Premium
Photohydration reaction of 1‐( p ‐nitrophenyl)‐5,5‐dimethyl‐1,3‐hexadiyne
Author(s) -
Baek Eun Kyung,
Shim Sang Chul
Publication year - 1995
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610081102
Subject(s) - chemistry , sulfuric acid , primary (astronomy) , aqueous solution , quantum yield , yield (engineering) , photochemistry , conjugated system , ion , irradiation , medicinal chemistry , organic chemistry , physics , materials science , quantum mechanics , astronomy , metallurgy , fluorescence , polymer , nuclear physics
Irradiation of 1‐( p ‐nitrophenyl)‐5,5‐dimethyl‐1,3‐hexadiyne (NDHD) in aqueous sulfuric acid yields conjugated allenyl ketones (1 and 2) and β‐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 (H 3 O + ) to a triplet state of NDHD is proposed.