76514-28-8

Basic information

• Product Name: endo-2-methyl-endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutanaphthalene-8b-carbonitrile
• CAS NO: 76514-28-8
• Molecular Weight: 289.377
• Mol File: 76514-28-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: endo-2-methyl-endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutanaphthalene-8b-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: endo-2-methyl-endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutanaphthalene-8b-carbonitrile(76514-28-8)
• EPA Substance Registry System: endo-2-methyl-endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutanaphthalene-8b-carbonitrile(76514-28-8)

Upstream product

• 4696-24-6 phenyl (Z)-1-propenyl ether 
• 86-53-3 1-Cyanonaphthalene 
• 4696-23-5 (E)-allyl phenyl ether 

Relevant articles and documents

Redox-photosensitised Reactions. Part 6. Stereospecific Ring Cleavage of 1-Phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutanaphthalene-8b-carbonitrile and its 2-Methyl Derivatives by Redox-photosensitisation

Ring cleavage of endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutanaphthalene-8b-carbonitrile (1a) occurs to give phenyl vinyl ether and 3,4-dihydronaphthalene-1-carbonitrile in a 1:1 ratio upon the selective photoexcitation of phenanthrene, naphthalene, or triphenylene at 313 nm in the presence of p-dicyanobenzene in acetonitrile.With the cis- and trans-2-methyl derivatives of (1a), the photosensitised ring cleavage is stereospecific.The key mechanistic pathway is suggested to be the formation of a ?-complex between the cyclobutanes and the cation radicals of the arenes, in which the phenoxy-group of the cyclobutanes plays important roles.It is speculated that the ring cleavage reaction proceeds by means of a concerted-like mechanism via the ?-complex without complete hole transfer.