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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 ...
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:
The oxidation of 2,4,6-tri-tert-butylphenol in the alkaline to the intensely blue-colored phenoxy radical can also occur with potassium ferricyanide. [1] [9] [6] The 2,4,6-tri-tert-butylphenoxy radical forms blue crystals on cooling to -70 °C which are stable at room temperature for several weeks and only gradually turn yellow. [9]
An excess of phenol is used to ensure full condensation and to limit the formation of byproducts, such as Dianin's compound. BPA is fairly cheap to produce, as the synthesis benefits from a high atom economy and large amounts of both starting materials are available from the cumene process. [7]
The site has been completely dismantled except for the old control room. 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.
When 1-[14 C]-1-chlorobenzene was subjected to aqueous NaOH at 395 °C, ipso substitution product 1-[14 C]-phenol was formed in 54% yield, while cine substitution product 2-[14 C]-phenol was formed in 43% yield, indicating that an elimination-addition (benzyne) mechanism is predominant, with perhaps a small amount of product from addition ...
Cumene hydroperoxide is the organic compound with the formula C 6 H 5 C(CH 3) 2 OOH; this oily liquid is classified as an organic hydroperoxide. [2] Products of decomposition of cumene hydroperoxide are methylstyrene, acetophenone, and 2-phenylpropan-2-ol. [3] It is produced by treatment of cumene with oxygen, an autoxidation.
[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 ...