230285-15-1

Basic information

• Product Name: 1-phenyl-5-(N-phthalimidoxy)-1-(2-tetrahydropyranyloxy)pentane
• Synonyms: 1-phenyl-5-(N-phthalimidoxy)-1-(2-tetrahydropyranyloxy)pentane
• CAS NO: 230285-15-1
• Molecular Weight: 409.482
• Mol File: 230285-15-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-phenyl-5-(N-phthalimidoxy)-1-(2-tetrahydropyranyloxy)pentane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-5-(N-phthalimidoxy)-1-(2-tetrahydropyranyloxy)pentane(230285-15-1)
• EPA Substance Registry System: 1-phenyl-5-(N-phthalimidoxy)-1-(2-tetrahydropyranyloxy)pentane(230285-15-1)

Safety Data

• Hazardous Substances Data: 230285-15-1(Hazardous Substances Data)

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 230285-14-0 1-phenyl-1-(2-tetrahydropyranyloxy)-5-pentanol 
• 110-87-2 3,4-dihydro-2H-pyran 
• 230285-13-9 5-(tert-butyldiphenylsiloxy)-1-phenyl-1-(2-tetrahydropyranyloxy)pentane 
• 230285-12-8 5-(tert-butyldiphenylsiloxy)-1-phenyl-1-pentanol 
• 230285-11-7 5-(tert-butyldiphenylsiloxy)-1-phenyl-1-pentanone 
• 1011-62-7 5-hydroxy-1-phenylpentan-1-one 

Downstream Products

• 15212-27-8 2-benzyltetrahydrofuran 
• 230285-19-5 1-(diphenylphosphatoxy)-1-phenyl-5-(N-phthalimidoxy)pentane 
• 145475-10-1 5-phenyl-1,4-pentanediol 
• 1011-61-6 1-phenylpentane-1,5-diol 

Relevant articles and documents

Inter- and intramolecular pathways for the formation of tetrahydrofurans from β-(phosphatoxy)alkyl radicals. Evidence for a dissociative mechanism

β-(Phosphatoxy)alkyl radicals generated by photolysis of Barton PTOC esters in the presence of allyl alcohol and tert-butyl mercaptan undergo nucleophilic substitution followed by 5-exo-trig radical ring closure leading to tetrahydrofurans in good yield and with high trans selectivity. β- (Phosphatoxy)alkyl radicals obtained by intramolecular hydrogen 1,5- abstraction with an alkoxyl radical undergo nucleophilic displacement providing tetrahydrofurans. The ensemble of results, including the effects of leaving groups and substituents, strongly support a dissociative mechanism for these radical nucleophilic displacement reactions.