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Orthoacetic Acid
Orthoacetic acid or ethane-1,1,1-triol is an hypothetical organic compound with formula or H3C-C(OH)3. It would be an ortho acid with the ethane backbone. Orthoacetic acid is believed to be impossible to isolate, since it would readily decompose into acetic acid and water. It may have a fleeting existence in aqueous solutions of acetic acid. Orthoacetate anions The three hydroxyls of CH3C(OH)3 could be deprotonated, leading successively to CH3C(OH)2(O–) (dihydrogenorthoacetate), CH3C(OH)(O–)2 (hydrogenorthoacetate), and finally CH3C(O–)3 (orthoacetate). Orthoacetate esters There are many stable organic compounds with the trivalent moiety H3CC(OR)3, which are formally esters of orthoacetic acid and called orthoacetates. They include trimethyl orthoacetate and triethyl orthoacetate, which are commercially available. See also * Orthoformic acid Orthoformic acid or methanetriol is a hypothetical chemical compound with the formula . In this molecule, the central ca ...
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Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. 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, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ...
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Ortho Acid
In organic chemistry, ortho acids are organic, hypothetical compounds having the structure (R = alkyl or aryl). Ortho acids themselves are unstable and cannot be isolated. However, orthoesters can be synthesized by the Pinner reaction, in which nitriles react with alcohols under acid catalysis: :RCN + 3 R'OH -> RC(OR')3 + NH3 Historic definition Historically the prefixes "''hypo''-", "''per''-", "''ortho''-", "''meta-''", and "''pyro''-" were used to distinguish between different oxyacids of the same element, of these ortho acid is the most highly oxidised or hydroxylated. For example, dehydration of orthoperiodic acid gives metaperiodic acid. Such naming conventions are now obsolete; however, various traditional names containing these prefixes have been retained in IUPAC nomenclature (e.g. orthosilicic acid (), orthotelluric acid () and orthophosphoric acid Phosphoric acid (orthophosphoric acid, monophosphoric acid or phosphoric(V) acid) is a colorless, odorles ...
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Ethane
Ethane ( , ) is an organic chemical compound with chemical formula . At standard temperature and pressure, ethane is a colorless, odorless gas. Like many hydrocarbons, ethane is isolated on an industrial scale from natural gas and as a petrochemical by-product of petroleum refining. Its chief use is as feedstock for ethylene production. Related compounds may be formed by replacing a hydrogen atom with another functional group; the ethane moiety is called an ethyl group. For example, an ethyl group linked to a hydroxyl group yields ethanol, the alcohol in beverages. History Ethane was first synthesised in 1834 by Michael Faraday, applying electrolysis of a potassium acetate solution. He mistook the hydrocarbon product of this reaction for methane and did not investigate it further. During the period 1847–1849, in an effort to vindicate the radical theory of organic chemistry, Hermann Kolbe and Edward Frankland produced ethane by the reductions of propionitrile (ethyl ...
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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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Water
Water (chemical formula ) is an inorganic, transparent, tasteless, odorless, and nearly colorless chemical substance, which is the main constituent of Earth's hydrosphere and the fluids of all known living organisms (in which it acts as a solvent). It is vital for all known forms of life, despite not providing food, energy or organic micronutrients. Its chemical formula, H2O, indicates that each of its molecules contains one oxygen and two hydrogen atoms, connected by covalent bonds. The hydrogen atoms are attached to the oxygen atom at an angle of 104.45°. "Water" is also the name of the liquid state of H2O at standard temperature and pressure. A number of natural states of water exist. It forms precipitation in the form of rain and aerosols in the form of fog. Clouds consist of suspended droplets of water and ice, its solid state. When finely divided, crystalline ice may precipitate in the form of snow. The gaseous state of water is steam or water vapor. Water co ...
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Moiety (chemistry)
In organic chemistry, a moiety ( ) is a part of a molecule that is given a name because it is identified as a part of other molecules as well. Typically, the term is used to describe the larger and characteristic parts of organic molecules, and it should not be used to describe or name smaller functional groups of atoms that chemically react in similar ways in most molecules that contain them. Occasionally, a moiety may contain smaller moieties and functional groups. A moiety that acts as a branch extending from the backbone of a hydrocarbon molecule is called a substituent or side chain, which typically can be removed from the molecule and substituted with others. Active moiety In pharmacology, an active moiety is the part of a molecule or ion – excluding appended inactive portions – that is responsible for the physiological or pharmacological action of a drug substance. Inactive appended portions of the drug substance may include either the alcohol or acid moiety of ...
