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Most of the worldwide production of phenol and acetone is now based on this method. In 2022, nearly 10.8 million tonnes of phenol was produced by the cumene process. [4] In order for this process to be economical, there must also be demand for the acetone by-product as well as the phenol. [5]
A variety of organic reactions employ acetone as a polar, aprotic solvent, e.g. the Jones oxidation. Because acetone is cheap, volatile, and dissolves or decomposes with most laboratory chemicals, an acetone rinse is the standard technique to remove solid residues from laboratory glassware before a final wash. [ 66 ]
The Baeyer–Drewsen indigo synthesis (1882) is an organic reaction in which indigo is prepared from 2-nitrobenzaldehyde and acetone [1] [2] The reaction was developed by von Baeyer and Viggo Drewsen in 1880 to produce the first synthetic indigo at laboratory scale. This procedure is not used at industrial scale.
A general method of synthesis is to treat a metal salt with acetylacetone in the presence of a base: [12] MB z + z Hacac ⇌ M(acac) z + z BH. Both oxygen atoms bind to the metal to form a six-membered chelate ring. In some cases the chelate effect is so strong that no added base is needed to form the complex.
Acetone is prepared by air-oxidation of cumene. For specialized or small scale organic synthetic applications, ketones are often prepared by oxidation of secondary alcohols: R 2 CH(OH) + "O" → R 2 C=O + H 2 O. Typical strong oxidants (source of "O" in the above reaction) include potassium permanganate or a Cr(VI) compound.
Acetone peroxide (/ æ s ə ˈ t ə ʊ n p ɛr ˈ ɒ k s aɪ d / ⓘ also called APEX and mother of Satan [3] [4]) is an organic peroxide and a primary explosive. It is produced by the reaction of acetone and hydrogen peroxide to yield a mixture of linear monomer and cyclic dimer, trimer, and tetramer forms. The monomer is dimethyldioxirane.
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:
This net reaction can also be described as follows: [PdCl 4] 2 − + C 2 H 4 + H 2 O → CH 3 CHO + Pd + 2 HCl + 2 Cl −. This conversion is followed by reactions that regenerate the Pd(II) catalyst: Pd + 2 CuCl 2 + 2 Cl − → [PdCl 4] 2− + 2 CuCl 2 CuCl + 1 / 2 O 2 + 2 HCl → 2 CuCl 2 + H 2 O. Only the alkene and oxygen are consumed.