HISTORICAL

approved Bicyclo R). 1. 0 ' non-4-ene was prepared by two routes; (1) re-action of cis- cis-1, 5- cycloöctadiene with methylene iodide and zinc-copper couple, (2) sodium-methanol reduction of 9, 9- dibromobicyclo-6. 1. 01 non- 4-ene. The bicyclononene was characterized by its infra-red spectrum, nuclear magnetic resonance spectrum and common physical properties. The olefin was hydrogenated to bicyclo 6. 1. 0'-nonane. 9, 9- Dibromobicyclo 6. 1. Olnon-4-ene was prepared by dibro-mocarbene addition to 1, 5- cycloöctadiene. Structure proof was pro-vided by the analytical results, infrared spectrum, nuclear mag-netic resonance spectrum and the conversion to bicyclo 6. 1. 01 non-4-ene. The acetolysis of bicyclo [6. 1. 0 non-4-ene was carried out and the products analyzed by vapor phase chromatography. At least eight major products were indicated.