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The cumene process (cumene-phenol process, Hock process) is an industrial process for synthesizing phenol and acetone from benzene and propylene. 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 ...
An electrosynthesis employing alternating current gives phenol from benzene. [27] The oxidation of toluene, as developed by Dow Chemical, involves copper-catalyzed reaction of molten sodium benzoate with air: C 6 H 5 CH 3 + 2 O 2 → C 6 H 5 OH + CO 2 + H 2 O. The reaction is proposed to proceed via formation of benzyoylsalicylate. [8]
Benzene oxide and naphthalene-1,2-oxide hydrate to give dihydroxydihydrobenzene and 1,2-dihydroxydihydronaphthalene, respectively. The hydration is catalyzed by epoxide hydrolase enzymes. Dehydration of these diols, which is driven by rearomatization, gives phenol and 1-naphthol.
Similar to other phenols, the hydroxyl groups on the aromatic ring of a benzenediol are weakly acidic. Each benzenediol can lose an H + from one of the hydroxyls to form a type of phenolate ion. The Dakin oxidation is an organic redox reaction in which an ortho - or para -hydroxylated phenyl aldehyde ( −CH=O ) or ketone ( >C=O ) reacts with ...
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 first stage of Fenton's reaction (oxidation of Fe 3+ with hydrogen peroxide) is used in Haber–Weiss reaction; Fenton's reagent can be used in organic synthesis reactions: e.g. hydroxylation of arenes via a free radical substitution; Conversion of benzene into phenol by using Fenton's reagent; Oxidation of barbituric acid into alloxan.
Phenol esters are active esters, being prone to hydrolysis. Phenols are reactive species toward oxidation. Oxidative cleavage, for instance cleavage of 1,2-dihydroxybenzene to the monomethylester of 2,4 hexadienedioic acid with oxygen, copper chloride in pyridine [4] Oxidative de-aromatization to quinones also known as the Teuber reaction.
In the body, benzene is enzymatically converted to a series of oxidation products including muconic acid, phenylmercapturic acid, phenol, catechol, hydroquinone and 1,2,4-trihydroxybenzene. Most of these metabolites have some value as biomarkers of human exposure, since they accumulate in the urine in proportion to the extent and duration of ...