67639-92-3

Usage

Uses

Used in Fragrance and Flavor Industry:
4-Methyl-2-nonanone is used as a flavoring agent and fragrance ingredient for its distinctive sweet and floral scent, enhancing the aroma of various products such as perfumes, cosmetics, and food.
Used in Organic Synthesis:
4-Methyl-2-nonanone serves as a solvent and intermediate in organic synthesis, contributing to the production of various chemical compounds and materials.
Used in the Food Industry:
4-Methyl-2-nonanone is used as a flavor enhancer in the food industry, providing a natural, fruity note to various food products.
Used in the Cosmetics Industry:
In the cosmetics industry, 4-Methyl-2-nonanone is used to impart a pleasant, fruity scent to products, improving their overall sensory appeal.
Precautions:
It is important to handle 4-Methyl-2-nonanone with care, as it is flammable and may cause skin and eye irritation upon contact. Proper safety measures should be taken during its use and storage to minimize potential risks.

Upstream product

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Relevant academic research and scientific papers

Copper-catalysed asymmetric conjugate addition of organometallic reagents to linear enones

Methods for enantioselective 1,4-addition of main-group organometallics to linear enones are overviewed. Thiourethane and thioether 1,1-binaphthyl- based ligands are effective for copper-catalysed 1,4-addition of ZnEt2 and AlR3 (R=Me, Et) to trans-alkyl-3-en-2-ones; enantioselectivities of up to 72% e.e. are attained. In comparison 1,4-addition of ZnEt2 to 2- cyclohexenone proceeds in up to 77% e.e. with the same ligand family. (C) 2000 Elsevier Science Ltd.

Palladium-catalyzed diorganozinc conjugate additions to enones: Preparative and computational studies

The Pd-catalyzed conjugate addition of diorganozinc reagents to α,β-unsaturated carbonyl compounds has been applied to a variety of enone substrates, both cyclic and acyclic, encompassing various combinations of aryl and alkyl substitution, in combination with diorganozinc reagents incorporating alkyl (Me, linear and branched) or Ph groups. While both Pd 0 and PdII complexes have been found to be competent precatalysts, reaction yields are strongly dependent on the relative amounts of Pd to phosphane ligand. Thus, a 1:1 Pd/P ratio is well tolerated, but going to Pd/P = 1:2 leads to poor conversions and yields. A calculated Pd 0-mediated pathway involving an unusual oxidative addition step with simultaneous transmetalation, followed by reductive elimination, has been found to be compatible with the observed phosphane effect. A phosphane dependence is found in the Pd0-catalyzed diorganozinc conjugate addition to enones, which is compatible with a calculated reaction pathway proceeding through simultaneous oxidative addition/transmetalation followed by reductive elimination. Copyright

Amino-sugar modular ligands - Useful cores for the formation of asymmetric copper 1,4-addition catalysts

Modular phosphine ligands, synthesised rapidly from commercial N-acetylglucosamine, are very effective in copper(I)-catalysed 1,4-additions of ZnR2 to linear aliphatic enones (87-95% ee). The Royal Society of Chemistry.

Copper-catalysed asymmetric conjugate addition of organometallic reagents to linear enones using thiourethane ligands

In the presence of chiral thiourethane ligands [Cu(MeCN)4]BF4 forms active catalysts for the conjugate addition of MeMgBr, ZnEt2 and AlR3 (R = Me, Et) to non-3-en-2-one, hept-3-en-2-one, and 5-methylhex-3-en-2-one. Enantioselectivities of up to 51% are realised for these difficult substrates; for cyclohex-2-enone an e.e. of 42% is attained.

Uncatalyzed conjugate additions of diorganozincs in N- methylpyrrolidinone

Diorganozincs efficiently add to enones, unsaturated nitriles and nitroolefins in a mixture of THF and NMP furnishing the corresponding Michael adducts in good to excellent yields.

Copper-Catalyzed Conjugate Addition of Trialkylaluminium to α,β-Unsaturated Carbonyl Compounds

The Michael-type reaction of copper-catalyzed trialkylaluminium reagents with α,β-unsaturated carbonyl compounds is a useful and simple procedure for the transfer of hydrocarbon substituents.The scope of this process and the effect of chlorotrimethylsilane as additive were investigated.Preparatively useful results were generally obtainde from enones even with higher organoaluminium reagents, whereas the reaction with α,β-unsaturated aldehydes was limited to the use of trimethylaluminium.

Copper-Catalyzed Conjugate Addition of Trimethylaluminium to α,β-Unsaturated Ketones

The conjugate methylation of α,β-unsaturated ketones with trimethylaluminium occurs smoothly in a very simple procedure under the catalytic CuI salts.Scope and limitations of this process as well as the influence of solvent and catalyst on the kinetics were studied.In addition, the effect of chlorotrimethylsilane as an additive was investigated.Attack on the carbonyl group in 1,2-fashion could not be observed under the reaction conditions.- Key Words: Conjugate alkylation / Trimethylaluminium / Copper catalysis