5524-59-4

Basic information

• Product Name: 2-Ketocapric acid ethyl ester
• Synonyms: 2-Ketocapric acid ethyl ester;2-Oxodecanoic acid ethyl ester;Ethyl 2-oxodecanoate
• CAS NO: 5524-59-4
• Molecular Formula: C₁₂H₂₂O₃
• Molecular Weight: 214.3
• Mol File: 5524-59-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Ketocapric acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ketocapric acid ethyl ester(5524-59-4)
• EPA Substance Registry System: 2-Ketocapric acid ethyl ester(5524-59-4)

Safety Data

• Hazardous Substances Data: 5524-59-4(Hazardous Substances Data)

Upstream product

• 17049-49-9 octylmagnesium bromide 
• 95-92-1 oxalic acid diethyl ester 
• 74327-19-8 ethyl 2-octyl-1,3-dithiane-2-carboxylate 
• 123-29-5 ethyl pelargonate 
• 111-83-1 1-bromo-octane 

Downstream Products

• 99199-03-8 2-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-decanoic acid ethyl ester 
• 1373311-32-0 2-[2-deoxy-3,5-bis-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-octyl-1,2,4-triazine-3,5(2H,4H)-dione 

Relevant articles and documents

Chiral Surfactant-Type Catalyst: Enantioselective Reduction of Long-Chain Aliphatic Ketoesters in Water

A series of amphiphilic ligands were designed and synthesized. The rhodium complexes with the ligands were applied to the asymmetric transfer hydrogenation of broad range of long-chained aliphatic ketoesters in neat water. Quantitative conversion and excellent enantioselectivity (up to 99% ee) was observed for α-, β-, γ-, δ- and ε-ketoesters as well as for α- and β-acyloxyketone using chiral surfactant-type catalyst 2. The CH/π interaction and the strong hydrophobic interaction of long aliphatic chains between the catalyst and the substrate in the metallomicelle core played a key role in the catalytic transition state. Synergistic effects between the metal-catalyzed site and the hydrophobic microenvironment of the core in the micelle contributed to high stereoselectivity. (Chemical Equation Presented).

Synthesis of 3-alkylquinoxalin-2(1H)-ones via Grignard reaction

A two-step procedure has been developed for the synthesis of 3-alkylquinoxalin-2(1H)-ones from o-phenylenediamine and ethyl 2-oxoalkanoates prepared by the Grignard reaction of diethyl oxalate with alkyl bromides. Analogous reaction with α,ω-dibromoalkanes instead of alkyl bromides leads to the formation of 3,3'-(alkane-α,ω-diyl)di[quinoxalin-2(1H) -ones].

Mild and Effective Removal of Dithioketal Protecting Groups by Triarylamine Cation Radicals as Homogeneous Electron Transfer Agents

1,3-Dithianes 2 can effectively be converted into the parent carbonyl compounds 7 by a very mild oxidative procedure using tri-p-tolylammoniumyl (1a+.) or tris(4-bromophenyl)ammoniumyl (1b+.) as homogeneous electron transfer agents.The yields are equally good for the cleavage by stoichiometric amounts of the triarylammoniumyl hexachloroantimonates as well as for the indirect electrochemical procedure using catalytic amounts of the triarylamine together with electrochemical generation and regeneration of the cation radicals.In the case of 1,3-dithiolanes 3 the application of stoichiometric amounts of tris(4-bromophenyl)ammoniumyl hexa chloroantimonate is very effective while during the indirect electrochemical procedure the deposition of polymeric sulfur compounds onto the electrode surface has to be prevented by the use of a flowthrough cell.In all cases the conditions for the cleavage are so mild that hydroxy functions and double bonds are tolerated without problems.