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Butanone, also known as methyl ethyl ketone (MEK) or ethyl methyl ketone, [a] is an organic compound with the formula CH 3 C(O)CH 2 CH 3. This colorless liquid ketone has a sharp, sweet odor reminiscent of acetone. It is produced industrially on a large scale, but occurs in nature only in trace amounts. [7]
Ketones give positive results in Brady's test, the reaction with 2,4-dinitrophenylhydrazine to give the corresponding hydrazone. Ketones may be distinguished from aldehydes by giving a negative result with Tollens' reagent or with Fehling's solution. Methyl ketones give positive results for the iodoform test. [7]
Janda and co-workers utilized the general Kröhnke reaction scheme to generate a 220 compound library. [15] Various methyl ketones 29 and aldehydes 30 were coupled via aldol condensation to give enones of the form 31. These compounds were then reacted with various α-pyridinium methyl ketones 32 to give the desired tri-substituted pyridine 33 ...
The Buchner–Curtius–Schlotterbeck reaction is the reaction of aldehydes or ketones with aliphatic diazoalkanes to form homologated ketones. [1] It was first described by Eduard Buchner and Theodor Curtius in 1885 [ 2 ] and later by Fritz Schlotterbeck in 1907. [ 3 ]
The reaction of tertiary alcohols containing an α-acetylenic group does not produce the expected aldehydes, but rather α,β-unsaturated methyl ketones via an enyne intermediate. [9] [10] This alternate reaction is called the Rupe reaction, and competes with the Meyer–Schuster rearrangement in the case of tertiary alcohols.
One example of the Strecker synthesis is a multikilogram scale synthesis of an L-valine derivative starting from Methyl isopropyl ketone: [5] (CH 3) 2 CHC(O)CH 3 + HCN + NH 3 → (CH 3) 2 CHC(CN)(NH 2)CH 3 + H 2 O. The initial reaction product of 3-methyl-2butanone with sodium cyanide and ammonia is resolved by application of L-tartaric acid ...
As with most methyl ketones, benzylideneacetone is moderately acidic at the alpha position, and it can be readily deprotonated to form the corresponding enolate [6]. The compound undergoes the reactions expected for its collection of functional groups: e.g., the double bond adds bromine, the heterodiene adds electron-rich alkenes in Diels-Alder reactions to give dihydropyrans, the methyl group ...
Wittig reactions are most commonly used to convert aldehydes and ketones to alkenes. [1] [2] [3] Most often, the Wittig reaction is used to introduce a methylene group using methylenetriphenylphosphorane (Ph 3 P=CH 2). Using this reagent, even a sterically hindered ketone such as camphor can be converted to its methylene derivative.