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C 6 H 5 C(CH 3) 2 O 2 H → C 6 H 5 C(O)CH 3 + CH 3 OH. The cumene process is conducted on such a large scale that even the small amount of acetophenone by-product can be recovered in commercially useful quantities. [2] Acetophenone is also generated from ethylbenzene hydroperoxide.
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. At temperatures >100 °C, oxygen is passed through liquid cumene: [4] C 6 H 5 CH(CH 3) 2 + O 2 → C 6 H 5 C(CH 3) 2 OOH. Dicumyl peroxide is a side product.
Acetanisole is an aromatic chemical compound with an aroma described as sweet, fruity, nutty, and similar to vanilla. In addition acetanisole can sometimes smell like butter or caramel. [ 3 ] Its chemical names are based on considering the structure as either an acetyl ( methyl - ketone ) analog of anisole .
Phenacyl chloride, also commonly known as chloroacetophenone, is a substituted acetophenone.It is a useful building block in organic chemistry.Apart from that, it has been historically used as a riot control agent, where it is designated CN. [5]
Phenylacetone, also known as phenyl-2-propanone, is an organic compound with the chemical formula C 6 H 5 CH 2 COCH 3. It is a colorless oil that is soluble in organic solvents. It is a mono-substituted benzene derivative, consisting of an acetone attached to a phenyl group. As such, its systematic IUPAC name is 1-phenyl-2-propanone.
Phenylglyoxal was first prepared by thermal decomposition of the sulfite derivative of the oxime: [5]. C 6 H 5 C(O)CH(NOSO 2 H) + 2 H 2 O → C 6 H 5 C(O)CHO + NH 4 HSO 4. More conveniently, it can be prepared from methyl benzoate by reaction with KCH 2 S(O)CH 3 to give PhC(O)CH(SCH 3)(OH), which is oxidized with copper(II) acetate. [6]
1-Phenylethylamine may be prepared by the reductive amination of acetophenone: [1] C 6 H 5 C(O)CH 3 + NH 3 + H 2 → C 6 H 5 CH(NH 2)CH 3 + H 2 O. The Leuckart reaction, using ammonium formate, is another method for this transformation. [2] L-malic acid is used to resolve 1-Phenylethylamine, a versatile resolving agent in its own right.
The first two step involve the reaction of the α-bromo-acetophenone with molecules of aniline to form intermediate 4. The charged aniline forms a decent enough leaving group for an electrophilic cyclization to form intermediate 5, which quickly aromatizes and tautomerizes to give the desired indole 7. [9]