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[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 ...
Benzene can be easily converted to chlorobenzene by nucleophilic aromatic substitution via a benzyne intermediate. [1] It is treated with aqueous sodium hydroxide at 350 °C and 300 bar or molten sodium hydroxide at 350 °C to convert it to sodium phenoxide , which yields phenol upon acidification. [ 2 ]
The term stems from cumene (isopropyl benzene), the intermediate material during the process. It was invented by R. Ūdris and P. Sergeyev in 1942 (USSR), [1] and independently by Heinrich Hock in 1944. [2] [3] This process converts two relatively cheap starting materials, benzene and propylene, into two more valuable ones, phenol and acetone.
Like most azobenzenes, Solvent Yellow 7 can be synthesized by the reaction of the phenyldiazonium salt with phenol.The optimal pH value for this azo coupling is 8.5-10. The reaction is carried out in water, since sodium chloride (or potassium chloride) formed in the reaction is soluble in water, while the product precipitates.
The phenol can be liberated from the chromium complex by a mild oxidation, such as ceric ammonium nitrate or air oxidation. Since this reaction can quickly generate complex phenolic compounds, the Wulff–Dötz reaction has been used most often in the synthesis of natural products , especially Vitamins E and K .
Phenol is reduced to benzene when it is distilled with zinc dust or when its vapour is passed over granules of zinc at 400 °C: [22] C 6 H 5 OH + Zn → C 6 H 6 + ZnO. When phenol is treated with diazomethane in the presence of boron trifluoride (BF 3), anisole is obtained as the main product and nitrogen gas as a byproduct. C 6 H 5 OH + CH 2 N ...
Dow process (phenol), a method of phenol production through the hydrolysis of chlorobenzene Topics referred to by the same term This disambiguation page lists articles associated with the title Dow process .
Phenol is readily alkylated at the ortho positions using alkenes in the presence of a Lewis acid such as aluminium phenoxide: [citation needed] CH 2 =CR 2 + C 6 H 5 OH → R 2 CHCH 2 -2-C 6 H 4 OH More than 100,000 tons of tert-butyl phenols are produced annually (year: 2000) in this way, using isobutylene (CH 2 =CMe 2 ) as the alkylating agent.