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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Photooxidation of m-Phenoxytoluene at Colloidal Titanium Dioxide/Non-Aqueous Solution Interfaces

E Blatt, DN Furlong, AWH Mau, WHF Sasse and D Wells

Australian Journal of Chemistry 42(8) 1351 - 1366
Published: 1989

Abstract

The selective photooxidation of m- phenoxytoluene to m-phenoxybenzaldehyde has been investigated in the system m-phenoxytoluene/O2/titanium dioxide/non-aqueous solvent/light. In acetonitrile the conversion was found to be c. 20% with starting concentrations of m-phenoxytoluene in the range 0.05-0.5 mol dm-3. Adsorption of m-phenoxytoluene, m-phenoxybenzaldehyde or the intermediate product m-phenoxybenzyl alcohol from acetonitrile on titanium dioxide was not detectable by an equilibration/centrifugation/supernatant analysis technique. Photoemission and photoexcitation measurements, however, showed that m- phenoxytoluene and m-phenoxybenzyl alcohol, but not m-phenoxybenzaldehyde , formed charge-transfer complexes with titanium dioxide surfaces. The selectivity of the photooxidation is explained in terms of pathways involving these charge-transfer complexes.

https://doi.org/10.1071/CH9891351

© CSIRO 1989

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