Photohydration reaction of 1‐( p ‐nitrophenyl)‐5,5‐dimethyl‐1,3‐hexadiyne | Zendy

Baek Eun Kyung | Zendy; Shim Sang Chul | Zendy

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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.

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