Methyl vinyl ketone

About: Methyl vinyl ketone is a research topic. Over the lifetime, 1510 publications have been published within this topic receiving 26839 citations. The topic is also known as: 3-buten-2-one & gamma-oxo-alpha-butylene.

Some Iron(III) Catalyzed Michael Reactions of Chiral Donors, bis‐Donors, and a bis‐Acceptor

Abstract: Michael reactions of β-keto esters 1a—1h with methyl vinyl ketone (2a) catalyzed by FeCl3 · 6 H2O (5 mol%) proceed with up to 99% yield. Conversion of β-keto esters 1a—1e derived from chiral alcohols with 2a result in only very low diastereoselectivities (max. de 20%). A bis-β-keto ester 1i and a bis-vinyl ketone 2b — both valuable monomers for poly-Michael reactions — are synthesized from common starting materials in up to gram quantities.

Kettenverlängerung funktionalisierter Alkanone durch Umlagerung

Abstract: Chain Expansion of Functionalized Alkanones by Rearrangement Reactions In analogy to the transamidation reactions which were published earlier a method is described to prolong aliphatic C-chains by two or four C-atoms. 1,3-Diketones or 2-nitro alkanones which are monosubstituted at C(2) are condensed with e.g. methyl vinyl ketone. The reaction product is transformed to its chain-prolonged isomer in the presence of strong base via a 4- or 6-membered intermediate. The most effective reagent for the Michael reaction is methyl 3-oxo-4-pentenoate (20). In this case it was possible to convert 3-nitro-2-butanone (21) to methyl 2-acetyl-6-nitro-3-oxoheptanoate (26) in 82% yield.

Surface modification. II. Functionalization of solid surfaces with vinylic monomers

Abstract: A new method to functionalize surfaces of solid substrates such as glass, silicon crystals, and silica microspheres with appropriate vinylic monomers, i.e., methyl vinyl ketone, methyl acrylate, methacrolein, and acrolein, is described. The surface modification process was performed through the following sequence of reactions: (a) derivatization of the surfaces with ω-nitrile groups by interacting the substrates with SiCl 3 (CH 2 ) 3 CN; (b) subsequent reduction of the ω-nitrile groups with diborane to ω-amine groups; (c) binding of the vinylic monomers to the surfaces via the ω-amine groups. pK 1/2 of the surface primary amine groups, as determined by contact angle titration, was found to be 2-4 units lower than the pK a values of primary amine analogous in solution. Methyl vinyl ketone and methyl acrylate were covalently bound to the amine surfaces only under basic conditions via the Michael addition reaction. Methacrolein and acrolein were covalently bound to the amine surfaces under both acidic and basic conditions via two major reactions: the Michael addition reaction and Schiff base bond formation. The concentration of the aldehyde groups of the surfaces obtained by the reaction with methacrolein and acrolein was significantly higher than that obtained using the common, published method in which glutaraldehyde interacts with the amine surfaces.

Note: Absolute photoionization cross-section of the vinyl radical

Abstract: This work measures the absolute photoionization cross-section of the vinyl radical (σ vinyl(E)) between 8.1 and 11.0 eV. Two different methods were used to obtain absolute cross-section measurements: 193 nm photodissociation of methyl vinyl ketone (MVK) and 248 nm photodissociation of vinyl iodide (VI). The values of the photoionization cross-section for the vinyl radical using MVK, σ vinyl(10.224 eV) = (6.1 ± 1.4) Mb and σ vinyl(10.424 eV) = (8.3 ± 1.9) Mb, and using VI, σ vinyl(10.013 eV) = (4.7 ± 1.1) Mb, σ vinyl(10.513 eV) = (9.0 ± 2.1) Mb, and σ vinyl(10.813 eV) = (12.1 ± 2.9) Mb, define a photoionization cross-section that is ∼1.7 times smaller than a previous determination of this value.