Oliveira, Marilene Silva published the artcileMechanism of Photochemical O-Atom Exchange in Nitrosamines with Molecular Oxygen, SDS of cas: 4543-95-7, the publication is Journal of Organic Chemistry (2015), 80(12), 6119-6127, database is CAplus and MEDLINE.
The detection of an oxygen-atom photoexchange process of N-nitrosamines is reported. The photolysis of four nitrosamines (N-nitrosodiphenylamine 1, N-nitroso-N-methylaniline 2, N-butyl-N-(4-hydroxybutyl)nitrosamine 3, and N-nitrosodiethylamine 4) with UV light was examined in an 18O2-enriched atm. in solution HPLC/MS and HPLC-MS/MS data show that 18O-labeled nitrosamines were generated for 1 and 2. But nitrosamines 3 and 4 do not exchange the 18O label and instead decomposed to amines and/or imines under the conditions. For 1 and 2, the 18O atom was found not to be introduced by moisture or by singlet oxygen [18(1O21Δg)] produced thermally by 18O-18O labeled endoperoxide of N,N’-di(2,3-hydroxypropyl)-1,4-naphthalene dipropanamide (DHPN18O2) or by visible-light sensitization. A d. functional theory study of the structures and energetics of peroxy intermediates arising from reaction of nitrosamines with O2 is also presented. A reversible head-to-tail dimerization of the O-nitrooxide to the 1,2,3,5,6,7-hexaoxadiazocane (30 kcal/mol barrier) with extrusion of O=18O accounts for exchange of the oxygen atom label. The unimol. cyclization of O-nitrooxide to 1,2,3,4-trioxazetidine (46 kcal/mol barrier) followed by a retro [2 + 2] reaction is an alternative, but higher energy process. Both pathways would require the photoexcitation of the nitrooxide.
Journal of Organic Chemistry published new progress about 4543-95-7. 4543-95-7 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 4-(Butylamino)butan-1-ol, and the molecular formula is C8H19NO, SDS of cas: 4543-95-7.
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