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

Chemical Properties

clear colorless to yellow liquid

Uses

Different sources of media describe the Uses of 565-80-0 differently. You can refer to the following data:
1. DiPK has been used in automotive assembly plants as a ketonic solvent for fuel injectors and as a photoinitiator for IV-curable acrylic coatings in optical fiber gratings. The U.S. production ofDnPK was estimated to be,500,000 lb in 2005 according to the 2006 U.S. EPA Inventory Update Reporting database.
2. 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 carbonyl group in ketones.It is a carbonyl compound used in an experimental method to measure the equilibrium isotopic fractionation factor (αeq ) for C-bound H positions adjacent to carbonyl group in ketones. Isobutyrone is a very useful synthetic intermediate. It is an intermediate used to prepare α-aryl ketones. It is also used in Grignard reactions.
3. 2,4-Dimethyl-3-pentanone was used in an experimental method to measure the equilibrium isotopic fractionation factor (αeq ) for C-bound H positions adjacent to carbonyl group in ketones.

Definition

ChEBI: A pentanone that is pentan-3-one substituted by methyl groups at positions 2 and 4 respectively.

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

• 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 
• 5457-41-0 diisopropyl-tert-butyl-carbinol 
• 600-36-2 2,4-dimethyl-3-pentanol 
• 51200-83-0 3-isopropyl-2,4-dimethylpentan-3-ol 
• 24305-18-8 2,2,4,4-tetramethyl-3-oxo-glutaric acid 
• 1003-17-4 2,2-dimethyltetrahydrofuran 
• 18639-86-6 2,4-dimethyl-pentan-3-one; protonated form 
• 187737-37-7 propene 
• 201230-82-2 carbon monoxide 
• 644-49-5 propyl isobutyrate 

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.

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.