Azoxy
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Azoxy
In chemistry, azoxy compounds are a group of chemical compounds sharing a common functional group with the general structure . They are considered N-oxides of azo compounds. Azoxy compounds are 1,3-dipoles. They undergo 1,3-dipolar cycloaddition with double bonds. Preparation Most azoxy-containing compounds have aryl substituents. They are typically prepared by reduction of nitrocompounds, such as the reduction of nitrobenzene with arsenous oxide to azoxybenzene. Such reactions are proposed to proceed via the intermediacy of the hydroxylamine and nitroso compounds, e.g. phenylhydroxylamine and nitrosobenzene (Ph = phenyl, ): :PhNHOH + PhNO -> PhN(O)NPh + H2O Safety Alkyl azoxy compounds, e.g. azoxymethane Azoxymethane (AOM) is a carcinogenic and neurotoxic chemical compound used in biological research. It is the oxide of azomethane and is particularly effective for the induction of a colon carcinoma Carcinoma is a malignancy that develops from ... are suspected ...
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Azoxymethane
Azoxymethane (AOM) is a carcinogenic and neurotoxic chemical compound used in biological research. It is the oxide of azomethane and is particularly effective for the induction of a colon carcinoma Carcinoma is a malignancy that develops from epithelial cells. Specifically, a carcinoma is a cancer that begins in a tissue that lines the inner or outer surfaces of the body, and that arises from cells originating in the endodermal, mesodermal .... References {{reflist Amine oxides Carcinogens ...
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Azoxybenzene
Azoxybenzene is organic compound with the formula C6H5N(O)NC6H5. It is a yellow, low-melting solid. The molecule has a planar C2N2O core. The N-N and N-O bond lengths are nearly the same at 1.23 Å. Preparation It can be prepared by partial reduction of nitrobenzene. This reaction is proposed to proceed via the intermediacy of phenylhydroxylamine and nitrosobenzene: :PhNHOH + PhNO → PhN(O)NPh + H2O Another option is the oxidation of aniline by hydrogen peroxide Hydrogen peroxide is a chemical compound with the formula . In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3% ..., in acetonitrile at 50 ºC. In this reaction, the pH should be kept around 8, to activate the hydrogen peroxide and avoid too much oxygen evolution at the same time. First, the acetonitrile is oxidized, forming an imine hydroperoxide. Then, this intermediate ox ...
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Amine Oxide
In chemistry, an amine oxide, also known as an amine ''N''-oxide or simply ''N''-oxide, is a chemical compound that contains the functional group , a nitrogen-oxygen coordinate covalent bond with three additional hydrogen and/or substituent-group side chains attached to N. Sometimes it is written as →O or, incorrectly, as . In the strict sense, the term ''amine oxide'' applies only to oxides of tertiary amines. Sometimes it is also used for the analogous derivatives of primary and secondary amines. Examples of amine oxides include pyridine-''N''-oxide, a water-soluble crystalline solid with melting point 62–67 °C, and ''N''-methylmorpholine ''N''-oxide, which is an oxidant. Applications Amine oxides are surfactants commonly used in consumer products such as shampoos, conditioners, detergents, and hard surface cleaners. Alkyl dimethyl amine oxide (chain lengths C10–C16) is the most commercially used amine oxide. They are considered a high production volume class of ...
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Nitrobenzene
Nitrobenzene is an organic compound with the chemical formula C6H5 NO2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline. In the laboratory, it is occasionally used as a solvent, especially for electrophilic reagents. Production Nitrobenzene is prepared by nitration of benzene with a mixture of concentrated sulfuric acid, water, and nitric acid. This mixture is sometimes called "mixed acid." The production of nitrobenzene is one of the most dangerous processes conducted in the chemical industry because of the exothermicity of the reaction (Δ''H'' = −117 kJ/mol). World capacity for nitrobenzene in 1985 was about 1,700,000 tonnes. The nitration process involves formation of the nitronium ion (NO2+), followed by an electrophilic aromatic substitution reaction of it with benzene. The nitronium ion is generated by the reaction of nitric aci ...
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Nitro Compound
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. 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 the la ...
