PHOTOHYDRATION REACTION OF 1-(P-NITROPHENYL)-5,5-DIMETHYL-1,3-HEXADIYNE
Irradiation of 1-(p-nitrophenyl)-5,5-dimethyl-1,3-hexadiyne (NDHD) in aqueous sulfuric acid yields conjugated allenyl ketones (1 and 2) and beta-dicarbonyl compounds (3 and 4). The products 1 and 2 are primary photoproducts while 3 and 4 are secondary products formed by thermal hydration of the primary photoproducts showing the maximum quantum yield at H-0 = -1.0. A mechanism involving a synchronous addition of hydronium ion (H3O+) to a triplet state of NDHD is proposed.
- Publisher
- JOHN WILEY & SONS LTD
- Issue Date
- 1995
- Language
- English
- Article Type
- Article
- Keywords
AROMATIC ALKENES
- Citation
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, v.8, no.11, pp.699 - 705
- ISSN
- 0894-3230
- Appears in Collection
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