65942-08-7

Basic information

• Product Name: bicyclo[2.2.2]octane-2,3-diyldimethanol
• CAS NO: 65942-08-7
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.2487
• Mol File: 65942-08-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 315°C at 760 mmHg
• Flash Point: 152.7°C
• Density: 1.063g/cm³
• Vapor Pressure: 3.85E-05mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: bicyclo[2.2.2]octane-2,3-diyldimethanol(CAS DataBase Reference)
• NIST Chemistry Reference: bicyclo[2.2.2]octane-2,3-diyldimethanol(65942-08-7)
• EPA Substance Registry System: bicyclo[2.2.2]octane-2,3-diyldimethanol(65942-08-7)

Safety Data

• Hazardous Substances Data: 65942-08-7(Hazardous Substances Data)

Upstream product

• 6880-05-3 bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid 
• 6708-37-8 cis-endo-bicyclo<2.2.2>oct-5-ene-2,3-dicarboxylic acid anhydride 
• 57427-48-2 cis-endo-2,3-bis(hydroxymethyl)bicyclo[2.2.2]oct-5-ene 
• 24327-08-0 meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione 
• 72496-18-5 diethyl endo,endo-bicyclo<2.2.2>oct-5-ene-2,3-dicarboxylate 
• 5332-79-6 cis-bicyclo[2.2.2]octane-2,3-dicarboxylic acid diethyl ester 

Downstream Products

• 57222-03-4 cis-2,3-bis-(toluene-4-sulfonyloxymethyl)-bicyclo[2.2.2]octane 

Relevant articles and documents

Enzymes in Organic Synthesis. 34. Preparations of Enantiomerically Pure Exo-and Endo-Bridged Bicyclic and Chiral Lactones via Stereospecific Horse Liver Alcohol Dehydrogenase Catalyzed Oxidations of Meso Diols

Preparative-scale horse liver alcohol dehydrogenase catalyzed oxidations of saturated and unsaturated exo- and endo-bridged bicyclic and meso diols proceed with complete enantiotopic specificity to give high (64-87percent) yields of the corresponding chiral lactones of >=97percent ee.As for previous meso diol oxidations, the stereochemical course of each oxidation (S-center CH2OH oxidation in all cases) is as predicted by the cubic-space model of the active site.An illustration of the asymmetric synthetic value of these chiral lactones is provided by the conversion of one of them into a prostaglandin precursor.