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Phenyl
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula C6 H5, and is often represented by the symbol Ph. Phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen, which may be replaced by some other element or compound to serve as a functional group. Phenyl group has six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the remaining carbon bonded to a substituent. Phenyl groups are commonplace in organic chemistry. Although often depicted with alternating double and single bonds, phenyl group is chemically aromatic and has equal bond lengths between carbon atoms in the ring. Nomenclature Usually, a "phenyl group" is synonymous with C6H5− and is represented by the symbol Ph or, archaically, Φ. Benzene is sometimes denoted as PhH. Phenyl groups are generally attached to other atoms or groups. For example, triphenylmethane (Ph3 ...
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Nitrosobenzene
Nitrosobenzene is the organic compound with the formula C6H5NO. It is one of the prototypical organic nitroso compounds. Characteristic of its functional group, it is a dark green species that exists in equilibrium with its pale yellow dimer. Both monomer and dimer are diamagnetic. Monomer-dimer equilibrium Nitrosobenzene and other nitrosoarenes typically participate in a monomer-dimer equilibrium. The dimers are often favored in the solid state, whereas the deeply colored monomers are favored in dilute solution or at higher temperatures. The dimers can be formulated as Ar(O−)N+=N+(O−)Ar. They exist as ''cis''- and ''trans''-isomers due to the presence of the N–N double bond. The dimers are sometimes called azobenzenedioxides. The cis-trans isomerization occurs via the intermediacy of the monomer. In the case of nitrosobenzene itself, the metastable monomeric form could be prepared by sublimation onto a cold finger. The monomeric material is selectively sublimed due to ...
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Phenylhydroxylamine
Phenylhydroxylamine is the organic compound with the formula C6H5NHOH. It is an intermediate in the redox-related pair C6H5NH2 and C6H5NO. Phenylhydroxylamine should not be confused with its isomer α-phenylhydroxylamine or ''O''-phenylhydroxylamine. Preparation This compound can be prepared by the reduction of nitrobenzene with zinc in the presence of NH4Cl. Alternatively, it can be prepared by transfer hydrogenation of nitrobenzene using hydrazine as an H2 source over a rhodium catalyst. Reactions Phenylhydroxylamine is unstable to heating, and in the presence of strong acids easily rearranges to 4-aminophenol via the Bamberger rearrangement. Oxidation of phenylhydroxylamine with dichromate gives nitrosobenzene. The compound condenses with benzaldehyde to form diphenylnitrone, a well-known 1,3-dipole: C6H5NHOH + C6H5CHO → C6H5N(O)=CHC6H5 + H2O Phenylhydroxylamine is attacked by NO+ sources to give cupferron Cupferron is jargon for the ammonium salt of the conjuga ...
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Aryl
In organic chemistry, an aryl is any functional group or substituent derived from an aromatic ring, usually an aromatic hydrocarbon, such as phenyl and naphthyl. "Aryl" is used for the sake of abbreviation or generalization, and "Ar" is used as a placeholder for the aryl group in chemical structure diagrams, analogous to “R” used for any organic substituent. “Ar” is not to be confused with the elemental symbol for argon. A simple aryl group is phenyl (), a group derived from benzene. Examples of other aryl groups consist of: * The tolyl group () which is derived from toluene (methylbenzene) * The xylyl group (), which is derived from xylene (dimethylbenzene) * The naphthyl group (), which is derived from naphthalene Arylation is the process in which an aryl group is attached to a substituent. It is typically achieved by cross-coupling reactions. Nomenclature The most basic aryl group is phenyl, which is made up of a benzene ring with one hydrogen atom substituted ...
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Redox
Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate (chemistry), substrate change. Oxidation is the loss of Electron, electrons or an increase in the oxidation state, while reduction is the gain of electrons or a decrease in the oxidation state. There are two classes of redox reactions: * ''Electron-transfer'' – Only one (usually) electron flows from the reducing agent to the oxidant. This type of redox reaction is often discussed in terms of redox couples and electrode potentials. * ''Atom transfer'' – An atom transfers from one substrate to another. For example, in the rusting of iron, the oxidation state of iron atoms increases as the iron converts to an oxide, and simultaneously the oxidation state of oxygen decreases as it accepts electrons released by the iron. Although oxidation reactions are commonly associated with the formation of oxides, other chemical species can serve the same function. In hydrogen ...
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