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Zur Photochemie von Δ 1,9 ‐10‐Methyl‐2‐octalon
Author(s) -
Margaretha Paul,
Schaffner Kurt
Publication year - 1973
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19730560825
Subject(s) - chemistry , intermolecular force , double bond , quenching (fluorescence) , photochemistry , solvent , computational chemistry , fluorescence , molecule , organic chemistry , quantum mechanics , physics
Some aspects of the photochemistry of Δ 1,9 ‐10‐methyl‐2‐octalone ( 1 ) were reinvestigated. In view of the hitherto neglected substantial thermal reversibility of the photolytic double bond shift under previous conditions of analysis (1) the solvent‐dependent selectivity in product formation in C 6 H 6 and t ‐BuOH was confirmed, (2) the essentially exclusive double bond shift and its intermolecular nature in C 6 F 6 were established, (3) the quantum yields of the major products in these three solvents were measured, and (4) the dependence of triplet quenching data on temperature, enone concentration and conversion was shown in C 6 F 6 for the double bond shift. In conclusion, the previously published experimental basis for the postulate of two differentially reactive triplet states of 1 is insufficient, although the postulate itself is not necessarily disproved.