Physical Methods in Heterocyclic Chemistry. Volume 3 by Alan R. Katritzky

By Alan R. Katritzky

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Extra resources for Physical Methods in Heterocyclic Chemistry. Volume 3

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Results of infrared spectroscopic or microwave investigations already mentioned. In Fig. 17 the radial distribution curve for tetrahydrothiophene 11 is reproduced. 54 Ä to C—C bond distance and the third peak to the C—S bond distance. 1 A and contributions from both C—H and S—H nonbonded distances in the last peak and in the outer part of the radial distribution curve. Curves I to IV in Fig. 17 again represent difference curves obtained by subtracting theoretical curves computed for molecular models (like those mentioned for the tetrahydrofuran molecule) from the experimental radial distribution curve obtained for tetrahydrothiophene.

Bauscher, J. Phys. Chem. 72, 2213 (1968). S. D. Sokolov, L. A. Kazitsina, and C. K. Guseva, Zh. Org. 2, 731 (1966). W. H. Poesche, J. Chem. Soc, B p. 469 (1966). C [Ή] NMR. The chemical shifts of H-2, plotted against the pH or H0 values, gave a sigmoid curve, similar to that produced in a potentiometric titration. 8. 44), indicates that the powerfully electronegative oxygen atom wields a predominantly inductive effect. 30) for isoxazole, a substance that should be much less basic than oxazole because the inductive effect ( — 1) of the oxygen atom is much nearer to the nitrogen.

The particular vibrational frequency is said to be characteristic of the chemical group. 7 Although detailed charts of characteristic group frequencies have been compiled from infrared spectra,7 no comparable charts have been compiled from Raman spectra. For molecules lacking symmetry, however, Raman and infrared frequencies are not expected to differ appreciably, although their relative intensities in the two spectra may be quite different. 8 It must be kept in mind that the group frequency approach is an approximation which varies in its validity in different parts of the vibrational spectrum.

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