Studies on the Infrared Spectra of Heterocyclic Compounds. IV. Infrared Spectra of Monosubstituted Pyridine Derivatives.
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The infrared spectra of over ten kinds of α-, β-, and γ-substituted pyridines (38 compounds) were determined. The displacement of ring CH out-of-plane bending frequencies following the change in nature of the substituent as well as in its position was discussed. A series of weak absorptions in the region of 990 and 1220 cm^<-1> was found to be very characteristic for the type of substitution. The relative intensity of the two bands between 1550 and 1620 cm^<-1>, which originate in ring double-bond stretching vibrations, was found to be directly related to the type of π-electron distribution on the ring. The electronic effect of ring nitrogen toward each position of the ring was found to appear regularly as a frequency shift in the absorption of ring substituent. The linear correlations between the frequencies and σ-values of the substituents in substituted benzene derivatives could be extended to the substituted pyridines, by using the σ-values of 0.93,0.62,and 1.02 respectively for 4-, 3-, and 2-position of the pyridine.
- 社団法人日本薬学会の論文
- 1957-10-20
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関連論文
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