271248-31-8

Basic information

• Product Name: (-)-6-isopropyl-2-cyclohexenone
• Synonyms: (-)-6-isopropyl-2-cyclohexenone
• CAS NO: 271248-31-8
• Molecular Weight: 138.21
• Mol File: 271248-31-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-6-isopropyl-2-cyclohexenone(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-6-isopropyl-2-cyclohexenone(271248-31-8)
• EPA Substance Registry System: (-)-6-isopropyl-2-cyclohexenone(271248-31-8)

Safety Data

• Hazardous Substances Data: 271248-31-8(Hazardous Substances Data)

Upstream product

• 271248-32-9 (1S,6S)-(+)-6-isopropyl-2-cyclohexenol 
• 271248-34-1 (1S,2R,3S)-(+)-3-isopropylcyclohexene oxide 

Downstream Products

• 10458-14-7 (2R,5S)-menthone 
• 18309-28-9 (1S,4S)-isomenthone 

Relevant articles and documents

Kinetic resolution of cis-3-alkylcyclohexene oxide by a chiral lithium amide - An application to a synthesis of both enantiomers of isomenthone

Kinetic resolution of cis-3-alkylcyclohexene oxide (1) was examined using chiral lithium amide, lithium (S)-2-(pyrrolidin-1-yl)methylpyrrolidide (2). High ee (84->98% ee) of 1 was obtained by using 1.1-1.2 equiv of 2, while 6-alkyl-2-cyclohexenol (3) was obtained in moderate ee (60-68% ee) by using 0.5-0.75 equiv of 2. Both enantiomers of cis-2-isopropyl-5- methylcyclohexanone (isomenthone) were derived from (1S,2R,3R)-(+)-3- isopropylcyclohexene oxide (1b) or (1R, 6R)-(-)-6-isopropyl-2-cyclohexenol (3b) in a few steps, respectively.