205177-22-6

Basic information

• Product Name: 2-Cyclohepten-1-one,6-methyl-3-(1-methylethyl)-(9CI)
• Synonyms: 2-Cyclohepten-1-one,6-methyl-3-(1-methylethyl)-(9CI)
• CAS NO: 205177-22-6
• Molecular Formula: C11H18O
• Molecular Weight: 166.26002
• Product Categories: ISOPROPYL
• Mol File: 205177-22-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Cyclohepten-1-one,6-methyl-3-(1-methylethyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohepten-1-one,6-methyl-3-(1-methylethyl)-(9CI)(205177-22-6)
• EPA Substance Registry System: 2-Cyclohepten-1-one,6-methyl-3-(1-methylethyl)-(9CI)(205177-22-6)

Safety Data

• Hazardous Substances Data: 205177-22-6(Hazardous Substances Data)

Upstream product

• 89-82-7 pulegone 
• 74173-21-0 l-menthone enol trimethylsilyl ether 
• 10458-14-7 (2R,5S)-menthone 
• 1309591-29-4 C₁₁H₁₉ClO 
• 1309591-28-3 C₁₄H₂₈OSi 
• 18107-18-1 diazomethyl-trimethyl-silane 

Relevant articles and documents

Total Syntheses and Absolute Configuration Assignment of (+)-Sootepdienone, (-)-Jambolanin C, (-)-Jambolanin I, and (-) -Gibberodione

Total syntheses of the sesquiterpenes (+)-sootepdienone, (-)-jambolanin C, (-)-jambolanin I, and (-)-gibberodione have been accomplished in 10 steps each from R-(+)-pulegone, allowing assignment of the absolute configuration of the natural products. A key step in the synthetic pathways involves the one-carbon ring expansion of a cyclic allylic phosphonate to a substituted cycloheptenone by a tandem oxidative cleavage/intramolecular Horner-Wadsworth-Emmons reaction.

A short conversion of cyclohexanones to cycloheptenones

Cycloheptenones are efficientliy prepared from cyclohexanones via organoaluminumpromoted ring enlargement with trimethylsilyldiazomethane and subsequent palladium(II)-catalyzed dehydrosilylation.