13984-50-4

Usage

Uses

Used in Flavor and Fragrance Industry:
Methyl 5-oxohexanoate is utilized as a flavoring agent for its fruity and floral aroma, adding a pleasant scent to various products in the flavor and fragrance industry.
Used in Organic Chemistry:
In the field of organic chemistry, methyl 5-oxohexanoate serves as a reagent for a variety of chemical reactions, contributing to the synthesis of different organic compounds.

InChI:InChI=1/C7H12O3/c1-6(8)4-3-5-7(9)10-2/h3-5H2,1-2H3

Upstream product

• 1501-26-4 methyl 4-(chlorocarbonyl)butyrate 
• 67-56-1 methanol 
• 10412-98-3 5-oxohexanenitrile 
• 75-16-1 methylmagnesium bromide 
• 3128-06-1 5-ketohexanoic acid 
• 674-82-8 4-methyleneoxetan-2-one 
• 292638-85-8 acrylic acid methyl ester 
• 87761-92-0 6-(iodomethyl)-3,4,5,6-tetrahydro-2H-pyran-2-one 
• 74-88-4 methyl iodide 
• 15890-00-3 dimethyl β-oxopimelate 
• 159335-79-2 7-Methoxy-7-methyl-1,2-dioxepan-3-ol 
• 77-76-9 2,2-dimethoxy-propane 
• 186581-53-3 diazomethane 
• 536-80-1 iodosylbenzene 

Downstream Products

• 29310-39-2 methyl 5-oxohexanoate ethylene ketal 
• 52785-97-4 5,5-Bis(4'-hydroxy-3',5'-dimethyl-phenyl)hexanoic acid methyl ester 
• 13317-80-1 methyl 5-phenylhexanoate 
• 64037-74-7 methyl 4-bromo-5-oxohexanoate 
• 504-02-9 1,3-cylohexanedione 
• 4775-98-8 δ-caprolactam 
• 43112-32-9 (R)-(+)-δ-methyl-δ-valerolactone 
• 244006-10-8 methyl (R)-5-hydroxyhexanoate 
• 103712-22-7 methyl (S)-5-hydroxyhexanoate 
• 16320-13-1 (S)-6-methyl-tetrahydro-pyran-2-one 
• 823-22-3 5-hexanolide 
• 56889-98-6 trans non-6-en-2-one 
• 5745-75-5 4-(2-methyl-[1,3]-dioxolan-2-yl)butan-1-ol 
• 67025-06-3 3-methoxy-6-methyl-2-cyclohexenone 

Relevant academic research and scientific papers

Production of methyl levulinate from cellulose: Selectivity and mechanism study

The alcoholysis of cellulose into methyl levulinate (ML) in methanol media was investigated in the presence of several kinds of acid catalyst. One of the synthesized solid niobium-based phosphate catalysts was found to be highly efficient for the generation of ML, reaching an ML yield as high as 56%, higher than the LA yield (52%) in aqueous solution with the same reaction conditions as those used in our previous study (Green Chem., 2014, 16, 3846-3853). More interestingly, in water, very strong Lewis acid promoted the formation of LA; but in methanol, Br?nsted acid enhanced the formation of ML. In-depth investigation showed that the mechanism and type of intermediates of cellulose alcoholysis in methanol were different from those in water and a high Br?nsted/Lewis acid ratio (known as B/L acid ratio) of solid catalysts is needed to prevent the generation of by-products, namely, methyl lactate and 1,1,2-trimethoxyethane. This new-proposed reaction mechanism affected by the B/L acid ratio was very helpful for the design of efficient catalysts.

Oxygenation vs iodonio substitution during the reactions of alkenylsilanes with iodosylbenzene: Participation of the internal oxy group

Reaction of 4-acyloxybut-1-enylsilanes with iodosylbenzene in the presence of BF3·OEt2 gave 4-acyloxy-2-oxobutylsilane and 3-acyloxytetrahydrofuran-2-ylsilane via a 1,3-dioxan-2-yl cation intermediate, which is generated by participation of the acyloxy group during the electrophilic addition of iodine(iii) to the substrate. The Royal Society of Chemistry.

Oxidation of 2-alkylcycloalkanones with iodine-cerium(IV) salts in alcohols

The reaction of 2-alkylcycloalkanones with iodine-cerium(IV) salts in alcohols (methanol, ethanol, propan-1-ol or propan-2-ol) gave the respective oxo ester in 28-98% yields.

Non-Heme Iron Catalysts with a Rigid Bis-Isoindoline Backbone and Their Use in Selective Aliphatic C?H Oxidation

Iron complexes derived from a bis-isoindoline-bis-pyridine ligand platform based on the BPBP ligand (BPBP=N,N′-bis(2-picolyl)-2,2′-bis-pyrrolidine) have been synthesized and applied in selective aliphatic C?H oxidation with hydrogen peroxide under mild conditions. The introduction of benzene moieties on the bis-pyrrolidine backbone leads to an increased preference of tertiary over secondary C?H bond oxidation (3°/2° ratio up to 33). On the other hand, substituting the meta-position of the pyridines with bulky silyl groups affords enhanced secondary C?H oxidation selectivity and generally leads to higher product yields and mass balances. (Figure presented.).

