Photolysis (A 185 nm) of Liquid Tetrahydropyran*

The main products of the 185 nm photolysis of neat liquid tetrahydropyran are pent-4en-l-ol (7) (0 = 0.40), 2-(5'-hydroxypentyl)tetrahydropyran (10) (0.21), valeraldehyde (6) (0.13), and pentan-l-ol (8) (0.08). These products are thought to be formed via the biradical '0(0112)40112, and/or through intramolecular (6, 7, 8) and intermolecular (10) photoreactions. In the case of 10, the probability of a specific intermolecular photoreaction involving two tetrahydropyran molecules is suggested by the fact that in the photolysis of solutions of tetrahydropyran in cyclohexane and formaldehyde dimethyl acetal products analogous to 10 made up of a tetrahydropyran and a solvent molecule moiety, are not formed.