The photochemical reactions
(at λ > 3000 A) of the non-enolizable α- diketone (XIV) have been
investigated in the solvents methanol, isopropanol. cyclohexane, toluene, n-butyraldehyde,
methyl formate, acetic acid, dioxan, and benzene. In general, selective 1,2-addition
of solvent to one carbonyl group to give a-hydroxy ketones is the predominant
reaction. Competing reactions include reduction to the acyloin (XXI) and loss
of carbon monoxide to give 1,1,3,3- tetramethylindanone
(XVII). In methanol, two isomeric diols (XXIII) and (XXIV) were unexpectedly
formed.