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Levulinic Acid
Levulinic acid, or 4-oxopentanoic acid, is an organic compound with the chemical formula, formula CH3C(O)CH2CH2CO2H. It is classified as a keto acid. This white crystalline solid is soluble in water and polar organic solvents. It is derived from degradation of cellulose and is a potential precursor to biofuels, such as ethyl levulinate. Synthesis Levulinic acid was first prepared in 1840 by Dutch chemist Gerardus Johannes Mulder by heating fructose with hydrochloric acid. The first commercial production of levulinic acid began as a batchwise process in an autoclave by starch manufacturer A. E. Staley in the 1940s. In 1953 Quaker Oats developed a continuous process for the production of levulinic acid. In 1956 it was identified as a platform chemical with high potential. and in 2004 the US Department of Energy (U.S. DoE) identified levulinic acid as one of the 12 potential platform chemicals in the biorefinery concept. The synthesis of levulinic acid from hexoses (glucose, fructo ...
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Organic Compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes (e.g. methane ) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as certain compounds of carbon with nitrogen and oxygen (e.g. cyanide ion , hydrogen cyanide , chloroformic acid , carbon dioxide , and carbonate ion ). Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, and even ...
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Lignocellulose
Lignocellulose refers to plant dry matter (biomass), so called lignocellulosic biomass. It is the most abundantly available raw material on the Earth for the production of Biofuel, biofuels. It is composed of two kinds of carbohydrate polymers, cellulose and hemicellulose, and an aromatic-rich polymer called lignin. Any biomass rich in cellulose, hemicelluloses, and lignin are commonly referred to as lignocellulosic biomass. Each component has a distinct chemical behavior. Being a composite of three very different components makes the processing of lignocellulose challenging. The evolved resistance to degradation or even separation is referred to as recalcitrance. Overcoming this recalcitrance to produce useful, high value products requires a combination of heat, chemicals, enzymes, and microorganisms. These carbohydrate-containing polymers contain different sugar monomers (six and five carbon sugars) and they are covalently bound to lignin. Lignocellulosic biomass can be broadly ...
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Pseudoacid
A pseudoacid in organic chemistry is a cyclic oxocarboxylic acid. Most commonly, these form from aldehyde and keto carboxylic acids, and the cyclic forms are furanoid (5-membered ring with oxygen) or pyranoid (6-membered ring with oxygen). The original pseudoacid to be described as such (using the German ) was levulinic acid (4-oxopentanoic acid).Bredt, J., 1886. Über Acetyllävulinsäure und die Constitution der γ-Ketonsäuren. Annalen der chemie 236, 225–240. Unlike the parent (open-form) oxocarboxylic acid, the pseudoacid has a chiral center. The position of equilibrium in oxocarboxylic acids, toward the open form or the cyclic (pseuodacid) form, is influenced by a number of factors. In aliphatic 4- and 5-oxocarboxylic acids, intervening substituents assists in ring closure. Alkenes with the interacting groups substituted ''cis'' to each other also assists in ring closure. Aryl systems with the interacting groups substituted ''ortho'' to each other assists in ...
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Nicotine
Nicotine is a natural product, naturally produced alkaloid in the nightshade family of plants (most predominantly in tobacco and ''Duboisia hopwoodii'') and is widely used recreational drug use, recreationally as a stimulant and anxiolytic. As a pharmaceutical drug, it is used for smoking cessation to relieve drug withdrawal, withdrawal symptoms. Nicotine acts as a receptor agonist at most nicotinic acetylcholine receptors (nAChRs), except at two nicotinic receptor subunits (nAChRα9 and nAChRα10) where it acts as a receptor antagonist. Nicotine constitutes approximately 0.6–3.0% of the dry weight of tobacco. Nicotine is also present at Parts-per notation, ppb concentrations in edible plants in the family Solanaceae, including potatoes, tomatoes, and eggplants, though sources disagree on whether this has any biological significance to human consumers. It functions as an plant defense against herbivory, antiherbivore toxin; consequently, nicotine was widely used as an insecti ...
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2-Methyltetrahydrofuran
2-Methyltetrahydrofuran (2-MeTHF) is an organic compound with the molecular formula C5H10O. It is a highly flammable, mobile liquid. It is mainly used as a replacement for Tetrahydrofuran (THF) in specialized applications for its better performance, such as to obtain higher reaction temperatures, or easier separations (as, unlike THF, it is not miscible with water). It is derived from sugars via furfural and is occasionally touted as a biofuel. Structures and properties 2-Methyltetrahydrofuran is "inversely soluble" in water. That is, its solubility decreases with increasing temperature, which is a rare property. The solubility of water in 2-methyltetrahydrofuran is reported to be 14.4 g/ 100 g at 23 °C. Much like tetrahydrofuran, 2-methyltetrahydrofuran can act as a Lewis base in organometallic reactions. 2-Methyltetrahydrofuran is usually produced as a racemic mixture. Preparation 2-Methyltetrahydrofuran is usually synthesized by catalytic hydrogenation of furfural. :OC4H3CH ...
