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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.


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Journal ArticleDOI
TL;DR: Comparing biological activities of con jugated carbonyls their reactivity towards HS (k1) and the stability of the adducts must be considered and the equilibrium constants as well as the rate constants for forward and reverse reaction show an extreme variation depending on the carbonyl structure.
Abstract: 1. GSH reacts with conjugated carbonyls according to the equation: GSH+R-CH=CH-COR in equilibrium R-CH(SG)-CH2-COR. The forward reaction follows second order, the reverse reaction first order kinetics. It is assumed that this reaction reflects best the ability of conjugated carbonyls to inactivate SH groups in biological systems. 2. The rate of forward reaction increases with pH approx. parallel with alphaSH. Besides OH- ions also proton donors (e.g. buffers) increase the rate. The catalytic effect of pH and buffer is interpreted in view of the reaction mechanism. 3. The equilibrium constants as well as the rate constants for forward (k1) and reverse reaction show an extreme variation depending on the carbonyl structure. Acrolein and methyl vinyl ketone (k1 = 120 and 32 mol-1 sec-1, resp.) react more rapidly than any other carbonyl to give very stable adducts (half-lives for reverse reaction 4.6 and 60.7 days, resp). Somewhat less reactive are 4-hydroxy-2-alkenals and 4-ketopentenoic acid (k1 between 1 and 3 mol-1 sec-1), but they also form very stable adducts showing half-lives between 3.4 and 19 days. All other carbonyl studied react either very slowly (e.g. citral, ethly crotonate, mesityl oxide, acrylic acid) or form very labile adducts (crotonal, pentenal, hexenal, 3-methyl-butenone). Comparing biological activities of conjugated carbonyls their reactivity towards HS (k1) and the stability of the adducts must be considered.

240 citations

Journal ArticleDOI
TL;DR: In this article, living polymerization of ethylene with palladium(II) diimine complexes coupled with use of a functionalized initiator and/or cleavage of the palladium−polymer bond with various reagents provides a protocol for synthesis of mono-and di-end functionalized, branched, amorphous polyethylenes.
Abstract: Living polymerizations of ethylene with palladium(II) diimine complexes coupled with use of a functionalized initiator and/or cleavage of the palladium−polymer bond with various reagents provides a protocol for synthesis of mono- and di-end-functionalized, branched, amorphous polyethylenes. The functional initiator used is the chelate complex (Ar = 2,6-(iPr)2C6H3) (3). The alkyl chain is cleaved by insertion of alkyl acrylates or methyl vinyl ketone, followed by cleavage with Et3SiH to generate alkyl ester or methyl ketone end groups, respectively. Insertion of 5-hexen-1-ol, followed by chain running and β-elimination, results in formation of aldehyde end groups. Conditions for living polymerization of propylene, 1-hexene, and 1-octadecene have also been established. Rates of first monomer insertion and subsequent chain growth are shown to be a sensitive function of the palladium complex used for initiation and the nature and concentration of auxiliary nitrile ligands. Block copolymers of ethylene and 1-o...

215 citations

Journal ArticleDOI
TL;DR: In this article, the effect of substitution of α,β-unsaturated aldehydes on the activity and selectivity of a series of platinum catalysts was investigated for the hydrogenation of these compounds.

213 citations

Journal ArticleDOI
TL;DR: The high endo/exo product ratio in the Diels-Alder reaction of cyclopentadiene with methyl vinyl ketone in water does not reflect aggregation, but the ratio is affected by salts which change the hydrophobicity of the medium.

206 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20238
202249
202121
202020
201910
201817