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Ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are fatty acid esters of glycerol; they are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Phosphoesters form the backbone of DNA molecules. Nitrate esters, such as nitroglycerin, are known for their explosive properties. '' Nomenclature Etymology Th ...
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Orthoacetate
In organic chemistry, an ortho ester is a functional group containing three alkoxy groups attached to one carbon atom, i.e. with the general formula . Orthoesters may be considered as products of exhaustive alkylation of unstable orthocarboxylic acids and it is from these that the name 'ortho ester' is derived. An example is ethyl orthoacetate, , more correctly known as 1,1,1-triethoxyethane. Synthesis Ortho esters can be prepared by the Pinner reaction, in which nitriles react with alcohols in the presence of one equivalent of hydrogen chloride. The reaction proceeds by formation of imido ester hydrochloride: :RCN + R′OH + HCl → C(OR′)=NH2sup>+Cl− Upon standing in the presence of excess alcohol, this intermediate converts to the ortho ester: : C(OR′)=NH2sup>+Cl− + 2R′OH → RC(OR′)3 + NH4Cl The reaction requires anhydrous conditions. Although a less common method, ortho esters were first produced by reaction of 1,1,1-trichloroalkanes with sodium alkoxide ...
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Triethyl Orthoacetate
Triethyl orthoacetate is the organic compound with the formula CH3C(OC2H5)3. It is the ethyl orthoester of acetic acid. It is a colorless oily liquid. Triethyl orthoacetate is used in organic synthesis for acetylation. It is also used in the Johnson-Claisen rearrangement The Claisen rearrangement is a powerful carbon–carbon bond-forming chemical reaction discovered by Rainer Ludwig Claisen. The heating of an allyl vinyl ether will initiate a ,3sigmatropic rearrangement to give a γ,δ-unsaturated carbonyl, d .... References {{reflist Orthoesters Reagents for organic chemistry Ethyl esters ...
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Orthoformic Acid
Orthoformic acid or methanetriol is a hypothetical chemical compound with the formula . In this molecule, the central carbon atom is bound to one hydrogen and three hydroxyl groups. Orthoformic acid has not been isolated to date, and is believed to be unstable, decomposing into water and formic acid.Böhm, S., Antipova, D. and Kuthan, J. (1996), "Study of methanetriol decomposition mechanisms". ''International Journal of Quantum Chemistry'', volume 60, pages 649–655. Esters Methanetriol esters, known as orthoformates, are well known and commercially available.Peter P. T. Sah, Tsu Sheng Ma (1932), ""ESTERS OF ORTHOFORMIC ACID". ''J. Am. Chem. Soc.'', volume 54, issue 7, pages 2964–2966 H. W. Post (1943), "The Chemistry of the Aliphatic Orthoesters", Reinhold, 188 pages Like acetals, they are stable towards bases but easily hydrolyzed in acidic conditions to the alcohol and an ester of formic acid. They are used as mild dehydrating agents. Especially well known are trimethyl ...
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Organic Acids
An organic acid is an organic compound with acidic properties. The most common organic acids are the carboxylic acids, whose acidity is associated with their carboxyl group –COOH. Sulfonic acids, containing the group –SO2OH, are relatively stronger acids. Alcohols, with –OH, can act as acids but they are usually very weak. The relative stability of the conjugate base of the acid determines its acidity. Other groups can lsoconfer acidity, usually weakly: the thiol group –SH, the enol group, and the phenol group. In biological systems, organic compounds containing these groups are generally referred to as organic acids. A few common examples include: * lactic acid * acetic acid * formic acid * citric acid * oxalic acid * uric acid * malic acid * tartaric acid Characteristics In general, organic acids are weak acids and do not dissociate completely in water, whereas the strong mineral acids do. Lower molecular mass organic acids such as formic and lactic ac ...
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