24415-26-7

Usage

Uses

1. Used in the Chemical Industry:
Nonenone,1-nonen-3-one is used as a building block or intermediate in the synthesis of various chemicals, including fragrances, flavors, and pharmaceuticals. Its unique chemical structure allows for further functionalization and modification, making it a versatile starting material for the development of new compounds with specific properties and applications.
2. Used in the Energy Storage Industry:
Nonenone,1-nonen-3-one is used as a component in the preparation of a bonding agent for the anode of lithium-ion secondary batteries. Its incorporation into the bonding agent enhances the adhesion and stability of the anode material, leading to improved battery performance and longevity. This application takes advantage of the compound's ability to form strong covalent bonds with other materials, contributing to the overall integrity and durability of the battery.

InChI:InChI=1/C9H16O/c1-3-5-6-7-8-9(10)4-2/h4H,2-3,5-8H2,1H3

Upstream product

• 139367-27-4 2-(iodomethyl)-1-oxaspiro<2.6>nonane 
• 21964-44-3 non-1-en-3-ol 
• 50-00-0 formaldehyd 
• 111-13-7 hexyl-methyl-ketone 
• 229330-54-5 2-bromomethyl-1-oxaspiro[2.6]nonane 

Downstream Products

• 7779-54-6 1-acetoxy-3-nonanone 
• 88348-75-8 3-(!'-hydroxyethyl)-2,6-dodecanediol 
• 1439937-68-4 (R)-3-(4-fluorophenyl)-12b-heptyl-1,2,3,6,7,12bhexahydropyrimido[1',6':1,2]pyrido[3,4-b]indol-4(12H)-one 
• 1439937-71-9 (R)-3-(4-methoxyphenyl)-9-fluoro-12b-heptyl-1,2,3,6,7,12b-hexahydropyrimido[1',6':1,2]pyrido[3,4-b]indol-4(12H)-one 
• 21964-44-3 non-1-en-3-ol 
• 128459-07-4 (Z)-1-Bromo-1-phenyl-undec-1-en-5-one 

Relevant academic research and scientific papers

PROCESS FOR THE DIRECT ALPHA-METHYLENATION OF KETONES

The invention relates to a process for preparing an α-methylene ketone comprising the step of reacting a ketone with formaldehyde in the presence of a catalyst which is an organic compound comprising at least one acid function or the corresponding salt, ester or amide thereof and at least one amine function or the corresponding ammonium salt, or a zwitterion thereof.

Air-stable, nitrile-ligated (cyclopentadienone)iron dicarbonyl compounds as transfer reduction and oxidation catalysts

A series of air-stable, nitrile-ligated (cyclopentadienone)iron dicarbonyl compounds was synthesized and their activities as catalysts in the transfer reduction of acetophenone were explored. While all were active catalysts, the acetonitrile adduct was chosen for further study and was found to be active in the transfer reduction of aldehydes and ketones and in the Oppenauer-type oxidation of secondary alcohols. The acetonitrile catalyst exhibited activities similar to those of an analogous air-sensitive iron hydride, but unlike the iron hydride it was unreactive in carbonyl reductions using hydrogen gas. Copyright

Air-stable iron catalyst for the Oppenauer-type oxidation of alcohols

An alcohol oxidation process using an air-stable iron tricarbonyl compound structurally similar to Shvo's diruthenium bridging hydride was developed. Secondary benzylic and allylic alcohols are oxidized in high yields, and evidence for an Oppenauer-type mechanism is presented.

Cascade rearrangement of spiroepoxymethyl radicals into 2-oxocycloalkyl radicals: Evaluation of a two-carbon cycloalkanone ring expansion

Series of 2-bromomethyl- and 2-hydroxymethyl-1-oxaspiro[2.n]alkanes were prepared from cycloalkanones by initial Wadsworth-Horner-Emmons methodology to afford ester-substituted methylenecycloalkanes. The latter were selectively reduced to hydroxymethylmethylenecycloalkanes which were epoxidised with peroxyacetic acid. Homolytic reactions were studied by EPR spectroscopy which enabled transient 3-oxoalk-1-enyl radicals, and their cyclisation products, 2-oxocycloalkyl and 2-oxocycloalkylmethyl radicals, to be characterised. This evidence, together with end product analyses of organotin hydride reductions of the 2-bromomethyl-1-oxaspiro[2.n]alkanes, established that the initial spiroepoxymethyl radicals rearranged by a three-stage cascade of two consecutive β-scissions followed by a cyclisation. Cyclisations of the 3-oxoalk-1-enyl radicals took place mainly in the endo-mode to afford 2-oxocycloalkyl radicals, except for the 5-oxohept-6-enyl radical for which exo-cyclisation to generate the 2-oxocyclohexylmethyl radical was preferred. Kinetic data for the exo-and endo-cyclisations of the 4-oxohex-5-enyl radical were obtained from tributyltin hydride mediated reactions of 2-bromomethyl-1-oxaspiro[2.3]hexane.

1-Alkenylcycloalkoxy Radical Chemistry. A Two-Carbon Ring Expansion Methodology

The exploitation of alkoxy radicals derived from 1-ethenylcycloalkanols for use in a two-carbon ring expansion protocol was proposed.Direct one-pot alkoxy radical-mediated fragmentation-cyclization was not feasible since the reactive intermediate was quenched by iodine in the reaction mixture.However, via the use of iodo epoxides 3, the tandem fragmentation-cyclization sequence could be accomplished.This afforded ring-expanded products via an endo mode of cyclization, although in one example product from an exo mode of cyclization was also isolated.This methodologywas shown to be valid for large ring compounds as well.The intermediary of iodo epoxides 3 also afforded improved yields as compared to the direct cyclization of iodo enones 4.These results are the first examples of radical cyclization to medium-sized carbocycles.