10409-46-8

Basic information

• Product Name: 2-Chloro-2-methylcyclohexanone
• Synonyms: 2-Chloro-2-methylcyclohexanone;Cyclohexanone, 2-chloro-2-Methyl-;2-chloro-2-methylcyclohexan-1-one
• CAS NO: 10409-46-8
• Molecular Formula: C₇H₁₁ClO
• Molecular Weight: 146.61464
• Mol File: 10409-46-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 214.3°Cat760mmHg
• Flash Point: 96.7°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0.157mmHg at 25°C
• Refractive Index: 1.466
• CAS DataBase Reference: 2-Chloro-2-methylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-2-methylcyclohexanone(10409-46-8)
• EPA Substance Registry System: 2-Chloro-2-methylcyclohexanone(10409-46-8)

Safety Data

• Hazardous Substances Data: 10409-46-8(Hazardous Substances Data)

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

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

Downstream Products

• 83303-43-9 piperidino-2 methyl-6 cyclohexanone 
• 83303-42-8 piperidino-2 methyl-2 cyclohexanone 
• 13388-93-7 1-(1-methyl-cyclopentyl)-ethanone 
• 1193-47-1 2,2-dimethyl-cyclohexanone 
• 17206-54-1 2-methyl-2-phenyl-cyclohexanone 
• 84459-46-1 1-Methyl-6-phenylcyclohexan-1-one 
• 36547-04-3 Butyl-1-(2-methyl)-cyclohexenylphenylphosphonat 
• 84354-00-7 2-ethylsulfanyl-2-methylcyclohexanone 
• 1217009-19-2 N'-(2-chloro-2-methylcyclohexylidene)-4-methylbenzenesulfonohydrazide 
• 27124-35-2 (Z)-N-Ethyl-3-(1-methyl-2-oxo-cyclohexylsulfanyl)-acrylamide 
• 412034-84-5 2-Methyl-2-fluor-cyclohexanon-cyanhydrin 
• 15344-32-8 2-fluoro-2-methylcyclohexanone 
• 36601-70-4 2-methyl-1-nitrocyclohex-1-ene 
• 583-60-8 2-Methylcyclohexanone 

Relevant articles and documents

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.

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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.

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.