Efficient conversion of levulinic acid into alkyl levulinates catalyzed by sulfonic mesostructured silicas

Abstract Sulfonic mesoporous silicas have demonstrated an outstanding catalytic performance in the esterification of levulinic acid with different alcohols to produce alkyl levulinates, a family of chemicals considered to be excellent oxygenated fuel extenders for gasoline, diesel and biodiesel. Catalyst screening indicated that propylsulfonic acid-modified SBA-15 material was the most active one, among tested materials, due to a combination of moderately strong sulfonic acid sites with relative high surface hydrophobicity. Under optimized reaction conditions (T = 117°C, ethanol/levulinic acid molar ratio = 4.86/1 and catalyst/levulinic acid = 7 wt%) almost 100% of levulinic acid conversion was achieved after 2 h of reaction, being negligible the presence of levulinic acid by-products or ethers coming from intermolecular dehydration of alcohols. The catalyst has been reused, without any regeneration treatment, up to three times keeping almost the high initial activity. Interestingly, a close catalytic performance to that achieved using ethanol has been obtained with bulkier alcohols.

Novel Method for Generation of an Organotin Enolate by the Cleavage of Diketene with Bis(tributyltin) Oxide, and its Michael Reactions

Generation of a novel type of organotin enolate has been accomplished by the regioselective ring cleavage of diketene with bis(tributyltin) oxide; the enolate afforded the first example of Michael addition in reactions using organotin(IV) enolates.

Preparation method of delta-caprolactone

The invention relates to a preparation method of delta-caprolactone. The method comprises the following steps: dissolving a beta-dicarbonyl compound and a basic catalyst in a solvent, and conducting preheating; dropwise adding alkyl acrylate into a reaction system for a Michael addition reaction; cooling the system, adding alkali, and then heating the reaction system for saponification reaction; adding water, cooling the system, and adding a reducing agent for reaction; and cooling the system, adjusting the pH value with acid, and carrying out post-treatment to obtain the delta-caprolactone. The method disclosed by the invention is simple in process operation, high in safety, high in raw material utilization rate, short in total consumed time and free of generation of carbon dioxide.

3 -substituted indole derivative as well as preparation method and application thereof in antitumor drugs

The invention relates to 3 -substituted indole derivatives and a preparation method thereof and application thereof in antitumor drugs, wherein the structural formula of 3 -substituted indole derivatives is shown in formula 1 or formula 2. After the synthesized target compound is synthesized, the nuclear magnetic resonance hydrogen spectrum is obtained. The structure of the nuclear magnetic resonance carbon spectrum, the infrared spectrum (only the solid compound), and the mass spectrum (only the target compound) was determined, and its solid intermediate and the target compound melting point were determined by a melting point instrument. 5 - Fluorouracil is used as a positive reference, and through ADMET preliminary prediction of the drug properties and pharmacokinetic properties of the synthesized compound, a CCK - 8 experiment proves that the compound has a good inhibition effect on 3 tumor cells (A549, MCF - 7, NCI - N87). , The novel indole derivative is expected to be a medicine with a higher inhibiting effect on tumors.

Synthesis method of 4-acetyl butyrate compound

The invention discloses a synthetic method of a 4-acetyl butyrate compound, and relates to the technical field of chemical synthesis, and the synthetic method comprises the following steps: taking acetone as a reaction solvent and a reactant to react with an acrylate compound under the catalytic action of tetrahydropyrrole; and after the reaction is finished, carrying out post-treatment on the reaction liquid to prepare the 4-acetyl butyrate compound. The method has the advantages of simple reaction system, environment friendliness, cheap and easily available raw materials, simple post-treatment operation, and no need of column chromatography purification, and is beneficial for industrial production.

Synthesis method of delta-caprolactone spice

The invention discloses a synthesis method of delta-caprolactone spice, which comprises the following steps of by taking ethyl acetoacetate and methyl acrylate as initial raw materials, adding an alkaline substance with the mass fraction of 0.1-1%, controlling the temperature to be 30-100 DEG C, reacting for 1-8 hours, reacting to obtain acetyl succinate, stirring, heating and washing an acidic substance and acetyl succinate to obtainacetobutyric acid, adding the acetylbutyric acid and hydrogen into a hydrogenation kettle, and performing hydrogenation under the conditions that the temperatureis 60-120 DEG C and the pressure intensity is 0.4-1.2 MPa to obtain delta-caprolactone. The method is simple in process step, high in yield, free of side reaction and simple to separate from impurities, and delta-caprolactone is an important organic compound and an intermediate; the method has a wide application and development prospect in the field of synthesis of essences, fragrances and medicines, and natural products exist in coconut oil, hot milk fat and the like and are widely applied to edible essences and tobacco essences.