25038-87-3

Usage

Chemical Properties

white to off-white granules

InChI:InChI=1/C4H6O/c1-3-4(2)5/h3H,1H2,2H3

Upstream product

• 75-21-8 oxirane 
• 591-78-6 n-hexan-2-one 
• 689-97-4 3-buten-1-yne 
• 106-98-9 1-butylene 
• 6322-49-2 4-chloro-2-butanone 
• 917-64-6 methyl magnesium iodide 
• 57-57-8 β-Propiolactone 
• 60-29-7 diethyl ether 
• 598-32-3 2-hydroxy-3-butene 
• 187737-37-7 propene 
• 506-96-7 Acetyl bromide 
• 74-85-1 ethene 
• 3588-30-5 2-methoxy-1,3-butadiene 
• 18826-95-4 1.3-butanediol 

Downstream Products

• 503-12-8 4-Ethylenimino-butan-2-on 
• 868849-58-5 4-pyrrolidino-butan-2-ol 
• 1943-88-0 2,4-dicyanotoluene 
• 13679-56-6 4-(5-methyl-furan-2-yl)-butan-2-one 
• 5541-89-9 4-(1H-indol-3-yl)-2-butanone 
• 1489-28-7 1,2,3,6,7,7a-hexahydro-5H-inden-5-one 
• 101722-66-1 3-methyl-6-[2]pyridyl-cyclohex-2-enone 
• 16705-12-7 1-(3-Oxo-butyl)-1,2,3,6-tetrahydro-pyridazindion-3,6 
• 93817-26-6 3-hydroxy-3-phenyl-4-[2]pyridyl-cyclohexanone 
• 35490-05-2 2-acetyl-5-oxohexanoic acid ethyl ester 
• 854212-76-3 1-(1,4,5,6-tetrachloro-7,7-dimethoxy-norborn-5-en-2-yl)-ethanone 
• 10150-87-5 1-acetoxybutan-3-one 
• 24454-89-5 2-acetoxy-1,3-butadiene 
• 61476-94-6 4-[(4'-methylphenyl)sulfonyl]-2-butanone 

Relevant academic research and scientific papers

Reactivity of Ionic Liquids: Reductive Effect of [C4C1im]BF4 to Form Particles of Red Amorphous Selenium and Bi2Se3 from Oxide Precursors

Temperature-induced change in reactivity of the frequently used ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([C4C1im]BF4) is presented as a prerequisite for the rational screening of reaction courses in material synthesis. [C4C1im]BF4 becomes active with oxidic precursor compounds in reduction reaction at ?≥200 °C, even without the addition of an external reducing agent. The reaction mechanism of forming red amorphous selenium from SeO2 is investigated as a model system and can be described similarly to the Riley oxidation. The reactive species but-1-ene, which is formed during the decomposition of [C4C1im]BF4, reacts with SeO2 and form but-3-en-2-one, water, and selenium. Elucidation of the mechanism was achieved by thermoanalytical investigations. The monotropic phase transition of selenium was analyzed by the differential scanning calorimetry. Beyond, the suitability of the single source oxide precursor Bi2Se3O9 for the synthesis of Bi2Se3 particles was confirmed. Identification, characterization of formed solids succeeded by using light microscopy, XRD, SEM, and EDX.

Band-gap energy as a descriptor of catalytic activity for propene oxidation over mixed metal oxide catalysts

The development of a descriptor or descriptors that can relate the activity of catalysts to their physical properties is a major objective of catalysis research. In this study, we have found that the apparent activation energy for propene oxidation to acrolein over scheelite-structured, multicomponent, mixed metal oxides (Bi3FeMo2O12, Bi2Mo2.5W0.5O12, and Bi1-x/3V1-xMoxO4, where 0 x 1) correlates with the band gap of the catalyst measured at reaction temperature. We show through theoretical analysis of the energy components comprising the activation energy why the band-gap energy is the primary component dependent on catalyst composition and, hence, why one should expect the activation energy for propene oxidation to correlate with the band-gap energy. We also demonstrate that the change in band-gap energy with composition arises from the interplay between the sizes and energies of the V 3d, Fe 3d, Mo 4d, and W 5d orbitals, which give rise to the lowest unoccupied crystal orbitals. Both the utility of the band-gap energy as a descriptor for catalytic activity and the role of orbital overlap in determining the band gap are likely to be general features in mixed metal oxide oxidation catalysts, enabling the rational design of catalysts with greater activity for oxidation reactions.

Catalytic Synthesis of Vinyl Ketones over Metal Oxide Catalysts using Methanol as the Vinylating Agent

Basic binary iron-magnesium oxide has a marked catalytic activity on the vinylation of acetone with methanol to give methyl vinyl ketone.

