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Potassium acetylacetonate, with the molecular formula KC5H7O2, is a metal acetylacetonate that functions as a coordination compound. It consists of a metal cation and the acetylacetonate anion, and is widely recognized for its role in organic synthesis, particularly in the formation of metal acetylacetonate complexes. Beyond its synthetic applications, potassium acetylacetonate also serves as a stabilizer in the plastics and polymers industry and acts as a chemical intermediate in the production of pharmaceuticals and other organic compounds. Its potential extends to innovative areas such as dye-sensitized solar cells and as an additive in lubricants and fuels, showcasing its versatility in various industrial applications.

19393-11-4

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19393-11-4 Usage

Uses

Used in Organic Synthesis:
Potassium acetylacetonate is utilized as a catalyst or reagent for the preparation of various metal acetylacetonate complexes, which are essential in numerous chemical reactions and processes.
Used in Plastics and Polymers Industry:
In this application industry, potassium acetylacetonate is used as a stabilizer to enhance the quality and performance of the final plastic and polymer products.
Used in Pharmaceutical Manufacturing:
Potassium acetylacetonate is employed as a chemical intermediate, playing a crucial role in the synthesis of various pharmaceutical compounds.
Used in Dye-Sensitized Solar Cells:
POTASSIUM ACETYLACETONATE has been investigated for its potential application in dye-sensitized solar cells, where it may contribute to improving the efficiency and performance of these renewable energy technologies.
Used as an Additive in Lubricants and Fuels:
Potassium acetylacetonate is also used as an additive in lubricants and fuels, where it can enhance the properties of these substances, potentially leading to better performance and longevity.

Check Digit Verification of cas no

The CAS Registry Mumber 19393-11-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,3,9 and 3 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 19393-11:
(7*1)+(6*9)+(5*3)+(4*9)+(3*3)+(2*1)+(1*1)=124
124 % 10 = 4
So 19393-11-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O2.K/c1-4(6)3-5(2)7;/h3H2,1-2H3;/q;+1

19393-11-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name potassium,pentane-2,4-dione

1.2 Other means of identification

Product number -
Other names potassium acetylacetonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:19393-11-4 SDS

19393-11-4Relevant academic research and scientific papers

MANUFACTURING METHOD OF FLUORINATED HYDROCARBON

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Paragraph 0064, (2018/05/08)

PROBLEM TO BE SOLVED: To provide a method for industrially advantageously manufacturing fluorinated hydrocarbon (3). SOLUTION: There is provided a method for manufacturing fluorinated hydrocarbon represented by the formula (3), including contacting a secondary or tertiary ether compound represented by the formula (1) and acid fluoride represented by the formula (2) in the presence of a silver salt in a hydrocarbon solvent. R1 and R2 are each independently a C1 to 3 alkyl group, R1 and R2 may bind to form a ring structure, R3 is H, a methyl group or an ethyl group, R4 and R5 are each independently a methyl group or an ethyl group. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Synthetic method of 2-formic acid-3-propoxyl-5-methylpyrrole

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Paragraph 0008, (2017/04/11)

The invention discloses a synthetic method of 2-formic acid-3-propoxyl-5-methylpyrrole, and belongs to the field of chemical synthesis.The method comprises the steps that ethyl acetate, 1-propyl alcohol, absolute ethyl alcohol and a potassium hydroxide solution with the mass fraction of 25% are reacted to obtain 4-oxo-2-amylene-2-potassium alcoholate, the product is mixed with a salpeter solution and distilled water, diethyl acetamidomalonate is added for backflow, then ice water is added, and a large amount of solid, namely 2-ethyl formate-3-propoxyl-5-methylpyrrole is generated; then a copper oxide solution is added, suction filtering is carried out after stirring, sulfuric acid is added into the filtrate, precipitation is produced, 2-ethyl formate-3-propoxyl-5-methoxylpyrrole is obtained, alkali is used for hydrolysis, and therefore the 2-formic acid-3-propoxyl-5-methylpyrrole is obtained.

Labile Cu(I) catalyst/spectator Cu(II) species in copper-catalyzed C-C coupling reaction: Operando IR, in situ XANES/EXAFS evidence and kinetic investigations

He, Chuan,Zhang, Guanghui,Ke, Jie,Zhang, Heng,Miller, Jeffrey T.,Kropf, Arthur J.,Lei, Aiwen

supporting information, p. 488 - 493 (2013/02/25)

Insights toward the Cu-catalyzed C-C coupling reaction were investigated through operando IR and in situ X-ray absorption near-edge structure/extended X-ray absorption fine structure. It was found that the Cu(I) complex formed from the reaction of CuI with β-diketone nucleophile was liable under the cross-coupling conditions, which is usually considered as active catalytic species. This labile Cu(I) complex could rapidly disproportionate to the spectator Cu(II) and Cu(0) species under the reaction conditions, which was an off-cycle process. In this copper-catalyzed C-C coupling reaction, β-diketone might act both as the substrate and the ligand.