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Ethyl Levulinate
Ethyl levulinate is an organic compound with the formula CH3C(O)CH2CH2C(O)OC2H5. It is an ester derived from the keto acid levulinic acid. Ethyl levulinate can also be obtained by reaction between ethanol and furfuryl alcohol. These two synthesis options make ethyl levulinate a viable biofuel option, since both precursors can be obtained from biomass: levulinic acid from 6-carbon polymerized sugars such as cellulose, and furfural from 5-carbon polymerized sugars such as xylan Xylan (; ) ( CAS number: 9014-63-5) is a type of hemicellulose, a polysaccharide consisting mainly of xylose residues. It is found in plants, in the secondary cell walls of dicots and all cell walls of grasses. Xylan is the third most abu ... and arabinan. References Carboxylate esters Ethyl esters {{ester-stub ...
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Herbicide
Herbicides (, ), also commonly known as weed killers, are substances used to control undesired plants, also known as weeds.EPA. February 201Pesticides Industry. Sales and Usage 2006 and 2007: Market Estimates. Summary in press releasMain page for EPA reports on pesticide use ihere Selective herbicides control specific weed species while leaving the desired crop relatively unharmed, while non-selective herbicides (sometimes called "total weed killers") kill plants indiscriminately. The combined effects of herbicides, nitrogen fertilizer, and improved cultivars has increased yields (per acre) of major crops by three to six times from 1900 to 2000. In the United States in 2012, about 91% of all herbicide usage, was determined by weight applied, in agriculture. In 2012, world pesticide expenditures totaled nearly US$24.7 billion; herbicides were about 44% of those sales and constituted the biggest portion, followed by insecticides, fungicides, and fumigants. Herbicide is also used ...
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Aminolevulinic Acid
δ-Aminolevulinic acid (also dALA, δ-ALA, 5ALA or 5-aminolevulinic acid), an endogenous non-proteinogenic amino acid, is the first compound in the porphyrin synthesis pathway, the pathway that leads to heme in mammals, as well as chlorophyll in plants. 5ALA is used in photodynamic detection and surgery of cancer.Wagnières, G.., Jichlinski, P., Lange, N., Kucera, P., Van den Bergh, H. (2014). Detection of Bladder Cancer by Fluorescence Cystoscopy: From Bench to Bedside - the Hexvix Story. Handbook of Photomedicine, 411-426. Medical uses As a precursor of a photosensitizer, 5ALA is also used as an add-on agent for photodynamic therapy. In contrast to larger photosensitizer molecules, it is predicted by computer simulations to be able to penetrate tumor cell membranes. Cancer diagnosis Photodynamic detection is the use of photosensitive drugs with a light source of the right wavelength for the detection of cancer, using fluorescence of the drug. 5ALA, or derivatives thereof, ...
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Distillation
Distillation, also classical distillation, is the process of separating the component substances of a liquid mixture of two or more chemically discrete substances; the separation process is realized by way of the selective boiling of the mixture and the condensation of the vapors in a still. Distillation can operate over a wide range of pressures from 0.14 bar (e.g., ethylbenzene/ styrene) to nearly 21 bar (e.g., propylene/propane) and is capable of separating feeds with high volumetric flowrates and various components that cover a range of relative volatilities from only 1.17 ( o-xylene/ m-xylene) to 81.2 (water/ ethylene glycol). Distillation provides a convenient and time-tested solution to separate a diversity of chemicals in a continuous manner with high purity. However, distillation has an enormous environmental footprint, resulting in the consumption of approximately 25% of all industrial energy use. The key issue is that distillation operates based on phase changes, ...
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Extraction (chemistry)
Extraction in chemistry is a separation process consisting of the separation of a substance from a Matrix (chemical analysis), matrix. The distribution of a solute between two phases is an Chemical equilibrium, equilibrium condition described by partition theory. This is based on exactly how the analyte moves from the initial solvent into the extracting solvent. The term ''washing'' may also be used to refer to an extraction in which impurities are extracted from the solvent containing the desired Chemical compound, compound. Types of extraction * Liquid–liquid extraction ** Acid-base extraction ** Supercritical fluid extraction * Solid-liquid extraction ** Solid-phase extraction ** Maceration ** Ultrasound assisted extraction, Ultrasound-assisted extraction ** Microwave-assisted extraction ** Heat reflux extraction ** Instant controlled pressure drop extraction (:fr:Détente instantanée contrôlée, Détente instantanée contrôlée) * Perstraction Laboratory applica ...
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