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Vibrational spectra of fluorine-containing azoxybenzenes

Journal Article · · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
OSTI ID:6477305

The authors examined the influence of the introduction of fluorine atoms into aromatic fragments on the spectroscopic characteristics of bridging azoxy groups. For this purpose they obtained and analyzed the IR and Raman spectra of azoxybenzene (I) and some of its fluorinated derivatives: 4,4'-difluoro- and 3,3'-difluoroazaoxybenzene (II and III), 2,2',4,4',-tetrafluoro- and 2,2',5,5'-tetrafluoroazoxybenzene (IV and V), 2,2',3,3',4,4',5,5'-octafluoroazoxybenzene (VI), and compounds of the type 4-XC/sub 6/F/sub 4/N=N(O)C/sub 6/F/sub 4/X-4' (VII) (where X = F (a), H (b), CH/sub 3/ (c), OCH/sub 3/ (d), CF/sub 3/ (e), and Br (f)), as well as samples labeled with /sup 15/N at both nitrogen atoms (compounds I', IV', VIIa', VIIb', and VIId', respectively). The enrichment with /sup 15/N amounted to 94-96%. The vibrations of the azoxy group in azoxybenzene have been assigned on the basis of calculations of the frequencies and normal modes of vibrations for it. The introduction of fluorine atoms into the benzene rings has practically no influence on the frequencies of the stretching vibrations of the azoxy group. An increase in the number of fluorine atoms in the benzene rings of azoxybenzenes lowers the intensities of the stretching vibrations of the azoxy and phenyl groups in the IR spectra.

Research Organization:
Novosibirsk Institute of Organic Chemistry, USSR
OSTI ID:
6477305
Journal Information:
Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 35:7; ISSN BACCA
Country of Publication:
United States
Language:
English