Search results
Results From The WOW.Com Content Network
Chlorobenzene (abbreviated PhCl) is an aryl chloride and the simplest of the chlorobenzenes, consisting of a benzene ring substituted with one chlorine atom. Its chemical formula is C 6 H 5 Cl. This colorless, flammable liquid is a common solvent and a widely used intermediate in the manufacture of other chemicals.
[6] [7] Due to the two step nature, the Raschig–Hooker process can be used to produce either chlorobenzene or phenol. Reaction scheme of the Raschig-Hooker process. The Raschig–Hooker process's ability to make phenol makes it comparable to other methods, such as the Dow and Bayer process, which also converts benzene into phenol. In fact ...
A traditional Goldberg reaction involves reaction of an aniline with an aryl halide. The coupling of 2-chlorobenzoic acid and aniline is illustrative: [4] C 6 H 5 NH 2 + ClC 6 H 4 CO 2 H + KOH → C 6 H 5 N(H)−C 6 H 4 CO 2 H + KCl + H 2 O. A typical catalyst is formed from copper(I) iodide and phenanthroline.
The first step is the preparation of a benzene diazonium chloride solution, a diazonium salt created from the reaction of aniline with mixed nitric acid and hydrochloric acid. The second step involves adding the solution of the diazonium salt to 2-naphthol, to produce the diazo dye. Sudan I is prone to photodegradation when exposed to light.
Instead, the main product he isolated was chlorobenzene. [5] In modern times, the Sandmeyer reaction refers to any method for substitution of an aromatic amino group via preparation of its diazonium salt followed by its displacement with a nucleophile in the presence of catalytic copper(I) salts.
One major but discontinued application was the use of chlorobenzene as a solvent for dispersing the herbicide Lasso. Overall, production of aryl chlorides (also naphthyl derivatives) has been declining since the 1980s, in part due to environmental concerns. [3] Triphenylphosphine is produced from chlorobenzene:
Another use of 4-nitrochlorobenzene is its condensation with aniline to produce 4-nitrodiphenylamine. Reductive alkylation of the nitro group affords secondary aryl amines, which are useful antioxidants for rubber. 4-Nitrochlorobenzene is the precursor to the anti-leprosy drug Dapsone (4-[(4-aminobenzene)sulfonyl]aniline). [2]
Mycophenolic acid was prepared in nine steps in an overall yield of 17-19%. [15] Scheme 14:Benzannulation Toward the Synthesis of Mycophenolic Acid. In the synthesis of highly substituted indoles performed by Danheiser, the key step was a benzannulation reaction using cyclobutenone and ynamides to produce highly substituted aniline derivatives.