13984-53-7

Basic information

• Product Name: METHYL 4-ACETYL-5-OXOHEXANOATE
• Synonyms: methyl 4-ethanoyl-5-oxo-hexanoate;AKOS MSC-0701;4-ACETYL-5-OXO HEXANOIC ACID METHYL ESTER;METHYL 4-ACETYL-5-OXOHEXANOATE;Methyl 4-acetyl-5-oxohexanoate 98%;4-acetyl-5-keto-hexanoic acid methyl ester
• CAS NO: 13984-53-7
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.21
• Product Categories: C8 to C9;Carbonyl Compounds;Esters
• Mol File: 13984-53-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 182 °C48 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.066 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000118mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• PKA: 9.85±0.59(Predicted)
• CAS DataBase Reference: METHYL 4-ACETYL-5-OXOHEXANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-ACETYL-5-OXOHEXANOATE(13984-53-7)
• EPA Substance Registry System: METHYL 4-ACETYL-5-OXOHEXANOATE(13984-53-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 13984-53-7(Hazardous Substances Data)

Usage

Description

METHYL 4-ACETYL-5-OXOHEXANOATE, a β-ketoester, is an organic compound with a molecular structure that features a ketone and an ester group. It is known for its role in various chemical reactions and synthetic processes, making it a valuable compound in the field of organic chemistry.

Uses

Used in Chemical Synthesis:
METHYL 4-ACETYL-5-OXOHEXANOATE is used as a synthetic intermediate for the preparation of various complex organic molecules. Its β-ketoester structure allows it to participate in a range of reactions, such as condensation and Michael addition reactions, which are crucial for the synthesis of target compounds.
Used in Modified Knorr Condensation:
In the field of heterocyclic chemistry, METHYL 4-ACETYL-5-OXOHEXANOATE is used as a reactant in modified Knorr condensation, a widely employed method for the synthesis of pyrroles. This reaction allows for the formation of diverse pyrrole derivatives, which are important in pharmaceuticals, agrochemicals, and materials science.
Used in the Synthesis of Dibenzyl-3,6-Dimethylpyrazine-2,5-Dicarboxylate:
METHYL 4-ACETYL-5-OXOHEXANOATE is also utilized in the preparation of dibenzyl-3,6-dimethylpyrazine-2,5-dicarboxylate, a compound with potential applications in the fragrance and flavor industry. Its unique structure contributes to the formation of the desired product, showcasing its versatility in organic synthesis.
Used in Analytical Chemistry:
METHYL 4-ACETYL-5-OXOHEXANOATE can be employed as a reference compound in analytical chemistry, particularly in gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS) techniques. Its distinct chemical properties and fragmentation patterns make it useful for identifying and characterizing the Michael addition product in various reaction systems.

InChI:InChI=1/C9H14O4/c1-6(10)8(7(2)11)4-5-9(12)13-3/h10H,4-5H2,1-3H3/b8-6+

Upstream product

• 26577-95-7 bis-(3-methoxycarbonyl-propionyl)-peroxide 
• 123-54-6 acetylacetone 
• 3395-91-3 Methyl 3-bromopropionate 
• 292638-85-8 acrylic acid methyl ester 
• 15435-71-9 sodium acetoacetonate 
• 6001-87-2 methyl 3-chloropropionate 

Downstream Products

• 3128-06-1 5-ketohexanoic acid 
• 60024-89-7 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 
• 6792-12-7 19-oxovincadifformine 
• 2386-37-0 ethyl 3,5-dimethyl-4-(2-methoxycarbonyl-ethyl)pyrrole-2-carboxylate 
• 2510-27-2 2-(3,5-dimethylisoxazol-4-yl)acetic acid 
• 890625-93-1 3-(3,5-dimethyl-1H-pyrazol-4-yl)propanoic acid 
• 956352-96-8 3-(1,3,5-trimethyl-1H-pyrazol-4-yl)propanoic acid 
• 504-02-9 1,3-cylohexanedione 
• 20303-31-5 benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate 
• 102441-95-2 dibenzyl 3,6-dimethylpyrazine-2,5-dicarboxylate 
• 31837-62-4 benzyl 4-<(methoxycarbonyl)methyl>-3,5-dimethylpyrrole-2-carboxylate 
• 358721-54-7 3-(3,5-dimethyl-4-isoxazolyl)propanoyl chloride 
• 116423-07-5 β-(3,5-Dimethyl-4-isoxazolyl)propionic acid 
• 16132-20-0 tert-butyl 3,5-dimethyl-4-(2-methoxycarbonylethyl)-1H-pyrrole-2-carboxylate 

Relevant articles and documents

Method for preparing 1, 3-cyclohexanedione

The invention discloses a method for preparing 1, 3-cyclohexanedione. The method comprises the following steps: 1) dissolving acetylacetone and a catalyst in a solvent, adding acrylate into a constant-pressure dropping funnel, and dropwise adding acrylate into a reaction system, after drop-by-drop adding, heating to 60-80 DEG C, and continuously reacting for 0.5-1 hour; and 2) after the reaction is finished, cooling to 40 DEG C, adding a solid condensing agent, heating the reaction liquid to 40-50 DEG C, continuously reacting for 1-1.5 hours, concentrating under reduced pressure to remove the solvent and methyl acetate and other low-boiling-point byproducts generated by the reaction, then adding a small amount of water, adjusting the pH value to 1-2 by using hydrochloric acid (1.1-1.2 equivalent), cooling to separate out a product, centrifuging, leaching by using a small amount of ice water, carrying out pulping treatment by using ethyl acetate, filtering and drying to obtain the 1, 3-cyclohexanedione product.

Design and synthesis of high affinity inhibitors of Plasmodium falciparum and Plasmodium vivax N-myristoyltransferases directed by ligand efficiency dependent lipophilicity (LELP)

N-Myristoyltransferase (NMT) is an essential eukaryotic enzyme and an attractive drug target in parasitic infections such as malaria. We have previously reported that 2-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-5-((1,3, 5-trimethyl-1H-pyrazol-4-yl)meth

Poly(N-vinylimidazole) as efficient recyclable catalyst for the Michael addition of CH-acids to electron deficient alkenes in water

Efficiency of poly(N-vinylimidazole) as the basic recyclable catalyst for the Michael addition of CH-acids to acrylonitrile, methyl acrylate, methyl vinyl ketone and methyl vinyl sulfone in water at ambient temperature was studied. In these reactions, formation of both 1 : 1 and 1 : 2 adducts is possible.