10409-46-8

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 2022, 1980 DOI: 10.1021/jo01298a062Synthetic Communications, 15, p. 385, 1985 DOI: 10.1080/00397918508063816

InChI:InChI=1/C7H11ClO/c1-7(8)5-3-2-4-6(7)9/h2-5H2,1H3

Upstream product

• 583-60-8 2-Methylcyclohexanone 
• 3135-74-8 chlorourea 
• 1713-33-3 1,2-epoxy-1-methylcyclohexane 
• 591-49-1 1-methylcyclohex-1-ene 
• 7732-18-5 water 
• 7782-50-5 chlorine 
• 56-23-5 tetrachloromethane 
• 14977-61-8 chromyl chloride 
• 82166-21-0 methyl cyclohexane 
• 128-09-6 N-chloro-succinimide 
• 19980-35-9 1-trimethylsilyloxy-2-methyl-1-cyclohexene 

Downstream Products

• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 69745-49-9 1,6,6-trimethylcyclohexene 
• 16963-12-5 2-acetoxy-2-methyl-cyclohexanone 
• 19980-35-9 1-trimethylsilyloxy-2-methyl-1-cyclohexene 
• 27124-34-1 2-Methyl-2-mercaptocyclohexanon 
• 30908-58-8 1-<(diethoxyphosphinyl)oxy>-2-methyl-1-cyclohexene 
• 83303-43-9 piperidino-2 methyl-6 cyclohexanone 
• 83303-42-8 piperidino-2 methyl-2 cyclohexanone 
• 93887-88-8 2-Methoxy-6-methyl-cyclohexanone 
• 19150-87-9 2-methyl-2-cyclohexen-1-one oxime 
• 17918-69-3 2-methoxy-2-methylcyclohexanone oxime 
• 66432-76-6 dimethyl 2-methyladipate 
• 119126-37-3 2-Methyl-1-cyclohexenyl Chloroformate 
• 13388-93-7 1-(1-methyl-cyclopentyl)-ethanone 

Relevant academic research and scientific papers

α-chlorination of ketones with sodium chlorite, Mn(acac)3, and alumina in dichloromethane

Chlorination of a variety of aliphatic, alicyclic, and aromatic ketones with a reagent combination of NaC1O2 and Mn(acac)3 catalyst can be readily performed in dichloromethane to afford α-chloroketones in good yield under mild and neutral conditions with the aid of chromatographic neutral alumina.

Amberlyst-15-promoted efficient 2-halogenation of 1,3-keto-esters and cyclic ketones using N-halosuccinimides

A simple and rapid process has been developed for the α- monohalogenation of 1,3-keto-esters with N-halosuccinimides catalyzed by Amberlyst-15 at room temperature to produce the corresponding 2-halo 1,3-keto-esters in high yields. This protocol also extended to α-halogenation of cyclic ketones.

Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)

An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.

Rapid and catalyst-free α-halogenation of ketones using N-halosuccinamides in DMSO

α-Halogenation of various carbonyl compounds such as β-keto-esters, cyclic ketones, and lactams with N-halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α-monohalogenated products in good to excellent yields with high selectivity under catalyst-free conditions. Copyright Taylor & Francis Group, LLC.

A green approach for efficient α-halogenation of β-dicarbonyl compounds and cyclic ketones using N-halosuccinimides in ionic liquids

Room temperature ionic liquids (ILs) are used as a green recyclable reaction media for the α-monohalogenation of 1,3-diketones, β-keto-esters and cyclic ketones with N-halosuccinimides in excellent yields in the absence of a catalyst. The recovered ionic liquid was reused five to six times with consistent activity.

OXIDATION OF OLEFINS USING CHROMIC ANHYDRIDE-CHLOROTRIMETHYLSILANE. A CONVENIENT SYNTHESIS OF α-CHLORO KETONES.

Disubstituted internal olefins are oxidized selectively to α-chloro ketones in excellent yields from the reaction with chromic anhydride-chlorotrimethylsilane in carbon tetrachloride.

Preparation of chiral allylic alcohols using Rhizopus nigricans. Use of the Harada-Nakanishi exciton chirality method for verifying configurational assignments of allylic alcohols

A series of (R) acyclic and cyclic allylic alcohols was prepared by enantioselective hydrolysis of acetates using Rhizopus nigricans.The configurations of the alcohols formed were established by chemical methods and, in the case of 1,2-benzocyclohepta-1,3

CHLORINATION OF KETONES WITH TRICHLOROISOCYANURIC ACID

Trichloroisocyanuric acid is an effective reagent for the chlorination of ketones in the alpha position.

Synthese d'amino-2 alkyl-6 cyclohexanones a partir d'alkyl-2 cyclohexanones

A new synthesis of 2-amino-6-alkylcyclohexanones is described, based on the formation of enols from 2-alkyl-2-chlorocyclohexanones.

Thiosubstituted amino acids

This invention relates to thiosubstituted cyclic amino acids, to a process for their preparation and to pharmaceutical compositions containing them together with an inert non toxic pharmaceutical carrier.