Decomposition of 5-Norbornene-2-diazonium Ions. Derivatives of Bicyclo[3.l.l]hept-2-enePhotolysis of 5-norbornen-2-one tosylhydrazone (4) in aqueous sodium hydroxide afforded 4% of 3-norpinen-2-01 (3) in addition to 5-norbornen-2-01 (5, 10%) and nortricyclanol(6,86%). 3 arises from 5-norbornene-2-endo-diazonium ions (2) as shown by the nitrous acid deamination of the epimeric amines 1 and 7. 3-Norpinen-2-one (12) was isolated by oxidation of the deamination products followed by preparative g.1.c. 3 and 12 were synthesized independenrly from norpinan-2-one (9) via sulfenylation and sulfoxide pyrolysis. The norbornene + norpinene rearrangement is slightly enhanced by 1 -OCH3. The deamination of l-methoxy-5-norbornen-2-endo-amine (14) produced 10% of 12, as compared to 5.6% of 3 from 1. sylhydrazon (4) in Natronlauge/l,2-Dimethoxyethan. Die GC-Analyse der Produkte zeigte nur 5-Norbornen-2-01 (5) und Nortricyclanol (6). Nach katalytischer Hydrierung fanden wir neben 6 und 2-Norbornanol (aus 5 ) auch 1.2% 2-Norpinanol, das vermutlich aus 3-Norpinen-2-01 (3) entstanden war. Die Bildung von 3 durch Wanderung von C-7 erschien demnach unbedeutend. Kationische Umlagerungen von