Hydroxamic Acids
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Hydroxamic Acids
In organic chemistry, hydroxamic acids are a class of organic compounds having a general formula bearing the functional group , where R and R' are typically organyl groups (e.g., alkyl or aryl) or hydrogen. They are amides () wherein the nitrogen atom has a hydroxyl () substituent. They are often used as metal chelation, chelators. Common example of hydroxamic acid is aceto-''N''-methylhydroxamic acid (). Some uncommon examples of hydroxamic acids are formo-''N''-chlorohydroxamic acid () and chloroformo-''N''-methylhydroxamic acid (). Synthesis and reactions Hydroxamic acids are usually prepared from either esters or acid chlorides by a reaction with hydroxylamine salts. For the synthesis of benzohydroxamic acid ( or , where Ph is phenyl group), the overall equation is: : Hydroxamic acids can also be synthesized from aldehydes and ''N''-sulfonylhydroxylamine via the Angeli-Rimini reaction. Alternatively, molybdenum oxide diperoxide oxidizes trimethylsilyl, trimethylsilated ami ...
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General Hydroxamic Acid
A general officer is an Officer (armed forces), officer of high rank in the army, armies, and in some nations' air force, air and space forces, marines or naval infantry. In some usages, the term "general officer" refers to a rank above colonel."general, adj. and n.". OED Online. March 2021. Oxford University Press. https://www.oed.com/view/Entry/77489?rskey=dCKrg4&result=1 (accessed May 11, 2021) The adjective ''general'' had been affixed to officer designations since the late medieval period to indicate relative superiority or an extended jurisdiction. French Revolutionary system Arab system Other variations Other nomenclatures for general officers include the titles and ranks: * Adjutant general * Commandant-General, Commandant-general * Inspector general * General-in-chief * General of the Air Force (USAF only) * General of the Armies, General of the Armies of the United States (of America), a title created for General John J. Pershing, and subsequently grante ...
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Hydroxylamine
Hydroxylamine (also known as hydroxyammonia) is an inorganic compound with the chemical formula . The compound exists as hygroscopic colorless crystals.Greenwood and Earnshaw. ''Chemistry of the Elements.'' 2nd Edition. Reed Educational and Professional Publishing Ltd. pp. 431–432. 1997. Hydroxylamine is almost always provided and used as an aqueous solution or more often as one of its salts such as hydroxylammonium sulfate, a water-soluble solid. Hydroxylamine and its salts are consumed almost exclusively to produce Nylon-6. The oxidation of to hydroxylamine is a step in biological nitrification. History Hydroxylamine was first prepared as hydroxylammonium chloride in 1865 by the German chemist Wilhelm Clemens Lossen (1838-1906); he reacted tin and hydrochloric acid in the presence of ethyl nitrate. It was first prepared in pure form in 1891 by the Dutch chemist Lobry de Bruyn and by the French chemist Léon Maurice Crismer (1858-1944). The coordination complex (zin ...
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Tautomer
In chemistry, tautomers () are structural isomers (constitutional isomers) of chemical compounds that readily interconvert. The chemical reaction interconverting the two is called tautomerization. This conversion commonly results from the relocation of a hydrogen atom within the compound. The phenomenon of tautomerization is called tautomerism, also called desmotropism. Tautomerism is for example relevant to the behavior of amino acids and nucleic acids, two of the fundamental building blocks of life. Care should be taken not to confuse tautomers with depictions of "contributing structures" in chemical resonance. Tautomers are distinct chemical species that can be distinguished by their differing atomic connectivities, molecular geometries, and physicochemical and spectroscopic properties, whereas resonance forms are merely alternative Lewis structure (valence bond theory) depictions of a single chemical species, whose true structure is a quantum superposition, essentially the ...
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Nitronate
A nitronate (IUPAC: azinate) in organic chemistry is an anion with the general structure , containing the functional group, where R can be hydrogen, halogen, organyl group or other groups. It is the anion of nitronic acid (sometimes also called an ''aci''-nitro compound, or an azinic acid), a tautomeric form of a nitro compound. Just as aldehydes and ketones can exist in equilibrium with their enol tautomer, nitro compounds exist in equilibrium with their nitronate tautomer under basic conditions. In practice they are formed by the deprotonation of the α-carbon, the p''K''a of which is typically around 17. : Nitronates are formed as intermediates in the Henry reaction, Hass–Bender oxidation and Nef reaction, the latter of which also demonstrates the instability of the nitronic acid form. The nitronate has two different resonance structures, one with a negative charge on the α-carbon and a double bond between the nitrogen and one of the oxygens, and another resonance str ...
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Nitro Compounds
In organic chemistry, nitro compounds are organic compounds that contain one or more nitro functional groups (). The nitro group is one of the most common explosophores (functional group that makes a compound explosive) used globally. The nitro group is also strongly electron-withdrawing group, electron-withdrawing. Because of this property, bonds alpha (adjacent) to the nitro group can be acidic. For similar reasons, the presence of nitro groups in aromatic compounds retards electrophilic aromatic substitution but facilitates nucleophilic aromatic substitution. Nitro groups are rarely found in nature. They are almost invariably produced by nitration reactions starting with nitric acid. Synthesis Preparation of aromatic nitro compounds Aromatic nitro compounds are typically synthesized by nitration. Nitration is achieved using a mixture of nitric acid and sulfuric acid, which produce the nitronium ion (), which is the electrophile: + The nitration product produced on ...
