Md. Banciu et al., BENZOANNELATED VALENCE ISOMERS OF HOMOANNULENES .4. FLOW VACUUM PYROLYSIS OF 2,3,3A,8,8A-HEXAHYDRO-2,3,8-METHENOCYCLOPENTINDENE, Journal of analytical and applied pyrolysis, 37(2), 1996, pp. 151-160
Pyrolysis of 2,3,3a,8,8a-hexahydro-2,3,8-methenocyclopentindene in a f
low system at 1.33 mbar, in an argon atmosphere and at temperatures be
tween 500 and 750 degrees C was studied by GC/MS. The first pyrolysis
product, 1,6-dihydro-1,6-methanobenzo[d]cyclooctene (a new compound),
was converted at elevated temperatures into mainly alpha- and beta-all
ylnaphthalenes and fluorene. A reaction mechanism including radical an
d concerted steps is suggested.