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Methyl vinyl ketone (MVK, IUPAC name: butenone) is the organic compound with the formula CH 3 C(O)CH=CH 2. It is a reactive compound classified as an enone , in fact the simplest example thereof. It is a colorless, flammable, highly toxic liquid with a pungent odor.
The Wieland–Miescher ketone is the Robinson annulation product of 2-methyl-cyclohexane-1,3-dione and methyl vinyl ketone. This compound is used in the syntheses of many steroids possessing important biological properties and can be made enantiopure using proline catalysis. [14] Wieland–Miescher ketone
The derived names of ketones are obtained by writing separately the names of the two alkyl groups attached to the carbonyl group, followed by "ketone" as a separate word. Traditionally the names of the alkyl groups were written in order of increasing complexity, for example methyl ethyl ketone .
The compound with the carbonyl functional group (in this case a ketone) will tautomerize to the enol form, after which it attacks the iminium ion. On methyl ketones, the enolization and the Mannich addition can occur twice, followed by an β-elimination to yield β-amino enone derivatives. [5] [6]
An enone (or alkenone) is an organic compound containing both alkene and ketone functional groups. In an α,β-unsaturated enone, the alkene is conjugated to the carbonyl group of the ketone. [3] The simplest enone is methyl vinyl ketone (butenone, CH 2 =CHCOCH 3). Enones are typically produced using an aldol condensation or Knoevenagel ...
Methacrolein, or methacrylaldehyde, is an unsaturated aldehyde.It is a clear, colorless, flammable liquid. Methacrolein is one of two major products resulting from the reaction of isoprene with OH in the atmosphere, the other product being methyl vinyl ketone (MVK, also known as butenone). [1]
As originally defined by Arthur Michael, [7] [8] the reaction is the addition of an enolate of a ketone or aldehyde to an α,β-unsaturated carbonyl compound at the β carbon. The current definition of the Michael reaction has broadened to include nucleophiles other than enolates . [ 9 ]
For example, in the three-component coupling of aldehydes, amines, and activated alkenes, the aldehyde reacts with the amine to produce an imine prior to forming the aza-MBH adduct, as in the reaction of aryl aldehydes, diphenylphosphinamide, and methyl vinyl ketone, in the presence of TiCl 4, triphenylphosphine, and triethylamine: [19]