ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The photosensitized oxidation of methyl substituted phenols with free para-positions starts with an electrophilic attack of position 4 by singlet oxygen. This follows from the course of the reaction using phenols with methyl groups in different positions. The influence of the solvent shows that the hydroperoxide formation from the primary oxygen adduct proceeds via an inter-molecular hydrogen shift. The solvent is the hydrogen donator, whereas the phenoxy radicals resulting from the oxidation of the phenol by the excited sensitizer are the hydrogen acceptors. Finally, the quinones are formed from the hydroperoxides by elimination of water.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19700530702
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