104228-28-6

Basic information

• Product Name: 4-methyl-2-phenyl-3,4-dihydro-1H-naphth<2,1-c>azepine-1,5(2H)-dione
• CAS NO: 104228-28-6
• Molecular Weight: 315.371
• Mol File: 104228-28-6.mol

Chemical Properties

• CAS DataBase Reference: 4-methyl-2-phenyl-3,4-dihydro-1H-naphth<2,1-c>azepine-1,5(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-2-phenyl-3,4-dihydro-1H-naphth<2,1-c>azepine-1,5(2H)-dione(104228-28-6)
• EPA Substance Registry System: 4-methyl-2-phenyl-3,4-dihydro-1H-naphth<2,1-c>azepine-1,5(2H)-dione(104228-28-6)

Safety Data

• Hazardous Substances Data: 104228-28-6(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 885-07-4 2-methyl-1H-benzo[e]isoindole-1,3(2H)-dione 
• 536-74-3 phenylacetylene 

Relevant articles and documents

Unprecedented photoinduced insertion reactions of N-methyl-1,2- naphthalenedicarboximide with phenylacetylene

Irradiation of N-methyl-1,2-naphthalendicarboximide 1 together with phenylacetylene in benzene afforded unprecedented reductive insertion products dihydronaphthazepinediones 2a and 2b, which were characterised by NMR spectroscopy (1H, 13/

Photochemical Reactions of N-Methyl-1,2-naphthalenedicarboximide with Alkenes. Preferential Naphthazepinedione Formation

Irradiation of benzene solutions of N-methyl-1,2-naphthalenedicarboximide (1) in the presence of alkenes (2a,b,d-i) gave two regio-isomers of naphthazepinediones (3a,b,d-i and 4a,b,d-i).Stereospecificity of the naphthazepinedione formation was observed in the reaction with cis- and trans-2-butene (2a and 2b).Naphthazepinediones (3j and 4j) produced by the irradiation of 1 with ethyl vinyl ether (2j) underwent secondary photoreactions to give 7 and 8, respectively.On the other hand, irradiation of 1 with 2,3-dimethyl-2-butene (2k) resulted in the formation of oxetanes (13a,b) and 1:1-adducts of 1 and 2k at the carbonyl groups of 1 (14 and 15,ab).Irradiation of 1 with cis-stilbene (2l) afforded oxetanes (22a,b) and fragmentation products of oxetanes (23a,b, and 24).Stern-Volmer slopes (kqτ) obtained from quenching of fluorescence of 1 by alkenes (2a-e,k) correlated to some extent with relative rates for disappearance of 1 in the reaction.Preferential formation of the naphthazepinedione was rationalized by the nature of the excited singlet state of 1 compared with those of other N-methylarenedicarboximides.

PHOTOCHEMICAL REACTIONS OF NAPHTHALENEDICARBOXIMIDES. EFFECT OF ARENE STRUCTURE IN IMIDE COMPOUNDS ON REACTION WITH OLEFINS

Photolyses of N-methylnaphthalenedicarboximides (1,8-NI, 2,3-NI, and 1,2-NI) with various olefins were investigated in benzene.The reaction pathways depended largely on the structure of arene moiety of the imides.The main reactions of 1,8-NI, 2,3-NI, and 1,2-NI were found as cyclobutane formation, oxetane formation, and insertion of olefin between the C(=O)-N bond of imide moiety, respectively.