Electrophilicities of bissulfonyl ethylenes

Asahara, Haruyasu,Mayr, Herbert

experimental part, p. 1401 - 1407 (2012/07/28)

Kinetics of the reactions of bissulfonyl ethylenes with various carbanions, a sulfur ylide, and siloxyalkenes have been investigated photometrically at 20°C. The second-order rate constants have been combined with the known nucleophile- specific parameters N and sN for the nucleophiles to calculate the empirical electrophilicity parameters E of bissulfonyl ethylenes according to the linear free energy relationship log k(20°C)=s N(N+E). Structure-reactivity relationships are discussed, and it is shown that the electrophilicity parameters E derived in this work can be employed to define the synthetic potential of bissulfonyl ethylenes as Michael acceptors. Copyright

Synthesis of ruthenium(iii) and rhodium(iii) tris-acetylacetonates and palladium(ii) bis-ketoiminate using microwave heating

Chimitov,Zherikova,Mikheev,Zharkova,Morozova,Igumenov,Arzhannikov,Tumm

, p. 2236 - 2242 (2013/10/01)

Preparation of ruthenium(iii) and rhodium(iii) tris-acetylacetonates and palladium(ii) bisketoiminate (Pd(i-acac)2) under microwave irradiation using different synthetic conditions, both in the solid-phase and in solution, was studied with precise control of parameters. In the solid-phase systems, the preparation of the target product was hindered. The efficiency of the microwave heating increased when liquid phases of the reagent mixtures were used. For Pd(i-acac)2, the highest yield was achieved under elevated temperature of the process, with the reaction time decreasing to several minutes. A laboratory procedure for the microwave synthesis of ruthenium(iii) and rhodium(iii) tris-acetylacetonates and palladium(ii) bis-ketoiminate in aqueous solutions was developed, which allowed us to obtain them in 85, 55, and 80% yields, respectively. These yields are higher than those reported in the literature, with the process becoming considerably less time consuming and laborious.

Electrophilicities of trans-β-nitrostyrenes

Zenz, Ivo,Mayr, Herbert

experimental part, p. 9370 - 9378 (2012/01/06)

The kinetics of the reactions of the trans-β-nitrostyrenes 1a-f with the acceptor-substituted carbanions 2a-h have been determined in dimethyl sulfoxide solution at 20 °C. The resulting second-order rate constants were employed to determine the electrophile-specific reactivity parameters E of the trans-β-nitrostyrenes according to the correlation equation log k 2(20 °C) = sN(N + E). The E parameters range from -12 to -15 on our empirical electrophilicity scale (www.cup.lmu.de/oc/mayr/DBintro. html). The second-order rate constants for the reactions of trans-β- nitrostyrenes with some enamines were measured and found to agree with those calculated from the electrophilicity parameters E determined in this work and the previously published N and sN parameters for enamines.

THIAZOLE-2-CARBOXAMIDE DERIVATIVES FOR USE AS HPPAR AGONISTS IN THE TREATMENT OF I.A. DYSLIPIDEMIA

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Page/Page column 9, (2010/02/11)

A compound of formula (I) and pharmaceutically acceptable salts, solvates and hydrolysable esters thereof is claimed for use as a selective dual agonist of PPAR alpha and gamma.

PROCESS FOR THE PREPARATION OF METAL ACETYLACETONATES

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Page 12, (2008/06/13)

The present invention provides an improved, economical and environmmentally benign process for metal complexes of acetylacetone having the general formula, M(acac)n wherein M is a metal cation selected from the group consisting of Fe, Co, Ni, Cu, Zn, Al, Ca, Mg, Mo, Ru, Re, U, Th, Ce, Na, K, Rb, Cs, V, Cr, and Mn etc., n is an integer which corresponds to the electrovalence of M, are obtained by reacting the corresponding metal hydroxide, metal hydrated oxide or metal oxide with a stoichiometric amount of acetylacetone and separating the product.

Process for making metal acetylacetonates

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Page/Page column 5-6, (2010/02/07)

The present invention provides an improved, economical and environmentally benign process for metal complexes of acetylacetone having the general formula, M(acac)n wherein M is a metal cation selected from the group consisting of Fe, Co, Ni, Cu, Zn, Al, Ca, Mg, Mo, Ru, Re, U, Th, Ce, Na, K, Rb, Cs, V, Cr, and Mn etc., n is an integer which corresponds to the electrovalence of M, are obtained by reacting the corresponding metal hydroxide, metal hydrated oxide or metal oxide with a stoichiometric amount of acetylacetone and separating the product.

Mechanistic studies on the thermal and photochemical decomposition of dimethyl(2,4-pentanedionato)gold(III) in solution

Klassen, R. Bryan,Baum, Thomas H.

, p. 2477 - 2482 (2008/10/08)

Mechanisms of the thermal and photochemical decomposition of dimethyl(2,4-pentanedionato)gold were examined by UV-visible and 1H NMR spectroscopies in solution. The formation of gold mirrors results from both the thermal and photochemical decomposition reactions. The thermal decomposition reaction is extremely solvent dependent and is not observed in non-coordinating, non-polar solvents (i.e. cyclohexane). The kinetics for thermal decomposition are observed to be first-order in gold complex disappearance although the solvent plays a critical role in the decomposition process. Decomposition by reductive elimination of ethane and protonation of the 2,4-pentandionate ligand are major reaction modes. The mechanism for reductive elimination is examined by deuterium labeling with the perdeuteriodimethylgold compound. The formation of ethane-d3 and traces of methane by reaction from the 50:50 mixture of (dimethyl-d0)-and (dimethyl-d6)(2,4-pentanedionato)gold indicates that free radicals are formed from the homolysis of gold-methyl bonds. On the basis of the ratio of ethane-d0 to ethane-d3, however, the reaction is believed to proceed predominantly via a concerted reductive elimination and, to a lesser extent, a free-radical mechanism simultaneously. On the other hand, the photochemical decomposition produces more 3-methyl-2,4-pentanedione and less ethane. In labeling studies, the ratio of ethane-d0 to ethane-d3 is also decreased and is indicative of the greater radical nature of the photolytic mechanism. The UV photolysis does not show the same solvent dependence to reaction as the pyrolysis does, although the observed product ratios do vary with solvent. Thus, solvent-cage effects may be important to the decomposition process.

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