Benzaldehyde Oxime
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Benzaldehyde Oxime
Benzaldehyde oxime is an organic compound with the formula C7H7NO. Benzaldehyde oxime can be synthesized from benzaldehyde and hydroxylamine hydrochloride in presence of a base. The reaction at room temperature in methanol gives 9% ''E''-isomer and 82% ''Z''-isomer. Reactions Benzaldehyde oxime undergoes Beckmann rearrangement to form benzamide, catalyzed by nickel salts or photocatalyzed by BODIPY. Its dehydration yields benzonitrile. It can be hydrolyzed to regenerate benzaldehyde. It reacts with N-chlorosuccinimide ''N''-Chlorosuccinimide (NCS) is the organic compound with the formula C2H4(CO)2NCl. This white solid is used for chlorinations. It is also used as a mild oxidant. NCS is related to succinimide, but with N-Cl in place of N-H. The N–Cl bond is ... in DMF to form benzohydroximoyl chloride, in which chlorine replaces hydrogen on the carbon attached to the nitrogen in benzaldehyde oxime.Cherney, Robert J.; Wang, Zhongyu. Preparation of 5- -phenyl-4-(trifluoromet ...
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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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Benzaldehyde
Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent. It is among the simplest aromatic aldehydes and one of the most industrially useful. It is a colorless liquid with a characteristic almond-like odor, and is commonly used in cherry-flavored sodas. A component of bitter almond oil, benzaldehyde can be extracted from a number of other natural sources. Synthetic benzaldehyde is the flavoring agent in imitation almond extract, which is used to flavor cakes and other baked goods. History Benzaldehyde was first extracted in 1803 by the French pharmacist Martrès. His experiments focused on elucidating the nature of amygdalin, the poisonous compound found in bitter almonds, the fruit of '' Prunus dulcis''. Further work on the oil by Pierre Robiquet and Antoine Boutron Charlard, two French chemists, produced benzaldehyde. In 1832, Friedrich Wöhler and Justus von Liebig first synthesized benzaldehyde. Production Benzaldeh ...
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Hydroxylamine Hydrochloride
Hydroxylammonium chloride is a chemical compound with the formula . It is the hydrochloric acid salt of hydroxylamine (). Hydroxylamine is a biological intermediate in nitrification (biological oxidation of ammonia with oxygen into nitrite) and in anammox (biological oxidation of nitrite and ammonium into dinitrogen gas) which are important in the nitrogen cycle in soil and in wastewater treatment plants. Applications Hydroxylammonium chloride is used in organic synthesis for preparation of oximes and hydroxamic acids from carboxylic acids, N- and O- substituted hydroxylamines, and addition reactions of carbon-carbon double bond. During the acetyl bromide method of extracting lignin from lignocellulosic biomass, hydroxylammonium chloride can be used to remove bromine and polybromide from the solution. In surface treatments, it is used in the preparation of anti-skinning agents, corrosion inhibitors, and cleaner additives. It is also a starting material for pharmaceuticals an ...
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Methanol
Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical compound and the simplest aliphatic Alcohol (chemistry), alcohol, with the chemical formula (a methyl group linked to a hydroxyl group, often abbreviated as MeOH). It is a light, Volatility (chemistry), volatile, colorless and flammable liquid with a distinctive alcoholic odor similar to that of ethanol (potable alcohol), but is more acutely toxic than the latter. Methanol acquired the name wood alcohol because it was once produced through destructive distillation of wood. Today, methanol is mainly produced industrially by hydrogenation of carbon monoxide. Methanol consists of a methyl group linked to a polar hydroxyl group. With more than 20 million tons produced annually, it is used as a Precursor (chemistry), precursor to other commodity chemicals, including formaldehyde, acetic acid, methyl tert-butyl ether, methyl ''tert''-butyl ether, methyl benzoate, anisole, peroxyacids, ...
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Beckmann Rearrangement
The Beckmann rearrangement, named after the German chemist Ernst Otto Beckmann (1853–1923), is a rearrangement reaction, rearrangement of an oxime functional group to substituted amides. The rearrangement has also been successfully performed on haloimines and nitrones. Cyclic oximes and haloimines yield lactams. The Beckmann rearrangement is often catalyzed by acid; however, other reagents have been known to promote the rearrangement. These include tosyl chloride, thionyl chloride, phosphorus pentachloride, phosphorus pentoxide, triethylamine, sodium hydroxide, trimethylsilyl iodide among others. The Beckmann fragmentation is another reaction that often competes with the rearrangement, though careful selection of promoting reagent and solvent conditions can favor the formation of one over the other, sometimes giving almost exclusively one product. The rearrangement occurs Stereospecificity, stereospecifically for ketoximes and N-chloro/N-fluoro imines, with the migrating group be ...
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Benzamide
Benzamide is an organic compound with the chemical formula of C7H7NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid, while in crystalline form, it appears as colourless crystals. It is slightly soluble in water, and soluble in many organic solvents. It is a natural alkaloid Alkaloids are a broad class of natural product, naturally occurring organic compounds that contain at least one nitrogen atom. Some synthetic compounds of similar structure may also be termed alkaloids. Alkaloids are produced by a large varie ... found in the herbs of '' Berberis pruinosa''. Chemical derivatives A number of substituted benzamides are commercial drugs, including: See also * References External links Physical characteristics {{Authority control Phenyl compounds ...
