17364-68-0

Basic information

• Product Name: octahydro-1H-4,7-methanoinden-1-one
• Synonyms: Tricyclo[5.2.1.0(2,6)]decan-3-one
• CAS NO: 17364-68-0
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.2176
• Mol File: 17364-68-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 246.7°C at 760 mmHg
• Flash Point: 95.7°C
• Density: 1.105g/cm³
• Vapor Pressure: 0.0267mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: octahydro-1H-4,7-methanoinden-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: octahydro-1H-4,7-methanoinden-1-one(17364-68-0)
• EPA Substance Registry System: octahydro-1H-4,7-methanoinden-1-one(17364-68-0)

Safety Data

• Hazardous Substances Data: 17364-68-0(Hazardous Substances Data)

Upstream product

• 2825-83-4 (3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene 

Downstream Products

• 10271-47-3 exo-1-hydroxy-2,3,3a,4,5,6,7,7a-octahydro-exo-4,7-methano-1H-indene 
• 4292-90-4 (+/-)-1ξ,2ξ-epoxy-(3ar,7ac)-hexahydro-4c,7c-methano-indane 
• 27409-22-9 8-phenyl-5,6-endo-trimethylene-8-exo-norbornanol 
• 96259-50-6 C₁₆H₁₈O 
• 96259-49-3 8-phenyl-5,6-endo-trimethylene-8-norbornene 
• 2825-83-4 (3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene 
• 10271-46-2 3-exo-hydroxy-endo-tricyclo<5.2.1.0^2,6>decane 
• 585544-46-3 5,6-endo-trimethylene-8-endo-norbornanol 
• 27296-92-0 8-phenyl-5,6-endo-trimethylene-8-endo-norbornanol 

Relevant articles and documents

Derivatisation of Saturated Hydrocarbons. The Mechanism of RuO4 Oxidations

The reaction mechanism of RuO4 oxidations of saturated hydrocarbons has been investigated by several methods. (1) By oxidation of endo-tetrahydrodicyclopentadiene (1H) and 2,6-dideuterio-endo-tetrahydrodicyclopentadiene (1D) a kinetic deuterium isotope effect of 5.3 was observed, indicating transfer of a hydrogen species and not a single electron in the rate-determining step. (2) No chlorinated products were formed from the reaction in CCl4.Radical intermediates are therefore not likely. (3) In the presence of chloride ion, 2-chloro-endo-tetrahydrodicyclopentadiene (2-Cl) was formed in addition to endo-tetrahydrodicyclopentadien-2-ol (2-OH), indicating a carbocation intermediate. (4) Further oxidation of 2-OH to bicyclodecane-2,6-dione (8) proceeds via a ruthenium complex with the hydroxy group as the corresponding acetate 2-OAc was not oxidised.These points indicate that the reaction proceeds by hydride abstraction and carbocation formation and not by a cyclic one-step formation of the ruthenium ester from the saturated hydrocarbon.