565-80-0

Basic information

• Product Name: 2,4-Dimethyl-3-pentanone
• Synonyms: 2,4-DIMETHYL-3-PENTANONE;ISOBUTYRONE;DIISOPROPYL KETONE;(iso-C3H7)2CO;2,4-dimethyl-3-pentanon;2,4-dimethyl-3-pentanone (diisopropyl ketone);2,4-Dimethylpentan-3-on;2,4-dimethyl-pentan-3-one
• CAS NO: 565-80-0
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.19
• EINECS: 209-294-7
• Product Categories: Industrial/Fine Chemicals;ketone
• Mol File: 565-80-0.mol
• Article Data: 86

Chemical Properties

• Melting Point: -80 °C
• Boiling Point: 124 °C(lit.)
• Flash Point: 60 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 0.806 g/mL at 25 °C(lit.)
• Vapor Pressure: 11mmHg at 25°C
• Refractive Index: n20/D 1.400(lit.)
• Storage Temp.: Flammables area
• Water Solubility: insoluble
• BRN: 773782
• CAS DataBase Reference: 2,4-Dimethyl-3-pentanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dimethyl-3-pentanone(565-80-0)
• EPA Substance Registry System: 2,4-Dimethyl-3-pentanone(565-80-0)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-20-2017/11/20
• Safety Statements: 9-16-24/25
• RIDADR: UN 1224 3/PG 2
• WGK Germany: 1
• RTECS: SA8575500
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 565-80-0(Hazardous Substances Data)

Usage

Description

2,4-Dimethyl-3-pentanone, also known as DiPK or isobutyrone, is a carbonyl compound with the molecular formula C7H14O. It is a colorless liquid with a pungent odor and is soluble in water. It is commonly used as a synthetic intermediate and solvent in various chemical reactions.

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 
• 78-83-1 2-methyl-propan-1-ol 
• 600-36-2 2,4-dimethyl-3-pentanol 

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 articles and documents

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.

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.

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.