7500-91-6

Basic information

• Product Name: methyl 1-methyl-2-oxocyclohexanecarboxylate
• Synonyms: Methyl 1-methyl-2-oxocyclohexanecarboxylate
• CAS NO: 7500-91-6
• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.2057
• Mol File: 7500-91-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 234.3°C at 760 mmHg
• Flash Point: 95.6°C
• Density: 1.07g/cm³
• Vapor Pressure: 0.0532mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: methyl 1-methyl-2-oxocyclohexanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1-methyl-2-oxocyclohexanecarboxylate(7500-91-6)
• EPA Substance Registry System: methyl 1-methyl-2-oxocyclohexanecarboxylate(7500-91-6)

Safety Data

• Hazardous Substances Data: 7500-91-6(Hazardous Substances Data)

Usage

General Description

Methyl 1-methyl-2-oxocyclohexanecarboxylate is a chemical compound with the molecular formula C9H14O3. It is a derivative of cyclohexanecarboxylic acid and is used in the pharmaceutical and chemical industries as a building block for the synthesis of various compounds. It is a colorless to pale yellow liquid with a fruity odor and is mainly used as a flavoring agent in food products. methyl 1-methyl-2-oxocyclohexanecarboxylate is also used as an intermediate for the production of insecticides, herbicides, and other agricultural chemicals. Additionally, it is used in the manufacturing of fragrances, perfumes, and other personal care products.

Upstream product

• 112818-12-9 methyl 1-(iodomethyl)-2-oxocyclohexane-1-carboxylate 
• 75-77-4 chloro-trimethyl-silane 
• 124-38-9 carbon dioxide 
• 21300-30-1 lithium 1-cyclohexenolate 
• 74-88-4 methyl iodide 
• 107-46-0 Hexamethyldisiloxane 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 19980-35-9 1-trimethylsilyloxy-2-methyl-1-cyclohexene 
• 86210-70-0 methyl 2-methyl-3-oxo-hept-6-enoate 
• 67-56-1 methanol 
• 112211-75-3 methyl 2-oxo-1-((phenylseleno)methyl)cyclohexane-1-carboxylate 
• 41302-34-5 2-(methoxycarbonyl)cyclohexanone 
• 100569-99-1 ((1R,4S)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonate(R)-(4-chloro-phenyl)-ethyl-methyl-sulfonium; 
• 135482-23-4 methyl 2-iodo-2-methyl-3-oxohept-6-enoate 

Downstream Products

• 856185-33-6 4-(2-carboxy-1-hydroxy-2-methyl-cyclohexyl)-butyric acid 
• 736142-47-5 4-(2-methyl-cyclohex-1-enyl)-butyric acid 
• 127665-57-0 6-<<(dimethyl-tert-butylsilyl)oxy>methyl>-1-hydroxy-6-methylcyclohexene 1-triflate 
• 127665-58-1 6-<<(dimethyl-tert-butylsilyl)oxy>methyl>-6-methyl-1-vinylcyclohexene 
• 127665-56-9 2-<<(dimethyl-tert-butylsilyl)oxy>methyl>-2-methylcyclohexanone 
• 127665-54-7 methyl 6-methyl-1-vinylcyclohexene-6-carboxylate 
• 127665-55-8 2-<<(dimethyl-tert-butylsilyl)oxy>methyl>-2-methylcyclohexanol 
• 76371-48-7 2-Methyl-2-(tetrahydro-pyran-2-yloxymethyl)-cyclohexanone 
• 10316-61-7 2-(hydroxymethyl)-2-methylcyclohexanone 
• 124183-03-5 2-(acetoxymethyl)-6,6-dibromo-2-methylcyclohexanone 
• 124183-01-3 6-(acetoxymethyl)-2-bromo-6-methylcyclohexanone 
• 124182-94-1 6-(acetoxymethyl)-6-methyl-2,4-cyclohexadien-1-one 
• 104023-17-8 2-bromo-6-methyl-2-cyclohexen-1-one 
• 95-48-7 ortho-cresol 

Relevant articles and documents

Organic dye-catalyzed radical ring expansion reaction

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Comparable regio- and stereochemical results were obtained when cyclizations of a series of 2-substituted 3-oxohept-6-enoate (or oct-7-enoate) esters (acetoacetates) were conducted by manganese(III) acetate oxidation or by iodine or bromine atom transfer

Asymmetric Alkylation of β-Keto Esters with Optically Active Sulfonium Salts

Alkylation of the cyclic β-keto ester2-(methoxycarbonyl)-1-indanone (2) with racemic alkylsulfonium salts 1a-h gave 2-alkylindanones 3 and 4 in 60-96percent yields.The relative reactivities of the alkyl substituents of aryldialkylsulfonium salts 1e and 1f were quite different from those in SN2 alkylations.Asymmetric induction occured upon alkylation of 2 with optically active sulfonium salts. (R)-2-Ethyl-2-(methoxycarbonyl)cyclohexanone (11) was obtained in up to 16percent ee by alkylation of the enolate ion of 2-(methoxycarbonyl)cyclohexanone (9) with optically active (R)-(+)-(p-chlorophenyl)ethylmethylsulfonium d-10-camphorsulfonate (1k).Alkylation of the enolate ion of 2 with sulfonium salts containing optically active alkyl groups afforded C-alkylated products with inversion of configuration at the asymmetric alkyl carbon atom.These alkylations appear to proceed via an S-O sulfurane intermediate or a tight ion pair with subsequent stereoselective alkyl migration to the enolate.