Isopropanol → Cyclooctane

Participants

Reaction Steps

0.3 ml of 1,5-cyclooctadiene, 32 ml of 2-propanol, 8 ml of acetone, 1.8 mg of cupric nitrate hydrate and 3 mg of tetrarhodiumdodecacarbonyl [Rh4 (CO)12 ] were fed into the same quartz cell as that used in Example 1. Nitrogen gas was bubbled through the contents under stirring for 10 minutes and thereafter, the irradiation of the cell with light was started. The stirring was conducted with a magnetic stirrer. The reaction cell was put in a quartz-window thermostatic chamber to keep the reaction temperature at 20° C. The rays which were emitted from a 500-W high-pressure mercury lamp set on an irradiation apparatus as an outer light source and passed through a filter UV-25, mfd. by Toshiba Corporation, were used in the irradiation. After the irradiation had been conducted for 10 hours in such a manner, the reaction solution was analyzed by gas chromatography. Cyclooctene was obtained in a yield of 81% with the formation of cyclooctane in a yield of 12%. 7% of unreacted, 1,5-cyclooctadiene remained.

Provenance & Evidence