METHYLENE-BLUE SENSITIZED PHOTOOXYGENATION OF 2-AMINONAPHTHALENE

Authors
CHAWLA HM KAUL K",MEENA
Citation
Hm. Chawla et Kaul K",meena, METHYLENE-BLUE SENSITIZED PHOTOOXYGENATION OF 2-AMINONAPHTHALENE, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 32(7), 1993, pp. 733-737
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
32
Issue
7
Year of publication
1993
Pages
733 - 737
Database
ISI
SICI code
0376-4699(1993)32:7<733:MSPO2>2.0.ZU;2-2
Abstract
Methylene blue sensitized photooxygenation of 1-hydroxy-, 2-hydroxy-, 1-amino- and 2-amino-naphthalenes has been investigated. 1-Hydroxynaph thalene yields 1,4-naphthoquinone exclusively while 2-hydroxynaphthale ne and 1-aminonaphthalene do not yield tangible products in appreciabl e yields. 2-Aminonaphthalene gives 2,6-naphthoquinone as the major pro duct rather than the formation of an unsaturated tetraaldehyde (1) as reported earlier [Indian J. Chem, 24B (1985) 11861. A plausible mechan ism involving the intermediacy of hydroperoxides has been suggested.