565-80-0

Usage

Uses

Used in Automotive Assembly Plants:
2,4-Dimethyl-3-pentanone is used as a酮溶剂 for fuel injectors in automotive assembly plants. It helps to clean and maintain the fuel injectors, ensuring optimal performance and fuel efficiency.
Used in Optical Fiber Gratings:
2,4-Dimethyl-3-pentanone is used as a photoinitiator for IV-curable acrylic coatings in optical fiber gratings. It helps to initiate the curing process of the acrylic coatings, enabling the creation of high-quality gratings for optical communication systems.
Used in Experimental Methods:
2,4-Dimethyl-3-pentanone is used in an experimental method to measure the equilibrium isotopic fractionation factor (αeq) for C-bound H positions adjacent to the carbonyl group in ketones. This method helps to study the isotopic fractionation behavior of ketones and understand their chemical properties.
Used as a Synthetic Intermediate:
2,4-Dimethyl-3-pentanone is a versatile synthetic intermediate used in the preparation of various organic compounds. It is used to prepare α-aryl ketones, which are important building blocks in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used in Grignard reactions, a type of organic reaction that involves the formation of organomagnesium compounds, which are useful in the synthesis of a wide range of organic compounds.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 4207, 1983 DOI: 10.1016/S0040-4039(00)88301-X

Purification Methods

Dry the ketone with CaSO4, shake it with chromatographic alumina and fractionally distil it from P2O5 under N2. [Beilstein 1 IV 3334.]

InChI:InChI=1/C7H14O/c1-5(2)7(8)6(3)4/h5-6H,1-4H3

Upstream product

• 54644-30-3 3-isopropyl-2,2-dimethyl-oxirane 
• 933-52-8 2,2,4,4-tetramethyl-1,3-cyclobutanedione 
• 60-29-7 diethyl ether 
• 75-16-1 methylmagnesium bromide 
• 64-18-6 formic acid 
• 5333-87-9 3-isopropyl-4-methyl-pent-1-yn-3-ol 
• 78-82-0 Isobutyronitrile 
• 920-39-8 isopropylmagnesium bromide 
• 51200-81-8 3-isopropyl-2-methyl-hexan-3-ol 
• 144-19-4 2,2,4-trimethylpentan-1,3-diol 
• 5457-41-0 diisopropyl-tert-butyl-carbinol 
• 19781-54-5 2,4-dimethyl-1-penten-3-ol 
• 600-36-2 2,4-dimethyl-3-pentanol 
• 66225-53-4 2,4-dimethyl-pentane-2,3-diol 

Downstream Products

• 79314-59-3 5-hydroxy-2,4,4-trimethyl-5-phenyl-3-pentanone 
• 52065-71-1 2-isopropyl-3-methyl-1-phenyl-2-butanol 
• 4083-57-2 2,4-dimethylpent-3-ylamine 
• 51200-81-8 3-isopropyl-2-methyl-hexan-3-ol 
• 600-36-2 2,4-dimethyl-3-pentanol 
• 16723-49-2 N-(1-isopropyl-2-methylpropylidene)aniline 
• 7153-35-7 2,4-dimethyl-3-pentanone (2,4-dinitrophenyl)hydrazone 
• 470-43-9 (2,2-diisopropyl-[1,3]-dioxolan-4-yl)methanol 
• 5340-35-2 3-methyl-3-(2'-propyl)-3-heptanol 
• 850857-20-4 2-hydroxy-2-isopropyl-3-methyl-butyric acid amide 
• 5457-41-0 diisopropyl-tert-butyl-carbinol 
• 55705-73-2 4-nitro-benzoic acid-(1,1-diisopropyl-2-methyl-propyl ester) 
• 3970-59-0 3-ethyl-2,4-dimethylpentan-3-ol 
• 5338-14-7 2,4-dimethyl-pentan-3-one semicarbazone 

Relevant academic research and scientific papers

NOUVELLES METHODES DE DESHALOGENATION ET DE FORMATION D'ETHERS D'ENOL TRIMETHYLSILYQUES PAR ACTION DE iPr2NLi SUR QUELQUES α-BROMOCETONES

iPr2NLi reacts with substituted α-bromoketones to yield the debrominated ketone after hydrolysis or the TMS-enol ether after addition of SiMe3Cl.Both reactions are quantitative within a few minutes.

METHOD FOR PRODUCING CARBONATE DERIVATIVE

The objective of the present invention is to provide a method for producing a polycarbonate safely and efficiently even without using a base. The method for producing a carbonate derivative according to the present invention is characterized in comprising the step of irradiating a high energy light to a composition comprising the halogenated methane and the hydroxy group-containing compound in the presence of oxygen, wherein a molar ratio of a total usage amount of the hydroxy group-containing compound to 1 mole of the halogenated methane is 0.05 or more.

