50396-96-8

Usage

Uses

Used in Flavor and Fragrance Industry:
(Z)-4-Hexen-3-one is used as a flavoring agent for its natural, green, and fresh scent, adding a unique aroma to foods and beverages, particularly those seeking a grassy or leafy note.
Used in Perfumery:
In the perfume industry, (Z)-4-Hexen-3-one is used as a fragrance ingredient for its pleasant and natural scent, contributing to the creation of complex and long-lasting fragrances.
Used in Chemical Synthesis:
Due to its high reactivity as an unsaturated ketone, (Z)-4-Hexen-3-one serves as an important building block in organic synthesis, undergoing various chemical reactions to produce a range of other chemicals and pharmaceuticals.
Used in the Production of Chemicals and Pharmaceuticals:
(Z)-4-Hexen-3-one is utilized in the synthesis of chemicals and pharmaceuticals, taking advantage of its reactive nature to create a diverse array of products with different applications and benefits.

Upstream product

• 13721-54-5 Vinylethylacetylen 
• 14092-20-7 2-hexen-4-yne 
• 106-95-6 allyl bromide 
• 107-12-0 propiononitrile 
• 24253-30-3 5-hexen-3-one 
• 590-14-7 1-bromo-1-propene 
• 123-62-6 propionic acid anhydride 
• 73901-01-6 p-nitrobenzenesulfonyl azide 
• 5194-51-4 (2E,4E)-hexa-2,4-diene 
• 5194-50-3 (E,Z)-2,4-hexadiene 
• 4798-58-7 (E)-hex-4-en-3-ol 
• 91001-07-9 (E)-hexa-1,4-dien-3-ol 
• 10575-41-4 hex-4-yn-3-one 
• 563-43-9 ethylaluminum dichloride 

Downstream Products

• 53103-62-1 ethyl 2,4-dioxo-3,6-dimethylcyclohexanecarboxylate 
• 173975-73-0 4-(cyclohexylhydroxymethyl)-3-hexanone 
• 623-37-0 n-hexan-3-ol 
• 4798-58-7 (E)-hex-4-en-3-ol 
• 589-38-8 n-hexan-3-one 
• 383366-05-0 6-tert-butyldiphenylsilylmethyl-5-methyl-6-hepten-3-one 

Relevant academic research and scientific papers

Chromium-Catalyzed Production of Diols From Olefins

Processes for converting an olefin reactant into a diol compound are disclosed, and these processes include the steps of contacting the olefin reactant and a supported chromium catalyst comprising chromium in a hexavalent oxidation state to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the diol compound. While being contacted, the olefin reactant and the supported chromium catalyst can be irradiated with a light beam at a wavelength in the UV-visible spectrum. Optionally, these processes can further comprise a step of calcining at least a portion of the reduced chromium catalyst to regenerate the supported chromium catalyst.

Environment-friendly method for synthesizing propenyl ketone compound

The invention discloses an environment-friendly method for synthesizing a propenyl ketone compound. The method comprises the following steps: subjecting an aldehyde compound and allyl bromide to a Barbier reaction in the presence of metal powder, so as to obtain an allyl alcohol compound; and subjecting the allyl alcohol compound to a structural isomerization reaction in the presence of a catalyst, thereby obtaining the propenyl ketone compound. The method disclosed by the invention has the advantages of short synthesis route, mild reaction conditions, simplicity in operation, readily available raw materials, and the like and has relatively high academic research value and market economy significance.

Expedient Synthesis of 1,5-Diketones by Rhodium-Catalyzed Hydroacylation Enabled by C-C Bond Cleavage

A rhodium-catalyzed intermolecular hydroacylation reaction of vinyl cyclobutanols with non-chelating aldehydes has been developed. This reaction offers a new and atom-economical approach for the selective preparation of 1,5-diketones in high yields. Experimental data suggest a sequential ring-opening, transfer hydrogenation, and hydroacylation mechanism. We propose that aldehyde decarbonylation is avoided by the formation of a novel rhodium enolate species that also accounts for the compatibility of a broad range of aldehydes and its anti-Markovnikov selectivity.

