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For example, treatment of benzenediazonium chloride with benzene (an aromatic compound) in the presence of sodium hydroxide gives diphenyl: [C 6 H 5 N 2] + Cl − + C 6 H 6 → (C 6 H 5) 2 + N 2 + HCl. This reaction is known as the Gomberg–Bachmann reaction. A similar conversion is also achieved by treating benzenediazonium chloride with ...
The tetrafluoroborate can be obtained from crude benzenediazonium chloride by salt metathesis using tetrafluoroboric acid. [C 6 H 5 N 2]Cl + HBF 4 → [C 6 H 5 N 2]BF 4 + HCl. The tetrafluoroborate is more stable than the chloride. [2]
In organic chemistry, an azo 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 aromatic substitution reaction, the aryldiazonium cation is the electrophile, and the activated carbon (usually from an arene, which is called coupling agent), serves as a nucleophile.
Benzyl chloride, or α-chlorotoluene, is an organic compound with the formula C 6 H 5 CH 2 Cl. This colorless liquid is a reactive organochlorine compound that is a widely used chemical building block .
The following is the reaction mechanism of a nucleophilic aromatic substitution of 2,4-dinitrochlorobenzene (1) in a basic solution in water. Nucleophilic aromatic substitution Since the nitro group is an activator toward nucleophilic substitution, and a meta director, it is able to stabilize the additional electron density (via resonance) when ...
In chemistry, solvent effects are the influence of a solvent on chemical reactivity or molecular associations. Solvents can have an effect on solubility , stability and reaction rates and choosing the appropriate solvent allows for thermodynamic and kinetic control over a chemical reaction.
[8] [9] The diazotization reaction can be affected with nitrosonium salts such as [NO]SbF 6 without isolation of the diazonium intermediate. [2] As a practical matter, the traditional Balz–Schiemann reaction consumes relatively expensive BF 4 − as a source of fluoride. An alternative methodology produces the fluoride salt of the diazonium ...
More recently, trifluoromethylation of diazonium salts has been developed and is referred to as a 'Sandmeyer-type' reaction. Diazonium salts also react with boronates, iodide, thiols, water, hypophosphorous acid and others, [6] and fluorination can be carried out using tetrafluoroborate anions (Balz–Schiemann reaction). However, since these ...