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Primary Carbon
In organic chemistry, a primary carbon is a carbon atom which is bound to only one other carbon atom. It is thus at the end of a carbon chain. In case of an alkane, three hydrogen atoms are bound to a primary carbon (see propane in the figure on the right). A hydrogen atom could also be replaced by a hydroxy group (), which would make the molecule a primary alcohol. {, class="wikitable centered" style="text-align: center; font-size: 90%; margin-bottom: 10px;" , - , , style="background-color:#AAC1FF" , ''primary'' carbon , style="background-color:#7A91FF" , ''secondary'' carbon , style="background-color:#7A91FF" , ''tertiary'' carbon , style="background-color:#7A91FF" , ''quaternary'' carbon , - , align="center" style="background-color:#CAE1FF; height:80px; width:20%" , General structure (R = Organyl group In organic and organometallic chemistry, an organyl group (commonly denoted by the letter " R") is an organic substituent with one (sometimes more) free v ...
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Nef Reaction
In organic chemistry, the Nef reaction is an organic reaction describing the acid hydrolysis of a salt of a primary or secondary nitroalkane () to an aldehyde () or a ketone () and nitrous oxide (). The reaction has been the subject of several literature reviews. The reaction was reported in 1894 by the chemist John Ulric Nef, who treated the sodium salt of nitroethane with sulfuric acid resulting in an 85–89% yield of nitrous oxide and at least 70% yield of acetaldehyde. However, the reaction was pioneered a year earlier in 1893 by Konovalov, who converted the potassium salt of 1-phenylnitroethane with sulfuric acid to acetophenone. Reaction mechanism The reaction mechanism starting from the nitronate salt as the resonance structures 1a and 1b is depicted below: The salt is protonated forming the nitronic acid 2 (in some cases these nitronates have been isolated) and once more to the iminium ion 3. This intermediate is attacked by water in a nucleophilic addition ...
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Trimethylsilyl
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry. This group consists of three methyl groups bonded to a silicon atom [−Si(CH3)3], which is in turn bonded to the rest of a molecule. This structural group is characterized by Chemically inert, chemical inertness and a large molecular volume, which makes it useful in a number of applications. A trimethylsilyl group bonded to a methyl group forms tetramethylsilane, which is abbreviated as TMS as well. Compounds with trimethylsilyl groups are not normally found in nature. Chemists sometimes use a trimethylsilylating reagent to derivatize rather non-volatile compounds such as certain Alcohol (chemistry), alcohols, phenols, or carboxylic acids by substituting a trimethylsilyl group for a hydrogen in the hydroxyl groups on the compounds. This way Silyl ether, trimethylsiloxy groups [−O-Si(CH3)3] are formed on the molecule. A couple of examples of trimethylsilylating agents include trimethyls ...
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Molybdenum Oxide Diperoxide
MoOPH, also known as oxodiperoxymolybdenum(pyridine)-(hexamethylphosphoric triamide), is a reagent used in organic synthesis. It contains a molybdenum(VI) center with multiple oxygen ligands, coordinated with pyridine and HMPA ligands, although the HMPA can be replaced by DMPU. It is an electrophilic source of oxygen that reacts with enolates and related structures, and thus can be used for alpha-hydroxylation of carbonyl-containing compounds. Other reagents used for alpha-hydroxylation via enol or enolate structures include Davis oxaziridine, oxygen, and various peroxyacids (see Rubottom oxidation). This reagent was first utilized by Edwin Vedejs as an efficient alpha-hydroxylating agent in 1974 and an effective preparative procedure was later published in 1978. Synthesis MoOPH is synthesized from molybdenum trioxide by oxidation with hydrogen peroxide and addition of the HMPA and pyridine ligands: \ce \xrightarrow \ce \xrightarrow \ce \xrightarrow \ce Reactivity Due to MoOP ...
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Aldehyde
In organic chemistry, an aldehyde () (lat. ''al''cohol ''dehyd''rogenatum, dehydrogenated alcohol) is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred to as an aldehyde but can also be classified as a formyl group. Aldehydes are a common motif in many chemicals important in technology and biology. Structure and bonding Aldehyde molecules have a central carbon atom that is connected by a double bond to oxygen, a single bond to hydrogen and another single bond to a third substituent, which is carbon or, in the case of formaldehyde, hydrogen. The central carbon is often described as being sp2- hybridized. The aldehyde group is somewhat polar. The bond length is about 120–122 picometers. Physical properties and characterization Aldehydes have properties that are diverse and that depend on the remainder of the molecule. Smaller aldehydes such as formaldehyde and acetaldehyde are solubl ...
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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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