as the acetoacetate, lactate or hexanoate have been researched for ...
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Partial Pressure
In a mixture of gases, each constituent gas has a partial pressure which is the notional pressure of that constituent gas as if it alone occupied the entire volume of the original mixture at the same temperature. The total pressure of an ideal gas mixture is the sum of the partial pressures of the gases in the mixture (Dalton's Law). In respiratory physiology, the partial pressure of a dissolved gas in liquid (such as oxygen in arterial blood) is also defined as the partial pressure of that gas as it would be undissolved in gas phase yet in equilibrium with the liquid. This concept is also known as blood gas tension. In this sense, the diffusion of a gas liquid is said to be driven by differences in partial pressure (not concentration). In chemistry and thermodynamics, this concept is generalized to non-ideal gases and instead called fugacity. The partial pressure of a gas is a measure of its Thermodynamic activity, thermodynamic activity. Gases dissolve, diffuse, and react accor ...
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Carbon Monoxide
Carbon monoxide (chemical formula CO) is a poisonous, flammable gas that is colorless, odorless, tasteless, and 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 oxocarbon, carbon oxide. In coordination complexes, the carbon monoxide ligand is called ''metal carbonyl, 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. Numerous environmental and biological sources generate carbon monoxide. In industry, carbon monoxide is important in the production of many compounds, including drugs, fragrances, and fuels. Indoors CO is one of the most acutely toxic contaminants affecting indoor air quality. CO may be emitted from tobacco smoke and generated from malfunctioning fuel-burning stoves (wood, kerosene, natural gas, propane) and fuel-burning heating systems (wood, oil, n ...
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Tetrahydrofuran
Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water- miscible organic liquid with low viscosity. It is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. It is an isomer of another solvent, butanone. Production About 200,000 tonnes of tetrahydrofuran are produced annually. The most widely used industrial process involves the acid-catalyzed dehydration of 1,4-Butanediol, 1,4-butanediol. Ashland Inc., Ashland/ISP is one of the biggest producers of this chemical route. The method is similar to the production of diethyl ether from ethanol. The butanediol is derived from Condensation reaction, condensation of acetylene with formaldehyde followed by hydrogenation. DuPont developed a process for producing THF by oxidizing Butane#Isomers, ''n''-butane to crude maleic anhydride, follow ...
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Carbonylation
In chemistry, carbonylation refers to reactions that introduce carbon monoxide (CO) 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 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 ...
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Propylene Oxide
Propylene oxide is an epoxide with the molecular formula C3H6O. This colourless volatile liquid with an odour similar to ether, is produced on a large scale industrially. Its major application is its use for the production of polyether polyols for use in making polyurethane plastics. It is a chiral epoxide, although it is commonly used as a racemic mixture. This compound is sometimes called 1,2-propylene oxide to distinguish it from its isomer 1,3-propylene oxide, better known as oxetane. Production Industrial production of propylene oxide starts from propylene. Two general approaches are employed, one involving chlorohydrin formation and the other involving oxidation. In 2005, about half of the world production was through chlorohydrin technology and one half via oxidation routes. The latter approach is growing in importance. Chlorohydrin route The traditional route proceeds via the conversion of propylene to propylene chlorohydrin according to the following simplified sch ...
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BINAP
BINAP (2,2′-bis(diphenylphosphino)-1,1′-binaphthyl) is an organophosphorus compound. This Optical isomerism, chiral diphosphines, diphosphine ligand is widely used in chiral synthesis, asymmetric synthesis. It consists of a pair of 2-diphenylphosphinonaphthalene, naphthyl groups linked at the 1 and 1′ positions. This C2-Symmetric ligands, C2-symmetric framework lacks a stereocenter, stereogenic atom, but has axial chirality due to restricted rotation (atropisomerism). The barrier to racemization is high due to steric hindrance, which limits rotation about the bond linking the naphthyl rings. The dihedral angle between the naphthyl groups is approximately 90°. The natural bite angle is 93°. Use as ligand in asymmetric catalysis BINAP is used in organic synthesis for enantioselective transformations catalyzed by its complex (chemistry), complexes of ruthenium, rhodium, and palladium. As pioneered by Ryōji Noyori and his co-workers, rhodium complexes of BINAP are usefu ...
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Diketene
Diketene is an organic compound with the molecular formula , and which is sometimes written as . It is formed by dimerization of ketene, . Diketene is a member of the oxetane family. It is used as a reagent in organic chemistry. It is a colorless liquid. Production Diketene is produced on commercial scale by dimerization of ketene. Reactions Heating or irradiation with UV light regenerates the ketene monomer: : Alkylated ketenes also dimerize with ease and form substituted diketenes. Diketene readily hydrolyzes in water forming acetoacetic acid. Its half-life in water is approximately 45 min. a 25 °C at . Certain diketenes with two aliphatic chains, such as alkyl ketene dimers (AKDs), are used industrially to improve hydrophobicity in paper. At one time acetic anhydride was prepared by the reaction of ketene with acetic acid: :   ΔH = −63 kJ/mol Acetoacetylation Diketene also reacts with alcohols and amines to the corresponding acetoacetic acid deri ...
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