LIGHT-ABSORPTION STUDIES: PART X. ULTRAVIOLET SPECTRA IN ACID AND BASIC MEDIA–—SOME FURTHER OBSERVATIONS ON THE ORTHO EFFECT
- 1 May 1958
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 36 (5) , 869-878
- https://doi.org/10.1139/v58-126
Abstract
The spectra of acetophenones and related compounds are obtained in acid and basic solution and are compared with previously reported spectra of substituted benzene derivatives. Evidence is adduced that the B-bands, not only in neutral solution, but also in acid or basic solution, are determined primarily by steric and mesomeric interactions.Following previous work, the main cause of the ortho effect in the B-band of electronic spectra is ascribed to steric interactions between the vicinal substituents, and in this way, steric interactions explain the frequent similarity in the spectra of meta and ortho isomers. Other factors also play a part, and one of these, a short-range interaction between the substituent and the benzene ring, is discussed.Keywords
This publication has 10 references indexed in Scilit:
- THE STUDY OF HYDROGEN BONDING AND RELATED PHENOMENA BY ULTRAVIOLET LIGHT ABSORPTION: PART I. INTRODUCTIONCanadian Journal of Chemistry, 1958
- Electronic Spectra and Molecular Dimensions. II.1,2 The “Buttressing Effect” and Other Secondary Steric Interactions in Electronic SpectraJournal of the American Chemical Society, 1957
- THE INFRARED CARBONYL STRETCHING BANDS OF RING SUBSTITUTED ACETOPHENONESCanadian Journal of Chemistry, 1957
- Spectrophotometric Studies on the Interaction between Acetone and Sulfuric Acid1Journal of the American Chemical Society, 1957
- Substitution Reaction of Resorcinol Derivatives. VIIYAKUGAKU ZASSHI, 1956
- Absorption Spectra of Some NitrostyrenesJournal of the American Chemical Society, 1955
- Near Ultraviolet Absorption Spectra of Halogenated NitrobenzenesJournal of the American Chemical Society, 1954
- The Ultraviolet Absorption Spectra of Simple Unsaturated Compounds. II. m- and o-Disubstituted Benzene DerivativesJournal of the American Chemical Society, 1949
- The Ultraviolet Absorption Spectra of Simple Unsaturated Compounds. I. Mono- and p-Disubstituted Benzene DerivativesJournal of the American Chemical Society, 1947
- Zur Deutung der Regelmäßigkeiten in den Spektren substituierter BenzoleZeitschrift für Naturforschung A, 1947