著者

大谷 靖 川瀬 勝凡 林 敬一郎 龝本 晃 平山 宏 中村 勝一 小倉 勲

出版者

公益社団法人日本薬学会

雑誌

薬学雑誌 (ISSN:00316903)

巻号頁・発行日

vol.89, no.8, pp.1115-1118, 1969-08

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Formation of azulene from hydronaphthalene by the application of Lang's method was observed when using decalin as the starting material, with single metal such as iron and Raney nickel or activated carbon as a catalyst, and the amount of the product was greater when using trans-decalin rather than cis-decalin. This is considered to be due to the difference in the distance between hydrogen atoms at 5- and 9-positions. A part of the cis isomer was found to change into the trans type when heated. There was no formation of azulene when using tetralin as the starting material. The spectra of azulene solution after irradiation of ultraviolet or γ-rays showed smaller change in absorption intensity than that of guaiazulene. Irradiation of γ-rays on azulene solution was found to produce reduction and polymerization, as in the case of guaiazulene, from the result of gas chromatographic analysis. In the case of oxygen-containing compounds, irradiation with ultraviolet or γ-rays was found to produce turbidity but isolation and identification of this product were not possible due to the minute amount formed. These irradiation experiments indicated that azulenes without a side chain were more stable than guaiazulenes.