• Thumbnail for Diazonium compound
    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...
    32 KB (3,527 words) - 01:03, 3 July 2025
  • 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...
    6 KB (742 words) - 16:58, 15 July 2025
  • 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)...
    14 KB (1,511 words) - 20:44, 21 July 2025
  • 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...
    16 KB (1,746 words) - 10:41, 26 June 2025
  • Thumbnail for Azo compound
    Aromatic azo compounds can be synthesized by azo coupling, which entails an electrophilic substitution reaction where an aryl diazonium cation is attacked...
    8 KB (851 words) - 02:24, 7 December 2024
  • fluoride. An alternative methodology produces the fluoride salt of the diazonium compound. In this implementation, the diazotization is conducted with a solution...
    7 KB (691 words) - 15:00, 14 July 2025
  • Thumbnail for 2-Chloro-m-cresol
    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...
    2 KB (101 words) - 19:41, 13 January 2025
  • Thumbnail for Meerwein arylation
    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...
    5 KB (540 words) - 11:53, 30 June 2023
  • Thumbnail for Benzene
    its salts undergo decarboxylation to benzene. The reaction of the diazonium compound derived from aniline with hypophosphorus acid gives benzene. Alkyne...
    91 KB (9,601 words) - 01:40, 22 July 2025
  • Thumbnail for Aniline
    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...
    39 KB (4,129 words) - 22:52, 27 July 2025
  • Thumbnail for Tetrafluoroborate
    fluoroboric acid), including H+·(H2O)n ("hydronium"), H+·(Et2O)n Diazonium compounds (ArN+ 2). Meerwein reagents such as OEt+ 3, the strongest commercial...
    9 KB (1,023 words) - 23:15, 29 July 2025
  • Thumbnail for Naphthol Red
    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...
    3 KB (246 words) - 05:50, 3 April 2023
  • Thumbnail for Urinalysis
    urobilinogen with para-dimethylaminobenzaldehyde, or interaction with a diazonium compound to produce a colored product. Test strips that use Ehrlich's reagent...
    67 KB (8,120 words) - 16:31, 12 July 2025
  • nitriles are often prepared in the laboratory from the aniline via diazonium compounds. This is the Sandmeyer reaction. It requires transition metal cyanides...
    32 KB (3,679 words) - 22:48, 6 July 2025
  • Thumbnail for Whiteprint
    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...
    9 KB (1,257 words) - 04:33, 30 July 2025
  • Thumbnail for Amine
    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...
    38 KB (3,898 words) - 20:10, 16 July 2025
  • Thumbnail for Thiol
    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
  • Thumbnail for Formaldoxime
    ([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...
    2 KB (133 words) - 19:03, 4 August 2025
  • 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...
    4 KB (486 words) - 07:58, 26 June 2025
  • active methylene compounds with diazonium salts. Diazonium salts add to active methylene compounds to form an intermediate azo compound, followed by the...
    13 KB (1,414 words) - 19:27, 23 May 2025
  • Thumbnail for August 1925
    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...
    2 KB (210 words) - 19:55, 28 February 2024
  • Thumbnail for Benzenediazonium tetrafluoroborate
    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...
    5 KB (345 words) - 21:55, 22 June 2025
  • 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...
    2 KB (172 words) - 14:57, 20 January 2025
  • Thumbnail for Organomercury chemistry
    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...
    17 KB (1,924 words) - 00:54, 4 June 2025
  • List of organic salts (category Organic compounds)
    Citrates Gluconates Maleates Sorbates Stearates Lactates Glycerates Urates Diazonium salts Iminium salts Phosphinates Organophosphates Mesylates Bechgaard...
    2 KB (85 words) - 18:38, 9 February 2024
  • Thumbnail for Pigment Yellow 10
    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...
    2 KB (132 words) - 12:53, 27 June 2025
  • Thumbnail for Nucleophilic aromatic substitution
    (addition-elimination) mechanism aromatic SN1 mechanism encountered with diazonium salts benzyne mechanism (E1cB-AdN) free radical SRN1 mechanism ANRORC...
    11 KB (1,303 words) - 11:44, 26 June 2025
  • 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...
    6 KB (358 words) - 18:17, 16 July 2025