UV and Visible Absorption Spectra of Monohalogenated Anthracenes. I. The First Absorption Bands

• Published in: Bulletin of the Chemical Society of Japan Vol. 41; no. 10; pp. 2264 - 2269
• Main Authors: Ohno, Isao, Iguchi, Kaoru
• Format: Journal Article
• Language: English
• Published: Tokyo Chemical Society of Japan 01.10.1968
• ISSN: 0009-2673; 1348-0634
• DOI: 10.1246/bcsj.41.2264

Abstract UV and visible absorption spectra of monohalogenated anthracenes are measured, and the first absorption band are reported. When anthracene is monohalogenated, the first absorption band slightly shifts toward red or does not shift in accordance with the change in the position and the species of the substituting halogen atom, but the vibrational structure remains unchanged. The sequence of magnitude of red shift due to the position is 9-halo>1-halo>2-halo-anthracene, while that due to the species is different depending on the substituted position: in the 9-position, it is monobromo>monochloro>monofluoro>monoiodo anthracene, and, in the 1 or 2-position, it is monochloro>monofluoro>monobromo\simeqmonoiodo anthracene. For the sequence of red shift due to the species of the substituting halogen atom, there are similarities between the first absorption band of monohalogenated anthracenes and the K or B-band of monohalogenated benzenes. These results are discussed in terms of the simple LCAO MO perturbation treatment.