Trioxodinitrate
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Trioxodinitrate
Angeli's salt, sodium trioxodinitrate, is the inorganic compound with the formula Na2 2O3 It contains nitrogen in an unusual reduced state. It is a colorless, water-soluble solid, a salt. In research, this salt is used as a source of the metastable nitroxyl (HNO), which is a signalling molecule in nature. It is also known by the name sodium trioxodinitrate(II) monohydrate. Preparation and properties As first reported by Angelo Angeli in 1896, the salt is prepared by combining hydroxylamine and an organic nitrate, as a source of nitronium (): :NH2OH + RONO2 + 2 NaOR′ → ROH + 2 R′OH + Na2N2O3 The structure of the hydrate has been confirmed by X-ray crystallography. The anion is planar. Starting from the ONN end, the bond distances are 1.35 Å (N−O), 1.26 Å (N−N), 1.31 Å (N−O), and 1.32 Å (N−-O). The negative charge is on the oxygen atoms at opposite ends of the molecule. The angles are 112.9° (Osingle−N−N), 118.4° (N ...
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Inorganic Compound
In chemistry, an inorganic compound is typically a chemical compound that lacks carbon–hydrogen bonds, that is, a compound that is not an organic compound. The study of inorganic compounds is a subfield of chemistry known as '' inorganic chemistry''. Inorganic compounds comprise most of the Earth's crust, although the compositions of the deep mantle remain active areas of investigation. Some simple carbon compounds are often considered inorganic. Examples include the allotropes of carbon (graphite, diamond, buckminsterfullerene, etc.), carbon monoxide, carbon dioxide, carbides, and the following salts of inorganic anions: carbonates, cyanides, cyanates, and thiocyanates. Many of these are normal parts of mostly organic systems, including organisms; describing a chemical as inorganic does not necessarily mean that it does not occur within living things. History Friedrich Wöhler's conversion of ammonium cyanate into urea in 1828 is often cited as the starting point of modern ...
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Nitroxyl
Nitroxyl (common name) or azanone (IUPAC name) is the chemical compound HNO. It is well known in the gas phase. Nitroxyl can be formed as a short-lived intermediate in the solution phase. The conjugate base, NO−, nitroxide anion, is the redox reaction, reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. The bond dissociation energy of H−NO is , which is unusually weak for a bond to the hydrogen atom. Generation Nitroxyl is produced from the reagents Angeli's salt (Na2N2O3) and Piloty's acid (PhSO2NHOH). Other notable studies on the production of HNO exploit cycloadducts of acyl nitroso species, which are known to decompose via hydrolysis to HNO and acyl acid. Upon photodissociation, photolysis these compounds release the acyl nitroso species which then further decompose. HNO is generated via organic oxidation of oxime, cyclohexanone oxime with lead tetraacetate to form 1-nitrosocyclohexyl acetate: : This compound can be hydrolyzed under base (chemistry), bas ...
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Angelo Angeli
Angelo Angeli (20 August 1864 – 31 May 1931) was an Italian chemist. Angeli's salt and the Angeli–Rimini reaction are named after him. Scientific career Angeli studied in Padua, where he met the chemist Giacomo Luigi Ciamician. When Ciamician moved to a new appointment in Bologna, he chose Angeli to work as his assistant, even before Angeli had graduated. In 1891, Angeli was awarded his doctorate in chemistry at Bologna. In 1893, he became a lecturer in Bologna, and in 1895 he became a professor. In 1894, he worked briefly in Munich with Adolf von Baeyer, learning medicinal chemistry. In 1897, he moved to the University of Palermo where he became Professor of Pharmaceutical Chemistry. In 1913, Angeli became director of the Pharmacy School in Florence. In 1915, he became Professor of Organic Chemistry at the University of Florence (Istituto di Studi Superiori), a position that was created specifically for him. Angeli focused on nitrogen compounds. He investigated the s ...
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Nitronium
The nitronium ion, , is a cation. It is an onium ion because its nitrogen atom has +1 charge, similar to ammonium ion . It is created by the removal of an electron from the paramagnetic nitrogen dioxide molecule , or the protonation of nitric acid (with removal of ). It is stable enough to exist in normal conditions, but it is generally reactive and used extensively as an electrophile in the nitration of other substances. The ion is generated ''in situ'' for this purpose by mixing concentrated sulfuric acid and concentrated nitric acid according to the equilibrium: : Structure The nitronium ion is isoelectronic with carbon dioxide and nitrous oxide, and has the same linear structure and bond angle of 180°. For this reason it has a similar vibrational spectrum to carbon dioxide. Historically, the nitronium ion was detected by Raman spectroscopy, because its symmetric stretch is Raman-active but infrared-inactive. The Raman-active symmetrical stretch was first used to identif ...