Aldol Condensation Reaction between Formaldehyde and Acetone over Heat-Treated Synthetic Hydrotalcite and Hydrotalcite-Like Compounds

Synthetic hydrotalcite, Mg6Al2(OH)16CO3*4H2O, and its analogues were synthesized, heat-treated at 773 K, and used as catalysts for the title reaction to form methyl vinyl ketone (MVK) at 673 K.MVK was formed over all the catalysts examined, the highest MVK yield (20percent on acetone basis) being found over the heat-treated hydrotalcite.

The effects of ring size and substituents on the rates of acid-catalysed hydrolysis of five- and six-membered ring cyclic ketone acetals

A series of sterically similar five- and six-membered ring cyclic diol-derived ketone acetals have been prepared and their rates of acid-catalysed hydrolysis examined. The rates of hydrolysis are substantially affected by acetal ring conformational stereoelectronic effects and resonance effects depending upon the substituents on the parent ketone; an A1 mechanism of hydrolysis explains the observed effects. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

2-HYDROXYBUTADIENE: PREPARATION, IONIZATION ENERGY AND HEAT OF FORMATION

2-Hydroxybutadiene was generated in the gas phase and its heat of formation determined as -77 +/- 5 kJ/mol.

Solvent free oxidation of alcohols with manganese dioxide

The oxidation of primary and secondary alcohols to the corresponding aldehydes and ketones by manganese dioxide under solvent free conditions are described. This new oxidation procedure is very simple and affords good yields.

Solvation changes accompanying proton transfer from a carbon acid to alkoxide bases as revealed by kinetic isotope effects

Primary hydrogen isotope effects are reported for the elimination of 4-nitrophenol from 4-(4-nitrophenoxy)-2-butanone in methanolic methoxide at 20°C and in aqueous hydroxide at 25°C. The isotope effects do not change significantly when the isotopic composition of the solvents is changed: (kH/kD)MeOH = 6.48 ± 0.22, (kHkD)MeOD = 6.40 ± 0.24; and (kH/kD)HOH = 7.54 ± 0.11, (kH/kD)DOD = 7.48 ± 0.21. Kinetic solvent isotope effects (using the undeuterated substrate) are kMeOD/kMeOH = 2.195 ± 0.064 and kDOD/kHOH = 1-526 ± 0.029. The experimental results are compared with model vibrational analysis calculations and about 60 literature examples of related solvent isotope effects on proton-transfer rates. The observations of primary hydrogen isotope effects that are unchanged upon isotopic substitution in protonic sites of the solvent were used to conclude that solvent reorganization is not coupled to proton transfer in the reaction coordinate.

Kinetic and theoretical investigation of the gas-phase ozonolysis of isoprene: Carbonyl oxides as an important source for OH radicals in the atmosphere

Kinetic measurements as well as B3LYP/ and MP2/6-31G(d,p) calculations provide evidence that carbonyl oxides formed in the gas-phase ozonolysis of alkylated alkenes are an important source of OH radicals. In the gas-phase ozonolysis of propene, cis-2-butene, trans-2-butene, tetramethylethene, and isoprene, 18, 17, 24, 36, and 19% OH radicals (relative to reacted ozone, error margin ≤4%) are measured using CO as a scavenger for OH. The quantum chemical calculations show that OH radical production depends on syn positioned methyl (alkyl) groups and their interaction with the terminal O atom of a carbonyl oxide. For example, in the gas-phase ozonolysis of ethene only 5% OH radicals are measured while for a carbonyl oxide with syn-positioned methyl (alkyl) group, a much larger amount of OH radicals is formed. This is due to the fact that 1,4 H migration and the formation of an intermediate hydroperoxy alkene, that is prone to undergo OO bond cleavage, is energetically more favorable than isomerization to dioxirane. In the case of-syn-methyl, dimethyl, and isopropenyl carbonyl oxide calculated activation enthalpies at 298 K are 14.8, 14.4, and 15.5 kcal/mol compared to the corresponding dioxirane isomerization barriers of 23.8, 21.4, and 23.0 kcal/mol, respectively. The OO cleavage reactions of the hydroperoxy alkenes formed in these cases are just 11, 12.8, and 10.3 kcal/mol.

Perspectives on the synthesis and use of ageladine A

Focusing on the marine-derived alkaloid ageladine A ([4-(4,5-dibromo-1H-pyrrol-2-yl)]-1H-imidazo[4,5-c]pyridin-2-amine trifluoroacetate), we combined and modified published strategies to develop a synthesis method with easily managed reaction steps that allows gram-scale batch synthesis. On exploration additional features of the fluorescent properties of the compound were revealed. In tissues and cells of a marine flatworm, the emission profile shifted to longer wavelengths than in water. The fluorescence emission maximum shifted around 30-450 nm and the profile showed sufficient intensity at approximately 550 nm and above.