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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 ...
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.
in the cumene process, isopropylbenzene undergoes autoxidation to give cumene hydroperoxide. This compound is then converted to phenol and acetone, both commodity chemicals. are made from benzene and propylene. Many variations of this reaction have been developed, e.g. use of diisopropylbenzene as a substrate.
Cumene hydroperoxide is the organic compound with the formula C 6 H 5 C(CH 3) 2 OOH. An oily liquid, it is classified as an organic hydroperoxide. [2] Products of decomposition of cumene hydroperoxide are methylstyrene, acetophenone, and 2-phenyl-2-propanol. [3] It is produced by treatment of cumene with oxygen, an autoxidation.
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:
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benzene – the simplest aromatic hydrocarbon ethylbenzene – made from benzene and ethylene styrene – made by dehydrogenation of ethylbenzene; used as a monomer polystyrenes – polymers with styrene as a monomer; cumene – isopropylbenzene; a feedstock in the cumene process. phenol – hydroxybenzene; often made by the cumene process