ISSN:
1588-2837
Keywords:
Styrene oxidation
;
hydroquinone monoether
;
2,3-dichloro-5,6-dicyano-p-benzoquinone
;
charge transfer complexes
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Styrene is oxidized by 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), affording hydroquinone mono(2-phenylethyl) ether. Kinetic studies (50°C in CHCl3) show that the reaction is faster under N2 than under air and takes placevia intramolecular H-atom transfer within the 1:1 and 1:2 DDQ-styrene charge-transfer complexes. The semiquinone radical intermediate is reoxidized to DDQ by O2 when the latter is present, therefore, the apparent rate of DDQ reduction is lower. Stability constants of the CT-complexes and kinetic parameters for the oxidation are reported.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF02475460
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