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Diazonium compound information


Benzenediazonium cation.

Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group [R−N+≡N]X where R can be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide.

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Diazonium compound

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Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group [R−N+≡N]X− where R can be any organic group...

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Azo coupling

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coupling is an reaction between a diazonium compound (R−N≡N+) and another aromatic compound that produces an azo compound (R−N=N−R’). In this electrophilic...

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Diazo

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diazo compound is diazomethane, CH2N2. Diazo compounds (R2C=N2) should not be confused with azo compounds (R−N=N−R) or with diazonium compounds (R−N+2)...

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Sandmeyer reaction

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reaction is a chemical reaction used to synthesize aryl halides from aryl diazonium salts using copper salts as reagents or catalysts. It is an example of...

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Naphthol Red

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synthetically by converting p-aminobenzamide into the corresponding diazonium compound followed by coupling with 3-hydroxy-2-naphththoic acid (2-ethoxy)anilide...

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Azo compound

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Aromatic azo compounds can be synthesized by azo coupling, which entails an electrophilic substitution reaction where an aryl diazonium cation is attacked...

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Meerwein arylation

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an aryl diazonium salt (ArN2X) to an electron-poor alkene usually supported by a metal salt. The reaction product is an alkylated arene compound. The reaction...

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Benzene

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its salts undergo decarboxylation to benzene. The reaction of the diazonium compound derived from aniline with hypophosphorus acid gives benzene. Alkyne...

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Urinalysis

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urobilinogen with para-dimethylaminobenzaldehyde, or interaction with a diazonium compound to produce a colored product. Test strips that use Ehrlich's reagent...

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Whiteprint

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color. In a related sense, the process relies on two properties of diazonium compounds: they are deactivated by light, i.e. they degrade irreversibly to...

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Formazan

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active methylene compounds with diazonium salts. Diazonium salts add to active methylene compounds to form an intermediate azo compound, followed by the...

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Tetrafluoroborate

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fluoroboric acid), including H+·(H2O)n ("hydronium"), H+·(Et2O)n Diazonium compounds (ArN+ 2). Meerwein reagents such as OEt+ 3, the strongest commercial...

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Nitrile

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nitriles are often prepared in the laboratory from the aniline via diazonium compounds. This is the Sandmeyer reaction. It requires transition metal cyanides...

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Aryl halide

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of pharmaceuticals, pesticides, and liquid crystals. The conversion of diazonium salts is a well established route to aryl fluorides. Thus, anilines are...

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Electrophilic substitution

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are: Nitrosation Ketone halogenation Keto-enol tautomerism Aliphatic diazonium coupling Carbene insertion into C-H bonds Carbonyl alpha-substitution...

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Carbon nanotube chemistry

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with aryl diazonium salts was studied first by Tour et al. Due to the harsh conditions needed for the in situ generated diazonium compound, other methods...

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Benzenediazonium tetrafluoroborate

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Benzenediazonium tetrafluoroborate is an organic compound with the formula [C6H5N2]BF4. It is a salt of a diazonium cation and tetrafluoroborate. It exists as...

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Nitrous acid

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"phlogisticated acid of niter". Nitrous acid is used to make diazonium salts from amines. The resulting diazonium salts are reagents in azo coupling reactions to give...

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Urine test strip

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bilirubin. The bilirubin combines with a diazonium salt (2,4-dichloroaniline or 2,6-dichlorobenzene-diazonium-tetrafluoroborate) in an acid medium to produce...

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Anthranilic acid

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give the diazonium cation [C6H4(CO2H)(N2)]+. This cation can be used to generate benzyne, dimerized to give diphenic acid, or undergo diazonium coupling...

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Amine

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reacts with nitrous acid to form diazonium salt, which can undergo coupling reaction to form an azo compound. As azo-compounds are highly coloured, they are...

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Arylide yellow

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include: Pigment Yellow 6 (CAS# 2512-29-0), derived from 2-nitrotoluene (diazonium precursor) and aniline (acetoacetanilide precursor) to produce medium...

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Bromobenzenes

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acid catalyst iron(III) bromide. They may also be prepared from diazonium compounds. Bromobenzenes may be carboxylated into carboxylic acids using carbon...

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Carbazole

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N-phenyl-1,2-diaminobenzene (N-phenyl-o-phenylenediamine) is converted into a diazonium salt which instantaneously forms a 1,2,3-triazole. The triazole is unstable...

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Organomercury chemistry

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presence of mercury(II) salts. Hg(II) can be alkylated by treatment with diazonium salts in the presence of copper metal. In this way 2-chloromercuri-naphthalene...

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Vesicular film

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1983, which failed soon after. Kalvar film consisted of a diazo compound, diazonium salt, suspended in a saran plastic film. When exposed to ultraviolet...

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Aniline

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strongly colored, oxidized impurities. Aniline can be diazotized to give a diazonium salt, which can then undergo various nucleophilic substitution reactions...

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