13984-50-4

Basic information

• Product Name: methyl 5-oxohexanoate
• Synonyms: methyl 5-oxohexanoate;EINECS 237-775-1;Methyl Acetobutyrate;5-Ketocaproic acid methyl ester;5-Oxocaproic acid methyl ester;5-Oxohexanoic acid methyl;5-Oxohexanoic acid methyl ester;Hexanoic acid, 5-oxo-, methyl ester
• CAS NO: 13984-50-4
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.16838
• EINECS: 237-775-1
• Mol File: 13984-50-4.mol
• Article Data: 49

Chemical Properties

• Boiling Point: 202.2 °C at 760 mmHg
• Flash Point: 78.6 °C
• Appearance: /
• Density: 0.996 g/cm³
• Vapor Pressure: 0.295mmHg at 25°C
• Refractive Index: 1.415
• Storage Temp.: 2-8°C
• CAS DataBase Reference: methyl 5-oxohexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-oxohexanoate(13984-50-4)
• EPA Substance Registry System: methyl 5-oxohexanoate(13984-50-4)

Safety Data

• Hazardous Substances Data: 13984-50-4(Hazardous Substances Data)

Usage

General Description

Methyl 5-oxohexanoate is a chemical compound that belongs to the family of esters. It is commonly used in the production of flavors and fragrances due to its fruity and floral aroma. methyl 5-oxohexanoate is also used in the field of organic chemistry as a reagent for various chemical reactions. Methyl 5-oxohexanoate is a clear, colorless liquid with a molecular formula of C7H12O3 and a molecular weight of 144.17 g/mol. It is important to handle this compound with caution as it may cause irritation to the skin, eyes, and respiratory system upon exposure.

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

Upstream product

• 67-56-1 methanol 
• 10412-98-3 5-oxohexanenitrile 
• 1501-26-4 methyl 4-(chlorocarbonyl)butyrate 
• 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 
• 77-76-9 2,2-dimethoxy-propane 
• 123-54-6 acetylacetone 
• 3400-78-0 2-hydroxy-3-methyl-2-cyclohexen-1-one 
• 15890-00-3 dimethyl β-oxopimelate 
• 80706-72-5 acetyl-2 cyclobutanone 

Downstream Products

• 13317-80-1 methyl 5-phenylhexanoate 
• 504-02-9 1,3-cylohexanedione 
• 823-22-3 5-hexanolide 
• 3128-06-1 5-ketohexanoic acid 
• 16320-13-1 (S)-6-methyl-tetrahydro-pyran-2-one 
• 103712-22-7 methyl (S)-5-hydroxyhexanoate 
• 43112-32-9 (R)-(+)-δ-methyl-δ-valerolactone 
• 244006-10-8 methyl (R)-5-hydroxyhexanoate 

Relevant articles and documents

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.

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.

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.

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.

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.