Base-free oxidation of alcohols enabled by nickel(ii)-catalyzed transfer dehydrogenation

An efficient nickel(ii)-catalyzed transfer dehydrogenation oxidation of alcohols is reported that relies on cyclohexanone as the formal oxidant and does not require the use of an external base. The synthetic utility of this protocol is demonstratedviathe facile oxidation of structurally complicated natural products.

Chemoselective Oxidation of Equatorial Alcohols with N-Ligated λ3-Iodanes

The site-selective and chemoselective functionalization of alcohols in complex polyols remains a formidable synthetic challenge. Whereas significant advancements have been made in selective derivatization at the oxygen center, chemoselective oxidation to the corresponding carbonyls is less developed. In cyclic systems, whereas the selective oxidation of axial alcohols is well known, a complementary equatorial selective process has not yet been reported. Herein we report the utility of nitrogen-ligated (bis)cationic λ3-iodanes (N-HVIs) for alcohol oxidation and their unprecedented levels of selectivity for the oxidation of equatorial over axial alcohols. The conditions are mild, and the simple pyridine-ligated reagent (Py-HVI) is readily synthesized from commercial PhI(OAc)2 and can be either isolated or generated in situ. Conformational selectivity is demonstrated in both flexible 1,2-substituted cyclohexanols and rigid polyol scaffolds, providing chemists with a novel tool for chemoselective oxidation.

BRIDGED PHTHALOCYANINE- AND NAPTHTHALOCYANINE-METAL COMPLEX CATALYSTS AND METHODS OF USING AND PURIFYING THE SAME

Various embodiments disclosed relate to bridged phthalocyanine- and napththalocyanine-metal complex catalysts and methods of using and purifying the same. In various embodiments, the present invention provides a method of purifying a catalyst. The method includes contacting a catalyst composition with acid, the catalyst composition including a catalyst, to provide an acidified catalyst composition with the catalyst dissolved therein. The method includes precipitating the catalyst, and removing the precipitated catalyst from solution, to provide a purified catalyst.

Rhodium-Catalyzed Reductive Cleavage of Aryl Carbamates Using Isopropanol as a Reductant

Despite the widespread use of carbamates as a directing group in C-H bond-functionalization reactions, reductive removal of this directing group is not straightforward. Currently available methods are limited to nickel-catalyzed reactions using i PrMgX or hydrosilane as a reductant, leaving the functional group compatibility issue to be solved. Herein, we report rhodium-catalyzed reductive cleavage of aryl carbamates using i PrOH as a milder reductant.

Syndiotactic Poly(aminostyrene)-Supported Palladium Catalyst for Ketone Methylation with Methanol

Palladium nanoparticles immobilized on an amino-functionalized syndiotactic polystyrene (sPS-N) served as a novel recyclable catalyst for the dimethylation and cross methyl alkylation of a wide range of ketones with methanol as the methylation agent. This heterogeneous catalyst (Pd@sPS-N) was highly robust and showed excellent thermal stability and chemical resistance. It not only showed remarkably high activity, but it could also be easily recovered by filtration without loss of activity.

A highly efficient palladium(ii)/polyoxometalate catalyst system for aerobic oxidation of alcohols

A simple catalyst system composed of Pd(OAc)2, phosphomolybdic acid and tetrabutylammonium acetate oxidises a range of alcohols efficiently, with turnover numbers (TONs) of up to 10000.

N,O-ligated Pd(ii) complexes for catalytic alcohol oxidation

N,O-ligated Pd(ii) complexes show considerable promise for the oxidation of challenging secondary aliphatic alcohols. The crystal structures of the highly active complexes containing the 8-hydroxyquinoline-2-carboxylic acid (HCA) and 8-hydroxyquinoline-2-sulfonic acid (HSA) ligands have been obtained. The (HSA)Pd(OAc)2 system can effectively oxidise a range of secondary alcohols, including unactivated alcohols, within 4-6 h using loadings of 0.5 mol%, while lower loadings (0.2 mol%) can be employed with extended reaction times. The influence of reaction conditions on catalyst degradation was also examined in these studies.

Kinetics and mechanism of oxidation of aliphatic secondary alcohols by benzyltrimethylammonium chlorobromate

Oxidation of several secondary alcohols by benzyltrimethylammonium chlorobromate (BTMACB) in aqueous acetic acid leads to the formation of corresponding ketones. The reaction is first order with respect to BTMACB and the alcohols. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of tetrabutylammonium chloride on the reaction rate. The proposed reactive oxidizing species is chlorobromate ion. The oxidation of benzhydrol-α-d (PhCDOHPh) exhibited a substantial primary kinetic isotope effect (kH/kD = 5.61 at 298 K). The effect of solvent composition indicated that the rate increases with an increase in the polarity of the solvent. The reaction is susceptible to both the polar and steric effects of the substituents. A mechanism involving transfer of a hydride ion in the ratedetermining step has been proposed.