4-hydroxy-3-hexanone catalytic dehydration method

The invention relates to a 4-hydroxyl-3-hexanone catalytic dehydration method and mainly aims to solve the problems of a catalyst in the prior art, such as low activity, high reaction temperature and low space velocity. According to the technical scheme, 4-hydroxyl-3-hexanone serving as a raw material comes into contact with a catalyst to generate 4-hexylene-3-hexanone under the conditions that the reaction temperature ranges from 200 DEG C to 400 DEG C and the liquid mass space velocity relative to the 4-hydroxyl-3-hexanone is equal to 0.5-15h, wherein the used catalyst has the crystal grain diameter being at most 5mm, and has ZSM-5 zeolite with mesopores and micropores, and the ratio of the volume of the mesopores to the volume of the micropores in the ZSM-5 zeolite is equal to 1.5-10. The problems in the prior art can be well solved by adoption of the technical scheme. The 4-hydroxyl-3-hexanone catalytic dehydration method can be used for industrial production of 4-hexylene-3-hexanone prepared by using the 4-hydroxyl-3-hexanone.

POSS-derived mesoporous ionic copolymer-polyoxometalate catalysts with a surfactant function for epoxidation reactions

A series of novel polyoxometalate (POM)-based stable polymeric hybrids were successfully synthesized using polyhedral oligomeric vinylsilsesquioxanes (POSS) and ionic liquids (IL) bearing hydrophobic alkyl chains as the building blocks, followed by ion exchange with Keggin-type phosphotungstic acid (PW). The obtained hybrids POSS-ILx-PW were demonstrated to be mesostructured and amphiphilic materials with good thermal stability. Catalytic tests for the H2O2-based epoxidation of cyclooctene have shown that these newly designed catalysts exhibit extraordinary catalytic activities, catalytic rates, and quite stable reusability. The unique amphiphilic property and the mesoporous structure are revealed to be responsible for the catalysts' excellent performance in epoxidation reactions with H2O2.

High turnover numbers for the catalytic selective epoxidation of alkenes with 1 atm of molecular oxygen

The diiron-substituted silicotungstate γ-SiW10{Fe3+(OH2}2O 386- (schematically shown) is an effective catalyst for the oxygenation of alkenes in homogeneous reaction media with 1 atm of molecular oxygen. For example, a selectivity for cyclooctene oxide of 98% and a turnover number of 10000 were achieved in the epoxidation of cyclooctene. The catalyst is stable under the reaction conditions, and its ability to use molecular oxygen raises the prospect of using it in industrial epoxidation processes.

β-Carbonyl substituted glutathione conjugates as inhibitors of O. volvulus GST2

A series of β-carbonyl substituted glutathione conjugates were prepared and evaluated as inhibitors of OvGST2. Their specificity for the parasite derived protein was assessed through comparison with their inhibition of human πGST. Inhibition of OvGST2 has been demonstrated at low micromolar concentrations for these conjugates and selectivity for OvGST2 over human π-GST of greater than 10-fold has been achieved. (C) 2000 Elsevier Science Ltd. All rights reserved.

Lewis Acid-Promoted Coupling Reactions of Acid Chlorides with Organoaluminum and Organozinc Reagents

An efficient synthesis of α,α-unsaturated ketones by the reaction of acid chlorides with trialkyl-aluminum (1/3 mole equiv) in the presence of AlCl3 (1 mol equiv) is described. Dialkylzincs were also useful and are easier to prepare than trialkylaluminum. Reaction of RCOCl with R′AlCl3 or R′2AlCl gave R′COR, without AlCl3, in high yield.

Practical synthesis of (E)-pent-3-en-2-one and its conversion to (E)-2-triethylsilyloxypenta-1,3-diene

An improved procedure for the preparation of (E)-pent-3-en-2-one in high yields utilizing a Friedel-Crafts type alkylation of crotonyl chloride with trimethylaluminum is reported. Conversion of this enone into the corresponding enol silyl ether is also described.

Stereochemistry of the Michael Addition of N,N-Disubstituted Amide and Thioamide Enolates to α,β-Unsaturated Ketones

A systematic study of the regio- and diastereoselectivity of the kinetic Michael addition of amide and thioamide enolates to a series of α,β-unsaturated ketones has been carried out.Factors that influence the diastereo- and regiochemical outcome of the reaction include the substitution pattern of the enone and enolate, the enolate counterion, and the solvent.Numerous examples of high selectivity have been discovered.In a number of examples, either the syn or the anti addition products can be obtained by varying the nature of the solvent, donor atom, and/or counterion.These results have correlated in terms of a coherent transition-state model.