50269-97-1

Basic information

• Product Name: 7-oxabicyclo[2.2.1]hept-5-ene-2,3-diol
• CAS NO: 50269-97-1
• Molecular Formula: C₆H₈O₃
• Molecular Weight: 128.1259
• Mol File: 50269-97-1.mol

Chemical Properties

• Boiling Point: 275.6°C at 760 mmHg
• Flash Point: 120.5°C
• Density: 1.534g/cm³
• Vapor Pressure: 0.000634mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 7-oxabicyclo[2.2.1]hept-5-ene-2,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 7-oxabicyclo[2.2.1]hept-5-ene-2,3-diol(50269-97-1)
• EPA Substance Registry System: 7-oxabicyclo[2.2.1]hept-5-ene-2,3-diol(50269-97-1)

Safety Data

• Hazardous Substances Data: 50269-97-1(Hazardous Substances Data)

Upstream product

• 32384-16-0 exo-/endo-3,5,10-Trioxatricyclo<5.2.1.0^2.6>dec-8-en-4-on 

Downstream Products

• 61825-76-1 (1α,2α,3β,6β)-6-bromo-4-cyclohexene-1,2,3-triol 
• 4381-96-8 (+/-)-tetra-O-acetylconduritol F 
• 109526-05-8 conduritol A tetraacetate 

Relevant articles and documents

Synthesis of haloconduritols from an endo-cycloadduct of furan and vinylene carbonate

A method for preparing haloconduritols having a conduritol-A construction is described. A mixture of endo- and exo-cycloadduct derivatives prepared from the Diels-Alder reaction of furan and vinylene carbonate was converted into diacetate derivatives by hydrolysis (K2CO3/MeOH) followed by acetylation (Ac2O/pyridine). Boron trihalide (BBr3 or BCl3)-assisted ring-opening of the endo-diacetate in CH2Cl2 at -78°C gave (1α,2α,3β,6β)-6-halogeno-4-cyclohexene-1,2,3-triol 1,2-diacetate from which the corresponding triacetate was prepared by acetylation (AcCl). trans-Esterification of the triacetate (MeOH/HCl) afforded (1α,2α,3β,6β)-6-halogeno-4-cyclohexene-1,2,3-triol (X=Br or Cl). BF3-Assisted ring-opening of the endo-diacetate in CH2Cl2 gave (1α,2α,3β,6β)-6-chloro-4-cyclohexene-1,2,3-triol 1,2-diacetate by means of halogen exchange.