81071-57-0

Basic information

• Product Name: 2-cyclopropyl-2-cyclohexen-1-one
• Synonyms: 2-cyclopropyl-2-cyclohexen-1-one
• CAS NO: 81071-57-0
• Molecular Weight: 136.194
• Mol File: 81071-57-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-cyclopropyl-2-cyclohexen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyclopropyl-2-cyclohexen-1-one(81071-57-0)
• EPA Substance Registry System: 2-cyclopropyl-2-cyclohexen-1-one(81071-57-0)

Safety Data

• Hazardous Substances Data: 81071-57-0(Hazardous Substances Data)

Upstream product

• 4333-56-6 cyclopropyl bromide 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 24892-74-8 2-cyclopropylcyclohexan-1-one 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 765-87-7 cyclohexane-1,2-dione 
• 81071-58-1 1-cyclopropyl-2-isobutoxycyclohex-2-enol 
• 29941-87-5 isobutyl enol ether of cyclohexane-1,2-dione 
• 81071-59-2 2-cyclopropyl-2-hydroxycyclohexanone 

Downstream Products

• 714271-62-2 [2-cyclopropyl-3-(2-furan-3-yl-ethyl)-cyclohex-1-enyloxy]-trimethyl-silane 
• 644-35-9 5-propylphenol 

Relevant articles and documents

Synthetic Entry to Polyfunctionalized Molecules through the [3+2]-Cycloaddition of Thiocarbonyl Ylides

Here we present a comprehensive study on the [3+2]-cycloaddition of thiocarbonyl ylides with a wide variety of alkenes and alkynes. The obtained dihydro- and tetrahydrothiophene products serve as exceptionally versatile intermediates providing access to thiophenes, dienes, dendralenes, and vic-quarternary carbon centers. The use of high-pressure conditions enables thermally unstable, sterically encumbered or moderately reactive substrates to undergo the cycloaddition under mild conditions, thereby increasing the yield by up to 58percent. In addition, we showcase its utility by the formal syntheses of the pharmaceuticals NGB 4420 and tenilapine.

Thermal Rearrangements of 2-Cyclopropylcycloalk-2-enones

Thermolysis of 2-(2,2-dimethylcyclopropyl)cyclopent-2-enone (2) and 2-cyclopropylcyclohex-2-enone (6) is shown to produce 2-(3-methylbut-2-enylidene)cyclopentanone (10) and 2-propylphenol (14), respectively, via homosigmatropic H-migration and isomerisation.Heating 2-cyclopropylcyclopent-2-enone (8) under a variety of conditions led only to decomposition; no products resulting from vinylcyclopropane - cyclopentene rearrangement were detected.