20549-39-7

Basic information

• Product Name: 5-isopropenyl-2,3-dimethylcyclohexanone
• CAS NO: 20549-39-7
• Molecular Weight: 166.263
• Mol File: 20549-39-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 5-isopropenyl-2,3-dimethylcyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-isopropenyl-2,3-dimethylcyclohexanone(20549-39-7)
• EPA Substance Registry System: 5-isopropenyl-2,3-dimethylcyclohexanone(20549-39-7)

Safety Data

• Hazardous Substances Data: 20549-39-7(Hazardous Substances Data)

Upstream product

• 99-49-0 Carvone 
• 917-54-4 methyllithium 
• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 2815-41-0 (1R,4R,6S)-4-Isopropenyl-1-methyl-bicyclo[4.1.0]heptan-2-one 
• 106-95-6 allyl bromide 
• 213833-70-6 (3R,5R)-(5-isopropenyl-2,3-dimethylcyclohex-1-enyloxy)trimethylsilane 
• 24120-78-3 (1S,4R,6S)-1-methyl-4-(2-propenyl)bicyclo<4.1.0>heptan-2-one 
• 6485-40-1 (R)-Carvone 
• 75-24-1 trimethylaluminum 

Downstream Products

• 272766-59-3 (1S,3S,4R,6S)-6-isopropenyl-3,4-dimethyl-2-oxo-1-(3-oxo-butyl)-cyclohexanecarbaldehyde 
• 272767-11-0 (3R,5S)-6-hydroxymethylene-5-isopropenyl-2,3-dimethylcyclohexanone 

Relevant articles and documents

Preparation of the first polymeric, chelating proton donors and their use in diastereoselective protonations of chiral enolates

The use of a homopolymer 2a of methyl 5-vinylsalicylate, as well as of statistical copolymers 2b-f, in the diastereoselective protonation of the chiral keto-enolate 1 leads to selectivities of up to 93:7 in favor of product 3.

Some novel electron transfer mediated cascade ring-opening reactions of bicyclo[4.1.0]ketones

The radical ring-opening reactions of cyclopropyl ketones, mediated by samarium (II) iodide and other electron transfer agents are described. This strategy allows tandem rearrangement cyclisation reactions and the trapping of the resultant samarium (III) enolates by a variety of electrophiles, for the construction of complex bicyclic systems.

Samarium(II) iodide promoted radical ring opening reactions of cyclopropyl ketones

Radical ring opening reactions of cyclopropyl ketones mediated by samarium(II) iodide-induced single electron transfer have permitted the elaboration of a tandem rearrangement cyclisation strategy. The resultant samarium enolates may be effectively quenched on oxygen or carbon by electrophiles.