22287-11-2

Usage

InChI:InChI=1/C8H14O/c1-5-8(6(2)3)7(4)9/h5H2,1-4H3

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 74-85-1 ethene 
• 107-87-9 2-Pentanone 
• 67-64-1 acetone 
• 625-27-4 2-methyl-2-pentene 
• 83810-21-3 acide acetylsulfoacetique 
• 75-36-5 acetyl chloride 
• 82202-04-8 4-methyl-3-(1-phenylthioethyl)-4-trimethylsilylpentan-2-one 
• 55942-19-3 4-trimethylsilyl-2-trimethylsilyloxy-4-methylpent-2-ene 
• 594-71-8 2-chloro-2-nitro-propane 
• 607-97-6 ethyl 2-ethyl-3-oxobutanoate 
• 82202-07-1 (E)-3-(2-trimethylsilyl-2-propyl)pent-3-en-2-one 
• 763-29-1 2-Methyl-1-pentene 
• 34292-13-2 2-ethyl-3-oxo-butyric acid ethyl ester; sodium enolate 

Downstream Products

• 84984-47-4 (+/-)-3-Ethyl-4-methyl-2-pentanone 
• 56006-49-6 2-ethyl-3-methyl-butyric acid 

Relevant academic research and scientific papers

Acylation de quelques olefines substituees selon Friedel-Crafts. Synthese de cetones insaturees encombrees

The Friedel-Crafts acylation of olefins by acid chlorides has been carried out on very heavily substituted olefins.Coupled by catalytic hydrogenation this reaction allows, in principle, the synthesis of hindered saturated ketones.Compounds of the type tBuiPrCHCOCHiPr2 (2221) (2220) tBuiPrCHCOCHiPrtBu (2221) (2221) and tBu2CHCOCHiPrtBu (2222) (2221) which are impossible to obtain by other methods, become accessible.

A New Olefin Synthesis. Synchronous Elimination of Nitro and Ester Groups or Nitro and Keto Groups from β-Nitro Esters or β-Nitro Ketones

A new synthesis of α,β-unsaturated nitriles (13), esters (14), ketones (15), or sulfones (16) 1R2C=CR3Y, Y = CN (13), Y = COOEt (14), Y = C(=O)R (15), Y = SO2R (16)> starting from α-bromonitroalkanes (1) or α-chloronitro

FORMATION DE CETONES ETHYLENIQUES PAR ACTION D'ACIDE ACETYLSULFOACETIQUE SUR DES ALCENES

Monoalkyl- and 1,2-dialkylethylenes have a similar behaviour under the action of acetylsulfoacetic acid : the reaction does not necessarily stop after the formation of α- or β-enones, the yield of which is highly influenced by reaction time; thus, 1-acetoxy-1,3-dienes are identified in the case of α-enones.A different behaviour is shown by 1,1-dialkyl and trialkylethylenes, which can constitute an interesting source of highly branched enones.With this second group of alkenes, isomerisation of the alkene is sometimes observed prior to acetylation.Lastly, some alkenes undergo acetoxylation at the same time as acetylation.

THE SYNTHESIS OF αβ-UNSATURATED KETONES FROM β-SILYLENONES AND β-SILYLYNONES

Conjugate addition, followed by alkylation, bromination and desilyl-bromination make the β-silylketone (4) an a3d2-synthon (5) and the β-silylynone (6) a 2a3d2-synthon (7).