4039-31-0

Basic information

• Product Name: diethyl 2-(2-oxocyclohexyl)malonate
• Synonyms: diethyl 2-(2-oxocyclohexyl)malonate
• CAS NO: 4039-31-0
• Molecular Formula: C₁₃H₂₀O₅
• Molecular Weight: 256.296
• Mol File: 4039-31-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 337.982 °C at 760 mmHg
• Flash Point: 145.995 °C
• Appearance: /
• Density: 1.124 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.471
• CAS DataBase Reference: diethyl 2-(2-oxocyclohexyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-(2-oxocyclohexyl)malonate(4039-31-0)
• EPA Substance Registry System: diethyl 2-(2-oxocyclohexyl)malonate(4039-31-0)

Safety Data

• Hazardous Substances Data: 4039-31-0(Hazardous Substances Data)

Usage

General Description

Diethyl 2-(2-oxocyclohexyl)malonate is a chemical compound that belongs to the class of malonates and contains a cyclohexyl ring structure. It is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. The compound is known for its reactivity and potential applications in organic chemistry, particularly in the formation of carbon-carbon bonds. Diethyl 2-(2-oxocyclohexyl)malonate may also have potential uses in the field of medicinal chemistry and drug discovery due to its unique structure and reactivity. However, it is important to handle and use this compound with caution, as it may pose potential risks if not handled properly.

InChI:InChI=1/C13H20O5/c1-3-17-12(15)11(13(16)18-4-2)9-7-5-6-8-10(9)14/h9,11H,3-8H2,1-2H3

Upstream product

• 996-82-7 sodium diethylmalonate 
• 822-87-7 2-Chlorocyclohexanone 
• 105-53-3 diethyl malonate 
• 930-68-7 cyclohexenone 
• 2562-37-0 1-nitrocyclohexene 
• 685-87-0 Diethyl 2-bromomalonate 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 109314-65-0 1-nitrocyclohexene oxide 
• 71911-61-0 6-bicyclo<3.1.0>hexan-6-ol 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 93148-82-4 N-[2-(3,4-dimethoxyphenyl)ethyl]cyclopentanecarboxamide 

Relevant articles and documents

Effect of the Michael Acceptor in the Asymmetric Intramolecular Stetter Reaction

The effect of different Michael acceptors was evaluated in the catalytic asymmetric intramolecular Stetter reaction. Utilizing a readily prepared chiral triazolium salt as a nucleophilic carbene precursor, the reactivity and selectivity of substrates containing different electron-deficient double bonds was shown to vary significantly under identical reaction conditions.

Understanding the Scope of Feist–Bénary Furan Synthesis: Chemoselectivity and Diastereoselectivity of the Reaction Between α-Halo Ketones and β-Dicarbonyl Compounds

Feist–Bénary furan synthesis, the reaction between α-halocarbonyl and β-dicarbonyl compounds, has been known as an efficient method for generating many different types of furans containing a carbonyl group at C-3. However, it has also been reported that, under similar reaction conditions, intermediate tricarbonyl species could be further converted to alternative furan isomers through the application of a Paal–Knorr synthesis. In this manuscript, we investigate the chemoselectivity and diastereoselectivity of furan synthesis from α-halo ketones and β-dicarbonyl compounds, by carrying out the separation and characterization of the intermediates involved in the reaction. Additionally, a one-pot Feist–Bénary furan synthesis from α-halo ketones and β-dicarbonyl compounds without any base or solvent has also been developed.

Reactivity of 2-chloro- and 2-(tosyloxy)cyclohexanones towards anions electrogenerated at carbonium and nitrogen atoms. Electrochemically induced Favorskii rearrangement

Carbonium and nitrogen anions were generated by cathodic reduction of 6, 7 and 8 or by deprotonation of 9 and 10 (by means of electrogenerated bases).Their reactivity towards α-substituted ketones 1 and 2 was studied.The reaction products 5b-d, 4b and 3 are formed according to the Favorskii rearrangement, substitution, and formal reduction mechanisms, respectively.In most cases, the reaction pathway appears to be driven by the applied electric potential.The Favorskii rearrangement undergone by 1 and 2 under electrochemical conditions can also be induced by nitrogen (Ph-NH--Ph) and carbonium (CH3COC-HCO2Et) anions, which have never been used before in this kind of reaction. - Keywords: probase / Favorskii rearrangement / electrogenerated anions / α-substituted cyclohexanones