Photochemical reaction of perillaldehyde under various conditions

(-)-PeriIlaldehyde (1) was photoirradiated by a 400 W high-pressure mercury lamp under various conditions. In MeOH, 1 was degraded to give two new MeOH adducts (2 and 3) and a new methyl ether (4) under an N 2 stream, while 1 was converted to a dimethyl acetal (5) and oxidation product (6) in additi...

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Bibliographic Details
Published in:Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 1992, Vol.56 (4), p.614-619
Main Authors: Tateba, H. (Ogawa Co. Ltd, Tokyo (Japan)), Morita, K, Kameda, W, Tada, M
Format: Article
Language:English
Subjects:
ALDEHIDOS
ALDEHYDE
ALDEHYDES
Biological and medical sciences
Biotechnology
Chemical industry. Chemical engineering
DEGRADACION
DEGRADATION
Fundamental and applied biological sciences. Psychology
Industrial applications and implications. Economical aspects
LIGHT
LUMIERE
LUZ
PERILLA
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Summary:(-)-PeriIlaldehyde (1) was photoirradiated by a 400 W high-pressure mercury lamp under various conditions. In MeOH, 1 was degraded to give two new MeOH adducts (2 and 3) and a new methyl ether (4) under an N 2 stream, while 1 was converted to a dimethyl acetal (5) and oxidation product (6) in addition to 2 and 3 under an 0 2 stream. In EtOAc, 1 disappeared to afford two new dimers (7 and 8) under an N 2 stream, while 1 was changed to two oxygenated products (9 and 10) including a new compound under an O 2 stream. In the presence of rose bengal (RB), 1 was converted to 5 by visible light in MeOH under an N 2 stream. Photosensitization of RB was observed under an O 2 stream, and two new oxygenated products (11 and 12) were formed. Perillaldehyde was relatively stable in n-hexane under an N 2 stream or in the presence of RB under an O 2 stream.
ISSN:0916-8451
1347-6947
DOI:10.1271/bbb.56.614