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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.
[10] 2-Naphthol can also be produced by a method analogous to the cumene process. [11] 3-Chlorophenol, which does not arise by chlorination of phenol, can be produced by cumene process beginning with the alkylation of chlorobenzene with propylene. [12] Cresols are produced from isopropyltoluene. [13]
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.
Piperonal can be prepared by the oxidative cleavage of isosafrole or by using a multistep sequence from catechol or 1,2-methylenedioxybenzene.Synthesis from the latter chemical is accomplished through a condensation reaction with glyoxylic acid followed by cleaving the resulting α-hydroxy acid with an oxidizing agent.
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]
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]
2-Aminoacetophenone, also known as β-ketophenethylamine, α-desmethylcathinone, or phenacylamine, is a substituted phenethylamine derivative. [1] [2] It is the phenethylamine homologue of cathinone (β-ketoamphetamine) and hence is a parent compound of a large number of stimulant and entactogen drugs.
Phenacyl bromide is the organic compound with the formula C 6 H 5 C(O)CH 2 Br. This colourless solid is a powerful lachrymator as well as a useful precursor to other organic compounds. It is prepared by bromination of acetophenone: [2] C 6 H 5 C(O)CH 3 + Br 2 → C 6 H 5 C(O)CH 2 Br + HBr. The compound was first reported in 1871. [3]