27873-57-0

Basic information

• Product Name: 6-oxabicyclo[3.2.2]nonan-7-one
• CAS NO: 27873-57-0
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.1797
• Mol File: 27873-57-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 262.8°C at 760 mmHg
• Flash Point: 103.8°C
• Density: 1.093g/cm³
• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: 6-oxabicyclo[3.2.2]nonan-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-oxabicyclo[3.2.2]nonan-7-one(27873-57-0)
• EPA Substance Registry System: 6-oxabicyclo[3.2.2]nonan-7-one(27873-57-0)

Safety Data

• Hazardous Substances Data: 27873-57-0(Hazardous Substances Data)

Upstream product

• 502-42-1 cycloheptanone 
• 19036-56-7 1-hydroxy-cycloheptanecarbonitrile 
• 63048-50-0 (1α,4α,5α)-4-(phenylseleno)-6-oxabicyclo<3.2.2>nonan-7-one 
• 20920-03-0 1-hydroxycycloheptanecarboxylic acid 
• 55679-31-7 bicyclo<3.2.1>octan-8-one 

Relevant articles and documents

Fluorous reverse-phase silica gel-supported Lewis acids as recyclable catalysts in water

Fluorous reverse-phase silica gel (FRPSG)-supported Lewis acids which have fluorous ligands acted as effective catalysts of Baeyer-Villiger and Diels-Alder reactions in water. Direct esterification of carboxylic acid with alcohol in organic media was also catalyzed. The FRPSG-supported Lewis acids could be recycled by simple filtration after the reaction.

Lactone Formation in Superacidic Media

The reaction of substituted 1-hydroxycyclohexanecarboxylic acids in fluorosulphuric acid has been studied.Cyclisation takes place around 0 deg C, accompanied by rearrangement in appropriate cases, yielding the thermodynamically stable lactone or mixture of lactones.An unexpected feature of these reactions is that the carboxy-substituted cyclohexyl carbocation does not undergo ring contraction, unlike the unsubstituted cyclohexyl carbocation, although the cycloheptyl system contracts to cyclohexyl.We suggest that the cyclohexyl carbocation is strongly stabilised by carboxyl substitution, as a result of through-space interaction between the carboxyl oxygen atom and the carbocation centre.