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Nickel Compounds
Nickel compounds are chemical compounds containing the element nickel which is a member of the group 10 of the periodic table. Most compounds in the group have an oxidation state of +2. Nickel is classified as a transition metal with nickel(II) having much chemical behaviour in common with iron(II) and cobalt(II). Many salts of nickel(II) are isomorphous with salts of magnesium due to the ionic radii of the cations being almost the same. Nickel forms many coordination complexes. Nickel tetracarbonyl was the first pure metal carbonyl produced, and is unusual in its volatility. Metalloproteins containing nickel are found in biological systems. Nickel forms simple binary compounds with non metals including halogens, chalcogenides, and pnictides. Nickel ions can act as a cation in salts with many acids, including common oxoacids. Salts of the hexaaqua ion (Ni2+) are especially well known. Many double salts containing nickel with another cation are known. There are organic acid sal ...
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BODIPY
BODIPY is the technical common name of a chemical compound with formula , whose molecule consists of a boron difluoride group joined to a dipyrromethene group ; specifically, the compound 4,4-difluoro-4-bora-3a,4a-diaza-''s''-indacene in the IUPAC nomenclature. The common name is an abbreviation for "boron-dipyrromethene". It is a red crystalline solid, stable at ambient temperature, soluble in methanol. The compound itself was isolated only in 2009, but many derivatives—formally obtained by replacing one or more hydrogen atoms by other functional groups—have been known since 1968, and comprise the important class of BODIPY dyes.Alfred Treibs und Franz-Heinrich Kreuzer. Difluorboryl-Komplexe von Di- und Tripyrrylmethenen. Justus Liebigs Annalen der Chemie 1968, 718 (1): 208-223. doi: 10.1002/jlac.19687180119 These organoboron compounds have attracted much interest as fluorescent dyes and markers in biological research. Structure In its crystalline solid form, the core ...
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Benzonitrile
Benzonitrile is the chemical compound with the formula , abbreviated PhCN. This aromatic organic compound is a colorless liquid with a cherry or almond like odour. It is mainly used industrially to produce the melamine resin precursor benzoguanamine. Production and reactions It is prepared by ammoxidation of toluene, that is its reaction with ammonia and oxygen (or air) at . : + 3/2 + → + In the laboratory it can be prepared by the dehydration of benzamide or benzaldehyde oxime or by the Rosenmund–von Braun reaction using cuprous cyanide or NaCN/ DMSO and bromobenzene. : Hydrogenation of benzonitrile in principle gives benzylamine, but owing to transamination, dibenzylamine and tribenzylamine are also produced. Applications Laboratory uses Benzonitrile is a useful solvent and a versatile precursor to many derivatives. It reacts with amines to afford N-substituted benzamides after hydrolysis. It is a precursor to diphenylmethanimine via reaction with phen ...
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N-chlorosuccinimide
''N''-Chlorosuccinimide (NCS) is the organic compound with the formula C2H4(CO)2NCl. This white solid is used for chlorinations. It is also used as a mild oxidant. NCS is related to succinimide, but with N-Cl in place of N-H. The N–Cl bond is highly reactive, and NCS functions as a source of "Cl+". Synthesis and selected reactions NCS is produced from succinimide by treatment with sources, such as sodium hypochlorite (bleach), and tert-Butyl hypochlorite, t-butylhypochlorite, and even chlorine. Electron-rich arenes are readily monochlorinated by NCS. Aniline and mesitylene are converted to the respective chlorinated derivatives. Related reagents * N-Iodosuccinimide, ''N''-Iodosuccinimide (NIS), the iodine analog of ''N''-chlorosuccinimide. * N-Bromosuccinimide, ''N''-bromosuccinimide (NBS), the bromine analog of ''N''-chlorosuccinimide. * Other ''N''-chloro compounds that are commercially available include chloramine-T, trichloroisocyanuric acid ((OCNCl)3), 1,3-dichloro-5,5 ...
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Dimethylformamide
Dimethylformamide, DMF is an organic compound with the chemical formula . Its structure is . Commonly abbreviated as DMF (although this initialism is sometimes used for 2,5-dimethylfuran, dimethylfuran, or dimethyl fumarate), this colourless liquid is Miscibility, miscible with Water (molecule), water and the majority of organic liquids. DMF is a common solvent for chemical reactions. Dimethylformamide is odorless, but chemical purity, technical-grade or degraded samples often have a fishy smell due to impurity of dimethylamine. Dimethylamine degradation impurities can be removed by Sparging (chemistry), sparging samples with an inert gas such as argon or by sonication, sonicating the samples under reduced pressure. As its name indicates, it is structurally related to formamide, having two methyl groups in the place of the two hydrogens. DMF is a polar molecule, polar (hydrophilic) aprotic solvent with a high boiling point. It facilitates reactions that follow polar mechanisms, such ...
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