815-57-6

Usage

Uses

Used in Chemical Reactions:
3-METHYL-2,4-PENTANEDIONE is used as a reactant in various chemical reactions, such as asymmetric substitution of 1,3-diphenyl-2-propenyl acetate catalyzed by amphiphilic resin-supported monodentate phosphine ligands. This application allows for the synthesis of complex organic compounds and contributes to the development of new chemical products.
Used in Oxidation Processes:
3-METHYL-2,4-PENTANEDIONE is used in peroxynitrite promoted aerobic oxidation processes. This application is important for understanding the behavior of the compound under oxidative conditions and can lead to the development of new oxidation methods and techniques.
Used in Kinetic Studies:
3-METHYL-2,4-PENTANEDIONE is used as a subject in kinetic studies, specifically in the investigation of the reaction of OH radicals with the compound in the gas-phase using a pulsed laser photolysis-laser induced fluorescence technique. This application helps to understand the reaction dynamics and can contribute to the advancement of chemical kinetics and related fields.

Synthesis Reference(s)

Chemistry Letters, 8, p. 45, 1979Journal of the American Chemical Society, 90, p. 2421, 1968 DOI: 10.1021/ja01011a039Organic Syntheses, Coll. Vol. 5, p. 785, 1973

InChI:InChI=1/C6H10O2/c1-4(5(2)7)6(3)8/h7H,1-3H3/b5-4-

Upstream product

• 77-78-1 dimethyl sulfate 
• 123-54-6 acetylacetone 
• 50-00-0 formaldehyd 
• 7637-07-2 boron trifluoride 
• 108-24-7 acetic anhydride 
• 78-93-3 butanone 
• 60-29-7 diethyl ether 
• 74-88-4 methyl iodide 
• 64-17-5 ethanol 
• 141-78-6 ethyl acetate 
• 1118-66-7 4-amino-3-penten-2-one 
• 53496-45-0 4-hydroxy-3-methyl-pentan-2-one 
• 6203-88-9 2-acetoxy-2-butene 
• 565-62-8 3-methylpent-3-en-2-one 

Downstream Products

• 1003-90-3 2,3,4,5-tetramethylpyrrole 
• 58625-70-0 4-anilino-3-methyl-pent-3-en-2-one 
• 69687-79-2 1H-pyrrole, 2-ethyl-3,4,5-trimethyl- 
• 626606-73-3 3-methyl-3-(bis(4-dimethylaminophenyl)methyl)penta-2,4-dione 
• 10252-60-5 1-(4-nitrophenyl)-3,4,5-trimethylpyrazole 
• 54568-11-5 4,5,6-trimethylpyrimidin-2-ylamine 
• 5433-64-7 sulfanilic acid-(4,5,6-trimethyl-pyrimidin-2-ylamide) 
• 6050-55-1 3-(2-methyl-[1,3]oxathiolan-2-yl)-butan-2-one 
• 5683-44-3 3-methyl-2,4-pentanediol 
• 53496-45-0 4-hydroxy-3-methyl-pentan-2-one 
• 30169-43-8 3-methyl-3-(phenylmethyl)-2,4-pentandione 
• 99173-05-4 5-acetyl-5-methyl-hept-3t-ene-2,6-dione 
• 77902-68-2 C₁₂H₁₁N₄O₈^(1-) 
• 17697-92-6 4,5,6-trimethyl-2,5-dihydro-2-thioxopyrimidine 

Relevant academic research and scientific papers

Ag-Catalyzed Insertion of Alkynyl Carbenes into C-C Bonds of β-Ketocarbonyls: A Formal C(sp2) Insertion

Here we report a silver-catalyzed alkynyl carbene insertion into β-ketocarbonyls using alkynyl N-nosylhydrazones as alkynyl carbene precursors, which provides access to trisubstituted allenyl ketones. This reaction represents the first example of an alkynyl carbene insertion into a C-C σ bond, affording products homologated with an sp2 carbon center. The products are useful substrates for further transformations. Experimental investigations and theoretical calculations suggest the reaction proceeds through a stepwise enol cyclopropanation/retro-aldol pathway.

Synthesis and Thermal Behavior of Heteroleptic γ-Substituted Acetylacetonate-Alkoxides of Titanium

A series of heteroleptic titanium derivatives of general formula [Ti(OiPr)2(R-acac)2] with acetylacetonate ligands modified in the internal (γ- or 3-) position by different substituents (R=OAc, NO2, Me, Et, Cl, Br) has been synthesized and completely characterized by liquid multinuclear NMR and FTIR. The influence of the nature of the group on the thermal stability of the different complexes was studied by thermogravimetric analysis (TGA) and gave the following decreasing stability ranking: H22°-acac radical, which triggers the decomposition.

Preparation of pyridine derivatives from the corresponding 5-acetal-1-carbonyl compounds by acid promoted cyclization

The synthesis of four alkylpyridine derivatives from 5-acetal-1-carbonyl compounds via the one-pot, acid-promoted cyclization of oxime intermediates is described. In addition, a dihydroxypyridine and pyridinium salt were also synthesized. The pyridine formation step was not affected by the stereochemistry of the precursors used.

Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β-Alkylthioalkanones

In depth headspace analysis of the slow degradation of β-alkylthioalkanones in ambient air led to the discovery of a novel δ-cleavage pathway, by which β-mercaptoketones are released. Since β-mercaptoketones are potent natural aroma compounds occurring in many fruits, herbs and flowers, the discovery of an enzyme-independent molecular precursor for this class of high-impact molecules is of practical importance. Moreover, the formation of β-diketones and aldehydes by concomitant oxidation at the α-sulfur-position enhances the versatility of this class of aroma precursors. A mechanistic model is proposed which suggests that the oxidative degradation occurs through a novel Pummerer-type rearrangement of initially formed persulfoxides.

Scalable Synthesis of Esp and Rhodium(II) Carboxylates from Acetylacetone and RhCl3· xH2O

Rhodium(II) carboxylates are privileged catalysts for the most challenging carbene-, nitrene-, and oxo-transfer reactions. In this work, we address the strategic challenges of current organic and inorganic synthesis methods to access these rhodium(II) complexes through an oxidative rearrangement strategy and a reductive ligation reaction. These studies illustrate the multiple benefits of oxidative rearrangement in the process-scale synthesis of congested carboxylates over nitrile anion alkylation reactions, and the impressive effect of inorganic additives in the reductive ligation of rhodium(III) salts.

Nickel-catalyzed intramolecular desymmetrization addition of aryl halides to 1,3-diketones

A nickel-catalyzed intramolecular addition of aryl halides to 1,3-diketones was first developed. This desymmetrization reaction afforded polycyclic products bearing two tetrasubstituted centers with excellent diastereoselectivities and high yields. Moderate enantioselectivities were achieved in the presence of a chiral ligand. This transformation has great potential for the synthesis of polycyclic compounds including spiro[4,4,3,0] compounds. This journal is

ONE-STEP, FAST, 18F-19F ISOTOPIC EXCHANGE RADIOLABELING OF DIFLUORO-DIOXABORININS AND USE OF SUCH COMPOUNDS IN TREATMENT

A compound according to Formula (I) or a pharmaceutically acceptable salt and/or solvate thereof, wherein X1 and X2 are each independently 18F or 19F; R1 and R2 are each independently alkyl, amine, perfluoroalkyl, alkenyl, alkynyl, aryl, or aralkenyl; and R3 is H, halo, alkyl, alkyl ester, alkenyl, alkynyl, aryl, or aralkenyl; or wherein: R1 and R3 or R2 and R3 join to form a 6-membered cycloalkyl or heterocyclyl; or R1 and R3, R2 and R3, or R1, R2, and R3 join to form a substituted or unsubstituted polycyclic ring, wherein the polycyclic ring comprises fused cycloalkyl, heterocycloalkyl, aryl, or heteroaryl rings.

Synthesis and spectrophotometry study of the acid-base properties of nitro-substituted 5-phenyl-β-octaalkylporphines

10,15-Dinitro-5-phenyl-2,3,7,8,12,13,17,18-octamethylporphine, 10,15,20-trinitro-5-phenyl-2,3,7,8,12,13,17,18-octamethylporphine, and 10,15,20-trinitro-5-(4-nitrophenyl)-2,3,7,8,12,13,17,18-octamethylporphine were synthesized and identified by electronic absorption, IR, and 1Н NMR spectroscopy. The acid–base properties of the synthesized compounds were studied by spectrophotometric titration in HClO4–acetonitrile and 1,8-diazabicyclo[5.4.0]undec-7-ene–acetonitrile systems at 298 K. Parameters of the electronic absorption spectra and concentration ranges of existence of the mono- and diprotonated, as well as mono- and dideprotonated forms of the corresponding ligands and the acid and base dissociation constants of the latter were determined. Comparative analysis of the effect of nitro groups on the reactivity of the synthesized compounds was performed.

Synthesis, electrochemical, structural and theoretical study of new derivatives of O[sbnd]B[sbnd]N and O[sbnd]B[sbnd]O heterocycles

Three new oxazaborine and two boron diketonate derivatives containing different structural motifs were synthesized and studied using NMR, electrochemistry (CV, RDV, and dc-polarography), UV–Vis spectra and X-ray structure analysis. The experimental data were correlated with quantum chemical calculations. The main attention was focused on determination of the first oxidation and the first reduction potentials, their relationship to the calculated HOMO and LUMO energies and to their UV–Vis spectra. The electrochemical data reflect the structure–redox properties relationship depending on location of oxidation and reduction center.

TRIFLUOROACETIC ACID MAGNESIUM SOL SOLUTION

PROBLEM TO BE SOLVED: To provide a trifluoroacetic acid magnesium sol having an ultrasmall particle size. SOLUTION: The present invention makes it possible to provide a trifluoroacetic acid magnesium sol solution having an ultrasmall particle size by making a reaction occur between magnesium diethoxide and trifluoroacetic acid, in the presence of α-substituted β-diketone as a stabilizer, in an organic solvent having a specific Hansen parameter. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT