123620-27-9

Basic information

• Product Name: exo-7-Phenyl-2,6-dioxabicyclo[3.2.0]heptan
• Synonyms: exo-7-Phenyl-2,6-dioxabicyclo[3.2.0]heptan
• CAS NO: 123620-27-9
• Molecular Weight: 176.215
• Mol File: 123620-27-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: exo-7-Phenyl-2,6-dioxabicyclo[3.2.0]heptan(CAS DataBase Reference)
• NIST Chemistry Reference: exo-7-Phenyl-2,6-dioxabicyclo[3.2.0]heptan(123620-27-9)
• EPA Substance Registry System: exo-7-Phenyl-2,6-dioxabicyclo[3.2.0]heptan(123620-27-9)

Safety Data

• Hazardous Substances Data: 123620-27-9(Hazardous Substances Data)

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Substantial 2H-magnetic isotope effects on the diastereoselectivity of triplet photocycloaddition reactions

Magnetic isotope effects (MIE) on the diastereoselectivity of the triplet [2+2]-photocycloaddition of benzaldehyde with 2,3-dihydrofuran are described for four substrate combinations. The MIE results from H/D exchange at the reactive carbons of either the

Temperature and viscosity dependence of the spin-directed stereoselectivity of the carbonyl-alkene photocycloaddition

The multiplicity of the excited state controls the product distribution in the formation of endolexo-oxetane 3 in the photocycloaddition of aldehydes 1 (R = Ph, Et, Me, iBu) with dihydrofuran 2 (Paterno-Buechi reaction). Whether the singlet or triplet cha

Regio- and Stereoselective Photocycloaddition Reactions of Aromatic Aldehydes to Furan and 2,3-Dihydrofuran

The Paterno-Buechi reaction between benzaldehyde (1a), tolualdehyde (1b), mesitylaldehyde (1c), and 2,4-di-tert-butyl-4-methylbenzaldehyde (1d) and the electron-rich alkenes furan and 2,3-dihydrofuran has been investigated.The reaction with furan leads exclusively to exo-6-aryl-2,7-dioxabicyclohept-3-enes 2a to 2d in yields of 78percent to 97percent (2a, 2b).In the photoreaction of 2a and 2b with 2,3-dihydrofuran, however, mixtures of exo- and endo-7-aryl-2,6-dioxabicycloheptanes 3a and 4a (7:1) as well as 3b and 4b (15:1) could be isolated.The sterically more hindered aldehydes 1c and 1d give rise to exclusive formation of the endo adducts 3c and 3d.Irradiation of 1d in the presence of 2,3-dihydrofuran leads to the benzocyclobutenol 5 (Norrish-type II; up to 45percent) as a side product.The regioselectivity observed in these reactions may be explained by comparing the stability of the possible 1,4-diradical intermediates.The observed stereoselectivity could be rationalized by the geometry of the triplet 1,4-diradicals during the ISC process and by the life times of the resulting singlet 1,4-diradicals.