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 (redirect from Diazonium coupling)
coupling is a 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 (redirect from Diazo compound)
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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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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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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fluoride. An alternative methodology produces the fluoride salt of the diazonium compound. In this implementation, the diazotization is conducted with a solution...
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2-Chloro-m-cresol (category Aromatic compound stubs)
achieved via a para-selective nitration, followed by conversion to a diazonium compound and a Sandmeyer reaction to insert the chlorine into the 2-position...
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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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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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Aniline (redirect from Aniline compounds)
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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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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Naphthol Red (category Ethoxy compounds)
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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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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Nitrile (section Miscellaneous methods and compounds)
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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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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Amine (section Related compounds)
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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Thiol (redirect from Sulfhydryl compound)
thioacetals. Thiophenols are produced by S-arylation or the replacement of diazonium leaving group with sulfhydryl anion (SH−): ArN+ 2 + SH− → ArSH + N2 Alkyl...
36 KB (4,012 words) - 14:59, 10 July 2025
([H2C=N(−H)(−OH)]+Cl−). It is a reagent in organic synthesis for the conversion of aryl diazonium salts to aryl aldehydes.m It is generated by combining hydroxylamine and...
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an aryl-aryl coupling reaction via a diazonium salt. The arene compound (here benzene) is reacted with a diazonium salt in the presence of a base to provide...
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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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discovering the Japp–Klingemann reaction for synthesizing hydrazones and diazonium compounds The two-day Battle of al-Mazraa began in Syria as 500 Druze and Bedouin...
69 KB (7,414 words) - 22:57, 3 August 2025
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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Benzenediazonium tetrafluoroborate (category Diazo compounds)
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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Pigment Yellow 97 (category Methoxy compounds)
coupled with two equiv of the diazonium salt obtained from 2,4-dichloroaniline. Although it is often depicted as an azo compound, X-ray crystallography shows...
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Organomercury chemistry (redirect from Organomercury compound)
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...
16 KB (1,751 words) - 22:56, 6 July 2025
Aryl halide (category Aromatic compounds)
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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List of organic salts (category Organic compounds)
Citrates Gluconates Maleates Sorbates Stearates Lactates Glycerates Urates Diazonium salts Iminium salts Phosphinates Organophosphates Mesylates Bechgaard...
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Pigment Yellow 10 (category Phenyl compounds)
as yellow road marking on highways in the US. The compound is synthesized by coupling the diazonium salt derived from dichloroaniline with the pyrazolone...
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(addition-elimination) mechanism aromatic SN1 mechanism encountered with diazonium salts benzyne mechanism (E1cB-AdN) free radical SRN1 mechanism ANRORC...
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Phenylhydrazine (category Phenyl compounds)
with sodium nitrite in the presence of hydrogen chloride to form the diazonium salt, which is subsequently reduced using sodium sulfite in the presence...
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