6137-12-8

Usage

InChI:InChI=1/C8H16O/c1-4-7(5-2)8(9)6-3/h7H,4-6H2,1-3H3

Upstream product

• 64-18-6 formic acid 
• 857793-74-9 4-ethoxy-3-ethyl-hexan-3-ol 
• 2736-40-5 chlorure d'acide ethyl-2 butyrique 
• 592-02-9 diethylcadmium 
• 144-62-7 oxalic acid 
• 201230-82-2 carbon monoxide 
• 925-90-6 ethylmagnesium bromide 
• 811-49-4 ethyllithium 
• 34575-26-3 2-(sec-butyl)-4,4-dimethyl-2-oxazoline 
• 557-18-6 diethylmagnesium 
• 7664-93-9 sulfuric acid 
• 19780-44-0 4-ethyl-3-hexanol 
• 97-96-1 2-Ethylbutyraldehyde 

Relevant academic research and scientific papers

Modular counter-Fischer?indole synthesis through radical-enolate coupling

A single-electron transfer mediated modular indole formation reaction from a 2-iodoaniline derivative and a ketone has been developed. This transition-metal-free reaction shows a broad substrate scope and unconventional regioselectivity trends. Moreover, important functional groups for further transformation are tolerated under the reaction conditions. Density functional theory studies reveal that the reaction proceeds by metal coordination, which converts a disfavored 5-endo-trig cyclization to an accessible 7-endo-trig process.

Reaction of dialkylmagnesium with carbon monoxide. II

Reaction of MgEt2 with CO gives Et2CO, Et2CHOH, EtCOCH(OH)Et, EtCOCHEt2 and EtCOC(OH)Et2.The qualitative and quantitative composition of the product mixture was found to be dependent on the MgEt2 concentration and the polarity of solvent.The kinetic results reveal that reaction of CO with MgEt2 and with its dissociation product MgEt3-, followed by the formation of the Et2CO and EtCOCHEt2, respectively.The other compounds are formed in the subsequent reactions.The rate constants of formation of pentanone-3 and 4-ethylhexanone-3 are equal k1 0.292 s-1 and k2 0.450 s-1, respectively.

REACTION OF DIALKYLMAGNESIUM WITH CARBON MONOXIDE AND NITROSODURENE

Reaction between diethylmagnesium and carbon monoxide gives rise to the formation of pentanone-3, pentanol-3, 3-ethylpentanol-3, 3-ethyl-3-hydroxyhexanone-4 and 3-ethylhexanone-4.The use of CO and application of C NMR spectroscopy revealed that C2H5COCH(C2H5)2 arose after hydrolysis of C2H5COC(C2H5)2MgC2H5.Reaction between (C2H5)2Mg and nitrosodurene proceeds according to the nitrene-radical mechanism and the EPR spectrum presents a signal derived from Me4PhN(radical)-N(PhMe4)OMgC2H5.Upon this basis a carbene-radical mechanism is proposed for the reaction between carbon monoxide and diethylmagnesium.