Photochemistry of N-(selenoalkyl)-phthalimides. Formation of N, Se-heterocyclic systems was written by Oksdath-Mansilla, Gabriela;Heredia, Adrian A.;Arguello, Juan E.;Penenory, Alicia B.. And the article was included in Photochemical & Photobiological Sciences in 2015.Computed Properties of C13H14BrNO2 This article mentions the following:
A variety of N-(selenomethyl)alkyl-phthalimides (alkyl = -(CH2)n, n = 2-5) and N-(selenobenzyl)propyl phthalimide were synthesized and their photochem. was studied at λ = 300 nm. Steady-state photolysis and laser time-resolved spectroscopy studies confirmed that these reactions proceeded by direct or acetone-sensitized excitation followed by intramol. electron transfer (ET) between Se atom and the phthalimide moiety. Two main pathways are possible after ET, proton transfer to the ketyl radical anion from the CH3Se+. or the -CH2Se+.– moieties, yielding the corresponding biradicals. Collapse of these biradicals yields cyclization products with the resp. endo or exo selenium-containing heterocycles. Competition between both proton transfer processes depends on the chain length of the alkyl spacer between the phthalimide and Se groups as well as the size of the cycle being formed. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties of C13H14BrNO2).
N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbonbromine bond is electrophilic in nature. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Computed Properties of C13H14BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary