28399-88-4

Basic information

• Product Name: 9-Oxabicyclo[6.1.0]nonan-4-one(8CI,9CI)
• Synonyms: 9-Oxabicyclo[6.1.0]nonan-4-one(8CI,9CI)
• CAS NO: 28399-88-4
• Molecular Formula: C8H12O2
• Molecular Weight: 0
• Product Categories: EPOXYDE
• Mol File: 28399-88-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9-Oxabicyclo[6.1.0]nonan-4-one(8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Oxabicyclo[6.1.0]nonan-4-one(8CI,9CI)(28399-88-4)
• EPA Substance Registry System: 9-Oxabicyclo[6.1.0]nonan-4-one(8CI,9CI)(28399-88-4)

Safety Data

• Hazardous Substances Data: 28399-88-4(Hazardous Substances Data)

Upstream product

• 931-88-4 cis-Cyclooctene 
• 4925-71-7 cis-1,2-epoxycyclooctane 
• 2616-81-1 9-oxa-bicyclo[6.1.0]nonan-4-ol 
• 127847-54-5 4,5-epoxycyclo-octyl hydroperoxide 
• 4277-34-3 (Z)-cyclooct-4-enol 
• 19740-90-0 (Z)-9-oxabicyclo[6.1.0]non-4-ene 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 31598-70-6 cis-cyclooct-4-enone 

Relevant articles and documents

Concerning the efficient conversion of epoxy alcohols into epoxy ketones using dioxiranes

Representative epoxy alcohols are cleanly converted into the corresponding epoxy ketones in high yield by selective oxidation using dimethyldioxirane (1a) and its trifluoro analogue (1b) under mild conditions. The oxidation is found to take place leaving the configuration at the epoxy functionality unaffected. The direct oxyfunctionalization of simple cyclic epoxides with the powerful dioxirane 1b provides another attractive method to access epoxy ketones regioselectively.

Synthesis of 9-Oxabicyclonon-3-yne

Starting with 1,5-cyclooctadiene (1), the title compound 9 is gained in a synthesis of seven steps. 9 exists in two conformations 9a and 9b, of which 9a shows a strong interaction between the oxygen atom and the strained triple bond.Thermal fragmentation of the 1,2,3-selenadiazole 7 is used for the introduction of the triple bond.The structural proof of 7 is performed by 2D-NMR spectroscopy.