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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: This study shows that sulfate radical-induced oxidation in the aqueous particle phase provides a reasonable explanation for the formation of these organosulfates from methacrolein and methyl vinyl ketone.
Abstract: Recent studies show that isoprene-derived organosulfates are an important fraction of ambient secondary organic aerosol (SOA), adding up to 20% to the organic mass. Organosulfates with m/z of 199 and 183 relating to C4 compounds are found in ambient and laboratory generated SOA and a sulfate radical induced oxidation of methacrolein (MACR) and methyl vinyl ketone (MVK) has been shown to be a possible formation mechanism. In the present study, experiments on the sulfate radical-induced oxidation of methacrolein and methyl vinyl ketone were performed in bulk aqueous phase, as well as in an aerosol chamber, and finally compared with ambient PM10 samples collected at a rural East German village during the summer 2008, to investigate their relevance in aqueous phase SOA formation. Samples from aqueous phase experiments and extracts from filters were analysed with UPLC/(−)ESI-IMS-QTOFMS. All the samples showed the abundance of highly oxidised organosulfates with m/z 153, 155, 167, 183 and 199 corresponding to the species found in ambient particle samples. In the bulk phase studies with laser-induced sulfate radical formation, the signal intensities increased with increasing number of laser pulses, indicating the sulfate radical-induced formation of these organosulfates. Additionally, the chamber experiments showed a particle mass growth of about 10 μg m−3 and 4 μg m−3 for experiments on the reactive uptake of MACR and MVK with a sulfate radical precursor (K2S2O8) in the seed particles. Correlations of the C2 to C5 organosulfate species (including the m/z 215, C5H11O7S−), detected in the ambient samples were found to be very strong (r > 0.8), indicating that these compounds are formed from similar mechanisms and under equal environmental conditions. This study shows that sulfate radical-induced oxidation in the aqueous particle phase provides a reasonable explanation for the formation of these organosulfates from methacrolein and methyl vinyl ketone.

94 citations

Journal ArticleDOI
TL;DR: This method provides bridged-ring indoline scaffolds containing two quaternary carbon centers with excellent yields and enantioselectivity (up to 98% yield and 98% ee).

94 citations

Journal ArticleDOI
TL;DR: The first measurements of methacrolein (MACR) and methyl vinyl ketone (MVK) in the atmosphere are reported in this article, and they show a strong seasonal variation, with a maximum in the summer.
Abstract: The first measurements of methacrolein (MACR) and methyl vinyl ketone (MVK) in the atmosphere are reported. The compounds both show a strong seasonal variation, with a maximum in the summer. The concentrations of MACR and MVK are highly correlated with each other and with the concentration of isoprene, in accord with the expectation that they are the major initial products of isoprene oxidation. However, the observed MACR/MVK ratio does not agree with the model predictions over the range of conditions normally observed in the nonurban continental boudary layer. We suggest that this indicates a major gap in our understanding of the photochemistry of hydrocarbons in the nonurban troposphere.

93 citations

Journal ArticleDOI
TL;DR: The initial laboratory synthesis and direct detection of MVK-OO is reported through reaction of a photolytically generated, resonance-stabilized monoiodoalkene radical with O2, and the rate of appearance of OH products agrees with the unimolecular decay rate predicted using statistical theory with tunneling.
Abstract: The reaction of ozone with isoprene, one of the most abundant volatile organic compounds in the atmosphere, produces three distinct carbonyl oxide species (RR′COO) known as Criegee intermediates: formaldehyde oxide (CH2OO), methyl vinyl ketone oxide (MVK-OO), and methacrolein oxide (MACR-OO). The nature of the substituents (R,R′ = H, CH3, CH═CH2) and conformations of the Criegee intermediates control their subsequent chemistry in the atmosphere. In particular, unimolecular decay of MVK-OO is predicted to be the major source of hydroxyl radicals (OH) in isoprene ozonolysis. This study reports the initial laboratory synthesis and direct detection of MVK-OO through reaction of a photolytically generated, resonance-stabilized monoiodoalkene radical with O2. MVK-OO is characterized utilizing infrared (IR) action spectroscopy, in which IR activation of MVK-OO with two quanta of CH stretch at ca. 6000 cm–1 is coupled with ultraviolet detection of the resultant OH products. MVK-OO is identified by comparison of t...

92 citations


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