α-Tropolone photoisomerises in hexane via 5-hydroxybicyclo[3,2,0]hepta-2,6-dien-4-one (III) to a mixture of bicyclo[3,2,0]hept-2-ene-4,6-dione and bicyclo-[3,2,0]hept-2-ene-4,7-dione; the hydroxy-ketone (III) is also formed when α-tropolone is irradiated in water and in methanol.
A. C. Day and M. A. Ledlie, J. Chem. Soc. D, 1970, 1265b DOI: 10.1039/C2970001265B
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