92897-87-5

Basic information

• Product Name: [1,3]Dioxepino[5,6-d]isoxazole, 3a,4,8,8a-tetrahydro-3-phenyl-, cis-
• CAS NO: 92897-87-5
• Molecular Formula: C12H13NO3
• Molecular Weight: 219.24
• Mol File: 92897-87-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [1,3]Dioxepino[5,6-d]isoxazole, 3a,4,8,8a-tetrahydro-3-phenyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: [1,3]Dioxepino[5,6-d]isoxazole, 3a,4,8,8a-tetrahydro-3-phenyl-, cis-(92897-87-5)
• EPA Substance Registry System: [1,3]Dioxepino[5,6-d]isoxazole, 3a,4,8,8a-tetrahydro-3-phenyl-, cis-(92897-87-5)

Safety Data

• Hazardous Substances Data: 92897-87-5(Hazardous Substances Data)

Upstream product

• 5417-32-3 1,3-dioxa-5-cycloheptene 
• 873-67-6 benzonitrile oxide 
• 698-16-8 benzohydroximoyl chloride 

Downstream Products

• 92897-90-0 6-phenyl-7-formyl-2,4,5,8-tetrahydro-1,3-dioxa-5-azocine 

Relevant articles and documents

PHOTOINDUZIERTE UMLAGERUNG VON ISOXAZOLINEN: SYNTHESEWEG ZU 2,4,5,8-TETRAHYDRO-1,3-DICX-5-AZOCINEN

A high yield 2,4,5,8-tetrahydro-1,3-diox-5-azocine synthesis, which employs a sequence of cycloaddition and photoinduced rearrangement has been developed.

PHOTO-INDUCED REARRANGEMENT OF ISOXAZOLINES - A PATHWAY TO 2,4,5,8-TETRAHYDRO-1,3-DIOXA-5-AZOCINE DERIVATIVES

4-R-Substituted-8-X-phenyl-3,5,10-trioxa-9-azabicyclodec-8-enes (X = H, 4-CH3, 4-OCH3, 4-Cl, 4-Br, 4-F, 3-NO2, 3-Cl, 3-Br) have been prepared by cycloaddition of substituted benzenenitriloxides with 2-R-substituted 1,3-dioxep-5-enes (R = H, CH3, C6H5).A mixture of the endo and exo adducts is formed, if R is CH3 or C6H5.Their irradiation produces high yields of the title compounds as the single products.High selectivity of the photo-rearrangement is due to resonance stabilization of the biradical with p electrons of the oxygen atom.The quantum yields of the photoreaction vary from 0.02 to 0.04 depending on the substituent X.An unexpected dependence has been found between the quantum yield of the photo-rearrangement and stereochemical arrangement of the 4-R-substituent: exo derivatives exhibit higher values than the endo derivatives.Also different are UV spectra of the endo and exo derivatives.A new synthesis principle is described enabling preparation of (n+1)-membered heterocycles from n-membered heterocycles.