OCCURRENCE OF 2,7-DIHYDROXY-4-ISOPROPYL-2,4,6-CYCLOHEPTATRIEN-1-ONE (7-HYDROXY-4-ISOPROPYLTROPOLONE) IN WESTERN RED CEDAR (THUJA-PLICATA DONN)
OCCURRENCE OF 2,7-DIHYDROXY-4-ISOPROPYL-2,4,6-CYCLOHEPTATRIEN-1-ONE (7-HYDROXY-4-ISOPROPYLTROPOLONE) IN WESTERN RED CEDAR (THUJA-PLICATA DONN)
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DOI：
10.1139/v57-141
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发表时间：
1957-01-01
影响因子：
1.1
通讯作者：
MACLEAN, H
中科院分区：
文献类型：
--
作者：
GARDNER, JAF;BARTON, GM;MACLEAN, H
The tropolones of western red cedar were collected as the green copper chelates deposited on copper-bronze screen exposed to the vapor from the heated wood in commercial kilns. Decomposition of the chelates with hydrogen sulphide yielded a new tropolone as well as the expected thujaplicins. Its infrared and ultraviolet absorption together with hydrogenation and oxidation reactions established it to be 2,7-dihydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one. Synthesis was achieved by persulphate oxidation of [gamma]-thujaplicin. The natural substance is identical with the 7-hydroxyhinokitiol obtained by Nozoe from the dia-zonium salt of 7-amino-hinokitiol and on the basis of color reactions and Rf appears to be the unknown "enol" previously noted by Zavarin and Anderson in paper chromatography of tropolone fractions of western red cedar and incense cedar. The concentration in the wood, determined by quantitive paper chromatography ranged from 0.01 to 0.08%.
