932-56-9

Basic information

• Product Name: 2-Methylcycloheptanone
• Synonyms: 2-Methylcycloheptanone
• CAS NO: 932-56-9
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.2
• Mol File: 932-56-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 185°C (estimate)
• Appearance: /
• Density: 0.9395
• Refractive Index: 1.4610
• CAS DataBase Reference: 2-Methylcycloheptanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylcycloheptanone(932-56-9)
• EPA Substance Registry System: 2-Methylcycloheptanone(932-56-9)

Safety Data

• Hazardous Substances Data: 932-56-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 30, p. 119, 1982 DOI: 10.1248/cpb.30.119

Upstream product

• 2658-60-8 1,1-bis(hydroxymethyl)cyclohexane 
• 329971-04-2 cyclooctylidene-(3-methyl-pyridin-2-yl)-amine 
• 50338-48-2 1-Trimethylsiloxy-bicyclo[5.1.0]octan 
• 74067-02-0 (+/-)-2t-chloro-1r-methyl-cycloheptanol-⁽¹⁾ 
• 7732-18-5 water 
• 168482-48-2 2-(1-trimethylstannylethyl)-1-cyclohexanone 
• 110977-08-7 (1RS,2SR)-(4-tert-butyl-2-methyl-2-phenylthiocycloheptyl)toluene-p-sulfonate 
• 931-66-8 1-methylcycloheptene 

Downstream Products

• 14112-98-2 7-oxooctanoic acid 
• 35125-29-2 3-methyl-cycloheptane-1,2-dione 
• 20053-89-8 1,2-Dimethyl-cyclohepten 
• 33015-78-0 N-(2-Methylcycloheptyliden)anilin 
• 1453-25-4 1-methylcycloheptene 
• 17173-14-7 <+/->-7-hydroxyoctanoic acid 
• 104904-37-2 (3β,4aβ,9aβ-)-decahydro-9a-methyl-4-methylene-4aH benzocycloheptene 3,4a-diol 
• 30502-73-9 2,8-nonanedione 
• 465518-95-0 C₆₄H₇₈O₁₃ 
• 465518-96-1 C₆₄H₇₆O₁₂ 
• 812639-05-7 allyl 2-methylcyclohept-1-enyl carbonate 
• 55103-71-4 (S)-1,11-dehydro-10-oxo-7-methyl-bicyclo<5.4.0>undecane 
• 135940-21-5 [2-Methyl-cyclohept-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 
• 135940-21-5 [2-Methyl-cyclohept-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine 

Relevant articles and documents

Facile ring opening of siloxy cyclopropanes by photoinduced electron transfer. A new way to β-keto radicals

Siloxy cyclopropanes undergo ring opening and fragmentation of formal silyl cations under formation of β-keto radicals. These reactive intermediates can be used in inter- and intramolecular addition reactions leading to complex ring systems if more than one unsaturated side chain is present in the starting material. Beside some synthetic examples mainly the mechanism will be discussed focusing on the structure of the primarily formed radical cations, the regioselectivity of cyclopropane cleavage (endo vs exo ring opening), leaving of the silyl group, and termination by H-transfer.

Ring enlargement of α-ethylidenecycloalkanones to β-alkylidenecycloalkanones induced by trimethylstannyllithium/aldehyde equivalents/Lewis acids

α-Ethylidenecycloalkanones underwent a ring enlargement to β-alkylidenecycloalkanones upon a treatment with trimethylstannyllithium/aldehyde equivalents/Lewis acids with high stereoselectivity.

Alkyl Migration in Competition with Phenylthio Migration in the Acid-catalysed Rearrangement of Alcohols

Sulfonate derivatives of conformationally rigid syn-2-phenylthiocyclohexanols, which are prevented from phenylthio migration by stereochemistry, rearrange slowly by alkyl migration or ring contraction.In contrast to other electronegative groups, phenylthio slows the reaction down but allows migration of other groups.