51756-08-2

Basic information

• Product Name: METHYL 2-ETHYLACETOACETATE
• Synonyms: 2-ethyl-3-oxo-butanoicacimethylester;METHYL 2-ETHYLACETOACETATE;2-ETHYLACETOACETIC ACID METHYL ESTER;2-ETHYLACETOACETIC METHYL ESTER;Methyl-2-ethylacetoacetate, 98%+;methyl 2-ethylacetoacetat;2-Ethyl-3-oxobutanoic acid methyl ester;2-Ethyl-3-oxobutyric acid methyl ester
• CAS NO: 51756-08-2
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• EINECS: 257-381-3
• Product Categories: Acids and Esters;C6 to C7;Carbonyl Compounds;Esters
• Mol File: 51756-08-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 189-191 °C
• Flash Point: 189-191°C
• Appearance: /
• Density: 1.010 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.828mmHg at 25°C
• Refractive Index: n20/D 1.423
• PKA: 12.00±0.46(Predicted)
• BRN: 1754068
• CAS DataBase Reference: METHYL 2-ETHYLACETOACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-ETHYLACETOACETATE(51756-08-2)
• EPA Substance Registry System: METHYL 2-ETHYLACETOACETATE(51756-08-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 51756-08-2(Hazardous Substances Data)

Usage

Description

METHYL 2-ETHYLACETOACETATE, also known as Methyl 2-ethylacetoacetate, is an organic compound that plays a crucial role in the synthesis of various chemical compounds, particularly in the preparation of 5,6-disubstituted-1,3-dioxine-4-one. It is characterized by its clear colorless liquid appearance, which indicates its potential for use in a wide range of applications due to its chemical properties.

Uses

Used in Pharmaceutical Industry:
METHYL 2-ETHYLACETOACETATE is used as an intermediate compound for the synthesis of various pharmaceutical products. Its ability to participate in the preparation of 5,6-disubstituted-1,3-dioxine-4-one makes it a valuable component in the development of new drugs and medications.
Used in Chemical Industry:
METHYL 2-ETHYLACETOACETATE is used as a key reactant in the chemical industry for the production of various organic compounds. Its clear colorless liquid form allows for easy integration into different chemical processes, making it a versatile component in the synthesis of a wide range of products.
Used in Research and Development:
METHYL 2-ETHYLACETOACETATE is used as a research compound for the development of new chemical processes and techniques. Its unique properties and reactivity make it an essential tool for scientists and researchers working on the discovery and optimization of novel chemical reactions and applications.

InChI:InChI=1/C7H12O3/c1-4-6(5(2)8)7(9)10-3/h6H,4H2,1-3H3/t6-/m0/s1

Upstream product

• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 141-97-9 ethyl acetoacetate 
• 541-50-4 2-acetoacetic acid 
• 75-03-6 ethyl iodide 
• 34284-28-1 sodium methyl acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 74-96-4 ethyl bromide 
• 100942-47-0 Methyl 2-(phenylthio)butanoate 
• 143140-66-3 Methyl 2-ethyl-3-hydroxy-2-(phenylthio)butanoate 

Downstream Products

• 116530-28-0 nonadecan-4-one 
• 72450-33-0 Benzoic acid 1-ethyl-1-methoxycarbonyl-2-oxo-propyl ester 
• 196616-55-4 5-Benzyloxy-3,7-dimethyl-1H-indole-2-carboxylic acid methyl ester 
• 196616-48-5 7-Methoxy-3-methyl-4-phenyl-1H-indole-2-carboxylic acid methyl ester 
• 78871-89-3 1-Ethyl-4-methyl-2-oxo-cyclohex-3-enecarboxylic acid methyl ester 
• 78871-97-3 1-Ethyl-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester 
• 13280-00-7 3-chloropentan-2-one 
• 16244-23-8 2-acetyl-3-methylindole 
• 1601465-90-0 methyl 2-(2-(4-methoxyphenyl)hydrazono)butanoate 
• 480996-91-6 methyl 5-methoxy-3-methyl-1H-indole-2-carboxylate 
• 138200-59-6 Benzoic acid (R)-1-ethyl-1-methoxycarbonyl-2-oxo-propyl ester 
• 16867-31-5 3-ethyl-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one 
• 141939-89-1 2-ethyl-3-oxobutanal 

Relevant articles and documents

Preparation method of remdesivir intermediate 2-ethyl-1-butanol

The invention relates to a preparation method of a remdesivir intermediate 2-ethyl-1-butanol. The preparation method comprises a step of substitution reaction, namely a step of carrying out a substitution reaction on alkyl acetoacetate and halogenated ethane under an alkaline condition to obtain alkyl 2-ethyl-3-oxo-butyrate; a step of addition reduction, namely a step of carrying out an addition reduction reaction on the alkyl 2-ethyl-3-oxo-butyate to obtain alkyl 2-ethylbutyrate; a step of reduction, namely a step of subjecting the alkyl 2-ethylbutyrate to a reduction reaction to prepare 2-ethyl-1-butanol (I). According to the preparation method of the remdesivir intermediate 2-ethyl-1-butanol, the alkyl acetoacetate and halogenated ethane serve as main raw materials, the raw materials are simple and easy to obtain, the 2-ethyl-1-butanol (I) is prepared through substitution reaction, addition reduction and reduction reaction, the process is simple, economical and environmentally friendly, the product is convenient to obtain, and industrial production of remdesivir bulk drugs is facilitated.

Enantioselective Palladium-Catalyzed Carbene Insertion into the N?H Bonds of Aromatic Heterocycles

C3-substituted indoles and carbazoles react with α-aryl-α-diazoesters under palladium catalysis to form α-(N-indolyl)-α-arylesters and α-(N-carbazolyl)-α-arylesters. The products result from insertion of a palladium-carbene ligand into the N?H bond of the aromatic N-heterocycles. Enantioselection was achieved using a chiral bis(oxazoline) ligand, in many cases with high enantioselectivity (up to 99 % ee). The method was applied to synthesize the core of a bioactive carbazole derivative in a concise manner.

Catalytic hydroalkylation of olefins by stabilized carbon nucleophiles promoted by dicationic platinum(II) and palladium(II) complexes

The coordinated olefin in dicationic platinum(II) and palladium(II) complexes [M(PNP)(olefin)](SbF6)2 (M = Pt, Pd; PNP = 2,6-bis(diphenylphosphinomethyl)pyridine; olefin = ethylene, propylene) reacts with β-dicarbonyl compounds (pentane-2,4-dione and methyl-3-oxobutanoate). If the proton released after the nucleophilic attack is trapped by a base, stable σ-alkyl derivatives [(PNP)M-CH2-CH(R)CH(Ac)COR′] SbF6 (R = H, Me; R′ = Me, OMe) are formed; otherwise the M-C σ-bond can be cleaved by the proton, in the rate-determining step of a catalytic cycle that leads to the alkylated dicarbonyl compound. The β-diketone is intrinsically more reactive than the β-ketoester, but in the catalytic reaction of the former an inhibition effect is observed in the case of the platinum catalyst.