Investigation of methylene group hydrogen atom reactivity in some azolidines
- 32 Downloads
UV specttoscopy is used to investigate the kinetics of formation of arylidenerhodanines from rhodanine and various aromatic aldehydes whose benzene ring substitutents differ in nature and position. Hammett's equation is used to determine quantitatively the reactivities of the substituted aldehydes. The order of effect of substituent on reaction velocity is p-NO2 > p-Cl > H > p-N(CH3)2, corresponding to a positive value of ρ in the Hammett equation. The position sequence is p-NO2 > m-NO2 > o-NO2, and for chloro derivatives m-Cl > p-Cl, in agreement with views on transmission of inductive and conjugation effects through a benzene ring to a reaction center.
KeywordsBenzaldehyde Aromatic Aldehyde Pteridine Rhodanine Ethyl Benzoate
Unable to display preview. Download preview PDF.
- 1.S. N. Baranov, Study of the reactivity of the methylene group in derivatives of azolidines, quinoxalines, and pteridines [in Russian], author's abstract doctoral thesis, Leningrad, 1962.Google Scholar
- 2.S. N. Baranov, ZhOKh, 31, 512, 1961.Google Scholar
- 3.N. V. Khromov-Borisov, Recollections of A. E. Porai-Koshits [in Russian], Goskhimizdat, 116, 118, 1949.Google Scholar
- 4.S. N. Baranov and I. D. Komaritsa, KhGS, [Chemistry of Heterocyclic Compounds], 69, 1965.Google Scholar
- 5.N. P. Komar, ZhAKh, 7, 325, 1952.Google Scholar
- 6.L. Hammett, Physical Organic Chemistry, N. Y. 280, 1940.Google Scholar