WHITEchlordene, unexpectedly, gave a CI5 derivative (VI) by loss of the sec-chlorine atom rather than the allylic chlorine.From the postulated structure, III, for -chlordene it would appear that removal of HC1, to form a third double bond, is possible. However, to date attempts to eliminate HC1 with NaOH, NaOMe, or AgzCOs have failed. The formation of a third double bond in -chlordene would have given a skeletal comparison with "lumibullvalene", a polycyclic C10H10 hydrocarbon which has a similar tricyclo ring system (Scott and Jones, 1972) (Figure 5). However, the slow low-temperature pyrolysis of lumibullvalene gives dihydrolumibullvalene (Jones, 1967; Katz and Cheung, 1969) which has the basic -chlordene carbon skeleton structure. Also, in keeping with the above photochemical reaction of -chlordene is the observation that lumibullvalene is rapidly converted, even at -100°, to XX by intramolecular cycloaddition. Also of interest is the similarity of the photocycloaddition structure XVI, from -chlordene, to two metabolites of dieldrin (Matsumura et al., 1968) obtained by breakdown of dieldrin by soil microorganisms (Figure 5).From the postulated structure of -chlordene the thermal rearrangement to only -chlordene can be envisaged. However, this mechanism needs further clarification as do the free-radical mechanisms for the formation of -, ß-, and -chlordene from chlordene by the action of CI2 or BZ2O2. Further work is progressing along these lines together with a full spectral analysis, including 13C NMR and chlorine nuclear quadrupole resonance of these isomers and their derivatives (Gáb et al., 1975a,b).