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X-ray Crystallography
X-ray crystallography is the experimental science determining the atomic and molecular structure of a crystal, in which the crystalline structure causes a beam of incident X-rays to diffract into many specific directions. By measuring the angles and intensities of these diffracted beams, a crystallographer can produce a three-dimensional picture of the density of electrons within the crystal. From this electron density, the mean positions of the atoms in the crystal can be determined, as well as their chemical bonds, their crystallographic disorder, and various other information. Since many materials can form crystals—such as salts, metals, minerals, semiconductors, as well as various inorganic, organic, and biological molecules—X-ray crystallography has been fundamental in the development of many scientific fields. In its first decades of use, this method determined the size of atoms, the lengths and types of chemical bonds, and the atomic-scale differences among various mat ...
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Double Bond
In chemistry, a double bond is a covalent bond between two atoms involving four bonding electrons as opposed to two in a single bond. Double bonds occur most commonly between two carbon atoms, for example in alkenes. Many double bonds exist between two different elements: for example, in a carbonyl group between a carbon atom and an oxygen atom. Other common double bonds are found in azo compounds (N=N), imines (C=N), and sulfoxides (S=O). In a skeletal formula, a double bond is drawn as two parallel lines (=) between the two connected atoms; typographically, the equals sign is used for this. Double bonds were first introduced in chemical notation by Russian chemist Alexander Butlerov. Double bonds involving carbon are stronger and shorter than single bonds. The bond order is two. Double bonds are also electron-rich, which makes them potentially more reactive in the presence of a strong electron acceptor (as in addition reactions of the halogens). File:Ethene structural.svg ...
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Secondary Amine
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines). Important amines include amino acids, biogenic amines, trimethylamine, and aniline; Inorganic derivatives of ammonia are also called amines, such as monochloramine (). The substituent is called an amino group. Compounds with a nitrogen atom attached to a carbonyl group, thus having the structure , are called amides and have different chemical properties from amines. Classification of amines Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic a ...
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Isodiazene
In organic chemistry, an isodiazene, also known by the incorrectly constructed (but commonly used) name 1,1-diazene or systematic name diazanylidene, is an organic derivative of the parent isodiazene (H2N+=N–, also called 1,1-diimide) with general formula R1R2N+=N–. The functional group has two major resonance forms, a diazen-2-ium-1-ide form, and an aminonitrene form: Although isodiazenes are formally isoelectronic with ketones and aldehydes, the reactivity of this exotic functional group is very different. They are generally prepared by oxidation of the hydrazine (R2N–NH2), reduction of the 1,1-diazene oxide (R2N–N=O), 1,1-elimination of MX from R2N–NMX (M = Na, K; X = SO2Ar), or treatment of secondary amines with Angeli's salt, Na2N2O3, in the presence of acid. Isodiazenes participate in cycloaddition reactions with alkenes to generate ''N''-aminoaziridines. In the absence of other reactants, they undergo reactions in which N2 is eliminated to give an organic resi ...
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Nitrites
The nitrite ion has the chemical formula . Nitrite (mostly sodium nitrite) is widely used throughout chemical and pharmaceutical industries. The nitrite anion is a pervasive intermediate in the nitrogen cycle in nature. The name nitrite also refers to organic compounds having the –ONO group, which are esters of nitrous acid. Production Sodium nitrite is made industrially by passing a mixture of nitrogen oxides into aqueous sodium hydroxide or sodium carbonate solution: : The product is purified by recrystallization. Alkali metal nitrites are thermally stable up to and beyond their melting point (441 °C for KNO2). Ammonium nitrite can be made from dinitrogen trioxide, N2O3, which is formally the anhydride of nitrous acid: :2 NH3 + H2O + N2O3 → 2 NH4NO2 Structure The nitrite ion has a symmetrical structure (C2v symmetry), with both N–O bonds having equal length and a bond angle of about 115°. In valence bond theory, it is described as a resonance hybrid with equal ...
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