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This latter cumene converts into cumene radical and feeds back into subsequent chain formations of cumene hydroperoxides. A pressure of 5 atm is used to ensure that the unstable peroxide is kept in liquid state. Cumene hydroperoxide undergoes a rearrangement reaction in an acidic medium (the Hock rearrangement) to give phenol and acetone. In ...
2-Phenyl-2-propanol is the main metabolite of cumene, and therefore 2-phenyl-2-propanol can serve as a biomarker of cumene. [7] Hazards
Acetophenone is formed as a byproduct of the cumene process, the industrial route for the synthesis of phenol and acetone.In the Hock rearrangement of isopropylbenzene hydroperoxide, migration of a methyl group rather than the phenyl group gives acetophenone and methanol as a result of an alternate rearrangement of the intermediate:
Cumene (isopropylbenzene) is an organic compound that contains a benzene ring with an isopropyl substituent. It is a constituent of crude oil and refined fuels. It is a flammable colorless liquid that has a boiling point of 152 °C.
Many phenols of commercial interest are prepared by elaboration of phenol or cresols. They are typically produced by the alkylation of benzene/toluene with propylene to form cumene then O 2 is added with H 2 SO 4 to form phenol (Hock process). In addition to the reactions above, many other more specialized reactions produce phenols:
Phenol is an organic compound appreciably soluble in water, with about 84.2 g dissolving in 1000 ml (0.895 M).Homogeneous mixtures of phenol and water at phenol to water mass ratios of ~2.6 and higher are possible.
In commercial applications, the alkylating agents are generally alkenes, some of the largest scale reactions practiced in industry.Such alkylations are of major industrial importance, e.g. for the production of ethylbenzene, the precursor to polystyrene, from benzene and ethylene and for the production of cumene from benzene and propene in cumene process:
It is called the Cumene-Phenol plant because of the intermediate materials is cumene or isopropylbenzene in the cumene process. It produces equimolar amounts of phenol and acetone. It was the only Cumene-Phenol plant built in Australia. Some cumene-hydroperoxide an organic peroxide was also sold. There are 7 units in this plant